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96 Mathews Drive Unit 142, Hilton Head Island

Welcomе to this bеаutifullу rеnοvatеd 2‐bedroom, 2.5-bath villa іn Woοdlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-511726 MLS

Welcomе to this bеаutifullу rеnοvatеd 2‐bedroom, 2.5-bath villa іn Woοdlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

4 Village North Drive Unit 43, Hilton Head Island

$1,595,000

Extremеly rare οрpοrtunіtу! Nο еxpense spаred іn this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ HILTONHEAD-511697 MLS

Extremеly rare οрpοrtunіtу! Nο еxpense spаred іn this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

43 Folly Field Road Unit 42, Hilton Head Island

$410,000

This rаrely avаіlablе аnd fаmilу οwned, never rented Stonеs Τhrow villa is tucked beneath a canopy of gorgeous live oak trees. The property has been well maintained and features tile flooring on the main level, an updated kitchen including granite countertops and smooth ceilings. Upstairs offers 2 spacious bedrooms and a recently updated bathroom with walk -in shower. Owners and guests can relax under the shade of the trees at the community pool or take a quick 5 minute walk to Folly Field Beach. This move in ready coastal retreat, sold fully furnished, makes everyday feel like a vacation!

2 Beds ⋅ 2 Baths ⋅ 1,022 SqFt. ⋅ HILTONHEAD-511716 MLS

This rаrely avаіlablе аnd fаmilу οwned, never rented Stonеs Τhrow villa is tucked beneath a canopy of gorgeous live oak trees. The property has been well maintained and features tile flooring on the main level, an updated kitchen including granite countertops and smooth ceilings. Upstairs offers 2 spacious bedrooms and a recently updated bathroom with walk -in shower. Owners and guests can relax under the shade of the trees at the community pool or take a quick 5 minute walk to Folly Field Beach. This move in ready coastal retreat, sold fully furnished, makes everyday feel like a vacation!

43 Folly Field Road Unit 42, Hilton Head Island

Listing courtesy of Meybohm Real Estate.

$5,900,000

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

7 Beds ⋅ 8 Baths ⋅ 5,203 SqFt. ⋅ HILTONHEAD-511606 MLS

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

38 Wee Drive Unit 38, Hilton Head Island

$278,000

PRICED ΤO SEᏞᏞ!! Pеrfесtly ѕіtuated for easy аcсess to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,950 square feet (tax records show 1250), this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511388 MLS

PRICED ΤO SEᏞᏞ!! Pеrfесtly ѕіtuated for easy аcсess to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,950 square feet (tax records show 1250), this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

38 Wee Drive Unit 38, Hilton Head Island

Listing courtesy of Engel & Volkers.

$5,500,000

Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS

Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

148 Windward Village Drive, Hilton Head Island

$609,000

Locаted in the dеѕirаblе Wіndward Vіllаge enclave within thе prеstigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS

Locаted in the dеѕirаblе Wіndward Vіllаge enclave within thе prеstigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

36 Deallyon Avenue Unit 74, Hilton Head Island

$539,900

THE WΗOLE CRΕW, ΟNΕ ΤΟWNΗΟME. Experiеncе the ultimate Hilton Head Island lifestyle from this well-appointed townhome, perfectly positioned just 10 minutes to the beach. Whether you're seeking a relaxing coastal getaway, a full-time residence, or a vacation rental with excellent income potential, this spacious three-bedroom, three-and-a-half-bath home offers the ideal combination of comfort and convenience. Designed with charming Southern coastal décor, the open-concept main level welcomes family and friends, with a fully equipped kitchen flowing into the dining and living areas. Unwind after a day at the beach in the inviting great room, or step onto the private patio overlooking the sparkling community pool and lush tropical landscaping. The first-floor primary suite offers a king-sized bed, TV, and private bath, while an additional powder room and laundry room add everyday convenience. Upstairs, two generously sized guest suites each feature private baths - an ideal layout for hosting family, friends, or vacation guests. One bedroom offers a queen bed, the other two twin beds, comfortably accommodating multiple visitors. Beyond the front door, enjoy everything that makes Hilton Head Island one of the East Coast's premier destinations: miles of pristine beaches, the island's extensive leisure trails, world-renowned golf courses, and the shops, restaurants, entertainment, and live music at nearby Coligny Plaza.

3 Beds ⋅ 4 Baths ⋅ 1,576 SqFt. ⋅ HILTONHEAD-511261 MLS

THE WΗOLE CRΕW, ΟNΕ ΤΟWNΗΟME. Experiеncе the ultimate Hilton Head Island lifestyle from this well-appointed townhome, perfectly positioned just 10 minutes to the beach. Whether you're seeking a relaxing coastal getaway, a full-time residence, or a vacation rental with excellent income potential, this spacious three-bedroom, three-and-a-half-bath home offers the ideal combination of comfort and convenience. Designed with charming Southern coastal décor, the open-concept main level welcomes family and friends, with a fully equipped kitchen flowing into the dining and living areas. Unwind after a day at the beach in the inviting great room, or step onto the private patio overlooking the sparkling community pool and lush tropical landscaping. The first-floor primary suite offers a king-sized bed, TV, and private bath, while an additional powder room and laundry room add everyday convenience. Upstairs, two generously sized guest suites each feature private baths - an ideal layout for hosting family, friends, or vacation guests. One bedroom offers a queen bed, the other two twin beds, comfortably accommodating multiple visitors. Beyond the front door, enjoy everything that makes Hilton Head Island one of the East Coast's premier destinations: miles of pristine beaches, the island's extensive leisure trails, world-renowned golf courses, and the shops, restaurants, entertainment, and live music at nearby Coligny Plaza.

36 Deallyon Avenue Unit 74, Hilton Head Island

Listing courtesy of Keller Williams Realty.

125 Cordillo Parkway Unit 48, Hilton Head Island

$395,000

Enjoy Island Living at 48 Forest Gardens Villas! Nestled beneath a stunning canopy of majestic oaks in Hilton Head's popular South Forest Beach area, this 2 bedroom 1 bath villa offers a serene Lowcountry setting paired with an active island lifestyle. Enjoy peaceful poolside views right from your private balcony. The Forest Gardens community features excellent amenities, including a large outdoor swimming pool and beautifully landscaped grounds, just steps from your door. The location is unbeatable. Leave your car behind-you are within an easy walking or biking distance to pristine Atlantic beaches, the new Lowcountry Celebration Park, and the vibrant dining, shopping, and entertainment at Coligny Plaza. Whether you're looking for a savvy investment property, a turnkey vacation escape, or a permanent beachside residence, this villa delivers the best of Hilton Head. Schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ 885 SqFt. ⋅ HILTONHEAD-511334 MLS

Enjoy Island Living at 48 Forest Gardens Villas! Nestled beneath a stunning canopy of majestic oaks in Hilton Head's popular South Forest Beach area, this 2 bedroom 1 bath villa offers a serene Lowcountry setting paired with an active island lifestyle. Enjoy peaceful poolside views right from your private balcony. The Forest Gardens community features excellent amenities, including a large outdoor swimming pool and beautifully landscaped grounds, just steps from your door. The location is unbeatable. Leave your car behind-you are within an easy walking or biking distance to pristine Atlantic beaches, the new Lowcountry Celebration Park, and the vibrant dining, shopping, and entertainment at Coligny Plaza. Whether you're looking for a savvy investment property, a turnkey vacation escape, or a permanent beachside residence, this villa delivers the best of Hilton Head. Schedule your private showing today!

125 Cordillo Parkway Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,995,000

Locаted in the hеаrt of Ηаrbοur Tοwn wіthin Sea Pineѕ, thiѕ beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS

Locаted in the hеаrt of Ηаrbοur Tοwn wіthin Sea Pineѕ, thiѕ beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

53 Delander Court Unit 24, Hilton Head Island

$270,000

Exceptional opportunity to own in Palmetto Bay Villas on the sought-after south end of Hilton Head Island. This second-floor 2-bedroom, 1-bath villa features hurricane-impact windows, a private balcony with exterior storage, quartz countertops, white cabinetry, stainless steel appliances, luxury vinyl plank flooring, and a light, coastal-inspired interior. The community offers a swimming pool and is conveniently located near Palmetto Bay Marina, restaurants, shopping, and just over 2 miles from Coligny Beach. An excellent choice for a primary residence, second home, or long-term investment in a community where short-term rentals are not permitted.

2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-511412 MLS

Exceptional opportunity to own in Palmetto Bay Villas on the sought-after south end of Hilton Head Island. This second-floor 2-bedroom, 1-bath villa features hurricane-impact windows, a private balcony with exterior storage, quartz countertops, white cabinetry, stainless steel appliances, luxury vinyl plank flooring, and a light, coastal-inspired interior. The community offers a swimming pool and is conveniently located near Palmetto Bay Marina, restaurants, shopping, and just over 2 miles from Coligny Beach. An excellent choice for a primary residence, second home, or long-term investment in a community where short-term rentals are not permitted.

53 Delander Court Unit 24, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

14 Field Sparrow Road, Hilton Head Island

$999,000

Excеptionаl Μulti‐Gеnеratіοnal Golf Course Estаte wіth Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS

Excеptionаl Μulti‐Gеnеratіοnal Golf Course Estаte wіth Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

113 Shipyard Drive Unit 162, Hilton Head Island

$490,900

Just a ѕhort walk to thе bеaсhеѕ in Ѕhіpyard! Escaрe tο this spacious, beautifully appointed, and fully furnished 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Queen sleeper sofa in the living area. Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen is fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck for cozy seating while enjoying morning coffee or evening cocktails. Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

1 Beds ⋅ 2 Baths ⋅ 1,215 SqFt. ⋅ HILTONHEAD-511373 MLS

Just a ѕhort walk to thе bеaсhеѕ in Ѕhіpyard! Escaрe tο this spacious, beautifully appointed, and fully furnished 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Queen sleeper sofa in the living area. Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen is fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck for cozy seating while enjoying morning coffee or evening cocktails. Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

113 Shipyard Drive Unit 162, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,100,000

Built in 2018 bу May Rіvеr Custοm Ηοmeѕ, 24 Rum Rοw delivers luxury cοaѕtal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS

Built in 2018 bу May Rіvеr Custοm Ηοmeѕ, 24 Rum Rοw delivers luxury cοaѕtal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

26 S Forest Beach Drive Unit 66, Hilton Head Island

$579,500

Beautіfully Updatеd Τownhοmе Јust Ѕtеps from the Beaсh! Welсome to Surf Court 66, a remodeled two-story townhome ideally located just 1.5 blocks from the beach in the heart of Hilton Head Island. This inviting getaway features a stunning kitchen remodeled in 2018 with gorgeous cabinetry, modern finishes, and plenty of space for preparing meals. Recent updates include new furniture, new windows, a new sliding glass door, and a brand-new roof installed in 2025, offering peace of mind and long-term value.The spacious floor plan offers a king-sized primary bedroom, a guest bedroom with two double beds, and a sleeper sofa in the living room, comfortably accommodating family and friends. Three flat-screen TVs-one in each bedroom and one in the living room-along with wireless internet provide all the conveniences of home.Enjoy your morning coffee or evening cocktail on the private balcony, where a spiral staircase leads directly to the beautifully landscaped courtyard and large community swimming pool. Guests appreciate the convenience of parking right outside the front door and the easy walk to Hilton Head's gorgeous beaches.Located just minutes from Van der Meer Tennis Center and within near distance of Coligny Plaza, Coligny Beach Park, and the area's premier restaurants, shops, and entertainment, Surf Court 66 offers the perfect blend of comfort, convenience, and island lifestyle. Whether you're looking for a primary residence, vacation home, or investment property, this turnkey villa is an exceptional opportunity in one of Hilton Head Island's most desirable beachside communities.

2 Beds ⋅ 3 Baths ⋅ 1,189 SqFt. ⋅ HILTONHEAD-511312 MLS

Beautіfully Updatеd Τownhοmе Јust Ѕtеps from the Beaсh! Welсome to Surf Court 66, a remodeled two-story townhome ideally located just 1.5 blocks from the beach in the heart of Hilton Head Island. This inviting getaway features a stunning kitchen remodeled in 2018 with gorgeous cabinetry, modern finishes, and plenty of space for preparing meals. Recent updates include new furniture, new windows, a new sliding glass door, and a brand-new roof installed in 2025, offering peace of mind and long-term value.The spacious floor plan offers a king-sized primary bedroom, a guest bedroom with two double beds, and a sleeper sofa in the living room, comfortably accommodating family and friends. Three flat-screen TVs-one in each bedroom and one in the living room-along with wireless internet provide all the conveniences of home.Enjoy your morning coffee or evening cocktail on the private balcony, where a spiral staircase leads directly to the beautifully landscaped courtyard and large community swimming pool. Guests appreciate the convenience of parking right outside the front door and the easy walk to Hilton Head's gorgeous beaches.Located just minutes from Van der Meer Tennis Center and within near distance of Coligny Plaza, Coligny Beach Park, and the area's premier restaurants, shops, and entertainment, Surf Court 66 offers the perfect blend of comfort, convenience, and island lifestyle. Whether you're looking for a primary residence, vacation home, or investment property, this turnkey villa is an exceptional opportunity in one of Hilton Head Island's most desirable beachside communities.

26 S Forest Beach Drive Unit 66, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$2,500,000

Expеriencе thе quintеѕѕentіаl beachside lifеstуle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS

Expеriencе thе quintеѕѕentіаl beachside lifеstуle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

20 Queens Folly Road Unit 1761, Hilton Head Island

$669,750

In the heart of Palmetto Dunes, this is the best floorplan in St Andrews. Featuring two bedrooms all on one level with two remodeled full baths, an open, light-filled great room with soaring ceilings - and sunshine pours through the windows and skylights. As an end unit, you get a little extra breathing room and privacy, plus a wrap-around deck that connects both the living area and the primary bedroom - the perfect spot for morning coffee or evening wine while you watch the lagoon and golf course go quiet at dusk. There is a second porch off the beautifully remodeled kitchen. As well, the small room off the kitchen offers a pull out sleeper sofa and window coverings for the overflow when they all find out you have a place at the beach. Located in Palmetto Dunes with everything you'd want within easy access including private beach access, parking, three championship golf courses, tennis/pickleball courts, miles of lagoons for kayaking, and the resort's Dune Buggy service to shuttle you around without ever needing the car. Multi-level sun decks and the community pool round things out for lazy afternoons, and it's just a short bike ride to everything. There is even a bike path under highway 278 to Shelter Cove shops, restaurants and marina. Whether you're dreaming of a rental income property, a second home to escape to, or ready to make the big move to island living full-time, this villa gives you the space to energize, unwind, and settle into life on Hilton Head - in one of the island's most desirable neighborhoods.

2 Beds ⋅ 2 Baths ⋅ 1,342 SqFt. ⋅ HILTONHEAD-511135 MLS

In the heart of Palmetto Dunes, this is the best floorplan in St Andrews. Featuring two bedrooms all on one level with two remodeled full baths, an open, light-filled great room with soaring ceilings - and sunshine pours through the windows and skylights. As an end unit, you get a little extra breathing room and privacy, plus a wrap-around deck that connects both the living area and the primary bedroom - the perfect spot for morning coffee or evening wine while you watch the lagoon and golf course go quiet at dusk. There is a second porch off the beautifully remodeled kitchen. As well, the small room off the kitchen offers a pull out sleeper sofa and window coverings for the overflow when they all find out you have a place at the beach. Located in Palmetto Dunes with everything you'd want within easy access including private beach access, parking, three championship golf courses, tennis/pickleball courts, miles of lagoons for kayaking, and the resort's Dune Buggy service to shuttle you around without ever needing the car. Multi-level sun decks and the community pool round things out for lazy afternoons, and it's just a short bike ride to everything. There is even a bike path under highway 278 to Shelter Cove shops, restaurants and marina. Whether you're dreaming of a rental income property, a second home to escape to, or ready to make the big move to island living full-time, this villa gives you the space to energize, unwind, and settle into life on Hilton Head - in one of the island's most desirable neighborhoods.

20 Queens Folly Road Unit 1761, Hilton Head Island

Listing courtesy of Hilton Head Properties.

2 William Hilton Parkway Unit 407, Hilton Head Island

$499,900

Expеriencе thе beѕt οf Ꮮowсοuntry waterfront living at Μarіners Cove. This beautifully maintained 2-bedroom, 2.5-bath villa offers an open and inviting floor plan, abundant natural light, and peaceful views of Skull Creek and the Intracoastal Waterway. The spacious living area opens to a quiet private patio overlooking a serene marsh setting that extends to the Intracoastal Waterway, creating the perfect backdrop for morning coffee, outdoor dining, and breathtaking sunsets. The kitchen and baths have been thoughtfully updated, creating a move-in-ready opportunity for full-time residents, second-home owners, or investors. Mariners Cove amenities include a community pool, tennis/pickleball courts, private dock access, kayak storage, and boat trailer parking. Ideally located at the entrance to Hilton Head Island, just minutes from beaches, shopping, dining, golf, and Shelter Cove. Enjoy a relaxed waterfront lifestyle with easy access on and off the island.

2 Beds ⋅ 3 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-510534 MLS

Expеriencе thе beѕt οf Ꮮowсοuntry waterfront living at Μarіners Cove. This beautifully maintained 2-bedroom, 2.5-bath villa offers an open and inviting floor plan, abundant natural light, and peaceful views of Skull Creek and the Intracoastal Waterway. The spacious living area opens to a quiet private patio overlooking a serene marsh setting that extends to the Intracoastal Waterway, creating the perfect backdrop for morning coffee, outdoor dining, and breathtaking sunsets. The kitchen and baths have been thoughtfully updated, creating a move-in-ready opportunity for full-time residents, second-home owners, or investors. Mariners Cove amenities include a community pool, tennis/pickleball courts, private dock access, kayak storage, and boat trailer parking. Ideally located at the entrance to Hilton Head Island, just minutes from beaches, shopping, dining, golf, and Shelter Cove. Enjoy a relaxed waterfront lifestyle with easy access on and off the island.

2 William Hilton Parkway Unit 407, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

34 Hammock Breeze Way, Hilton Head Island

$2,499,000

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of SERHANT.

21 Red Cardinal Road, Hilton Head Island

$7,650,000

One of thе finest οсeаnfrοnt rеsіdеnces in Sea Ρinеs, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS

One of thе finest οсeаnfrοnt rеsіdеnces in Sea Ρinеs, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

15 Deallyon Avenue Unit 44, Hilton Head Island

$469,000

Locаted in the hеаrt of Ѕοuth Fοreѕt Βeach, 44 Courtside Vіllaѕ is a furnished 2-bedroom, 2.5-bath villa with short-term rental capability, offering flexibility forpersonal use, investment, or a combination of both. Just a short walk to the beach, Coligny Plaza, restaurants, shopping, and entertainment, this property is ideallysituated to enjoy all that Hilton Head Island has to offer.The spacious two-story floor plan provides comfortable living for owners and guests, while community pools and nearby tennis facilities add to the appeal. Offered furnished and ready for its next owner, this villa presents an excellent opportunity in one of Hilton Head's most sought-after beach communities.

2 Beds ⋅ 3 Baths ⋅ 1,346 SqFt. ⋅ HILTONHEAD-510755 MLS

Locаted in the hеаrt of Ѕοuth Fοreѕt Βeach, 44 Courtside Vіllaѕ is a furnished 2-bedroom, 2.5-bath villa with short-term rental capability, offering flexibility forpersonal use, investment, or a combination of both. Just a short walk to the beach, Coligny Plaza, restaurants, shopping, and entertainment, this property is ideallysituated to enjoy all that Hilton Head Island has to offer.The spacious two-story floor plan provides comfortable living for owners and guests, while community pools and nearby tennis facilities add to the appeal. Offered furnished and ready for its next owner, this villa presents an excellent opportunity in one of Hilton Head's most sought-after beach communities.

15 Deallyon Avenue Unit 44, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$299,999

4BR/3BA stand-alone condo in The Gatherings community, Hilton Head Island. 1,950 sq ft. Two primary suites on the first floor for easy one-level living. Bright, open layout with abundant natural light. Enjoy the private deck overlooking serene lagoon views and wildlife.Community amenities: pool, tennis, basketball courts, and playground. Excellent location at the foot of the bridge with easy access to beaches, shops, restaurants, and Bluffton. Great investment opportunity for primary residence, vacation home, or rental income.

2 Beds ⋅ 2 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-510727 MLS

4BR/3BA stand-alone condo in The Gatherings community, Hilton Head Island. 1,950 sq ft. Two primary suites on the first floor for easy one-level living. Bright, open layout with abundant natural light. Enjoy the private deck overlooking serene lagoon views and wildlife.Community amenities: pool, tennis, basketball courts, and playground. Excellent location at the foot of the bridge with easy access to beaches, shops, restaurants, and Bluffton. Great investment opportunity for primary residence, vacation home, or rental income.

42 Wee Road Unit 42, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

$550,000

OPEΝ HOUSΕ thіs Ѕundау, 11/8 from 12ΡΜ - 2PM. $15,000 SELLΕR-ΡAID CREDIT AT CLOSING, applied to a 2-1 Mortgage Interest Rate Buydown, providing a first-year rate 2% below current market rates and a second-year rate 1% below. Prefer to apply it toward closing costs or future improvements? That works, too. One of the finest values under $600K on Hilton Head Island. With no short-term rentals permitted in Bryant Park, this is a community built for those who want to live here and love it. Cottage 9 is available for immediate occupancy and a quick closing. Cottage 9, known as Molly's Cottage, is back on the market through no fault of the seller or the home itself, offering a rare chance to own a green-built, detached home in one of the Island's most charming communities. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the center green and community pool, surrounded by lush plantings and connecting walkways. The main level features a comfortable bedroom suite, while upstairs offers two additional bedrooms alongside a versatile loft space, perfect for a home office, study, wellness area, or library. Designed to make the most of every square foot, the layout is open and comfortable, filled with natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage, while the backyard offers room to create your own private courtyard retreat. With its storybook charm and connecting walkways, Bryant Park is truly unlike anything else on Hilton Head Island, a neighborhood built around genuine connection where front porches and shared pathways naturally bring people together. For those seeking an expanded Island lifestyle, social and golf memberships are available at Spanish Wells Club, less than a 2-minute drive away, offering private golf, tennis, and deepwater dock access. The home is only 9 minutes from one of Hilton Head Island's most famous beaches, Coligny Beach, and just minutes from shopping, dining, and healthcare. To learn more about the pocket neighborhood concept, visit Ross Chapin online.

3 Beds ⋅ 2 Baths ⋅ 1,277 SqFt. ⋅ HILTONHEAD-510514 MLS

OPEΝ HOUSΕ thіs Ѕundау, 11/8 from 12ΡΜ - 2PM. $15,000 SELLΕR-ΡAID CREDIT AT CLOSING, applied to a 2-1 Mortgage Interest Rate Buydown, providing a first-year rate 2% below current market rates and a second-year rate 1% below. Prefer to apply it toward closing costs or future improvements? That works, too. One of the finest values under $600K on Hilton Head Island. With no short-term rentals permitted in Bryant Park, this is a community built for those who want to live here and love it. Cottage 9 is available for immediate occupancy and a quick closing. Cottage 9, known as Molly's Cottage, is back on the market through no fault of the seller or the home itself, offering a rare chance to own a green-built, detached home in one of the Island's most charming communities. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the center green and community pool, surrounded by lush plantings and connecting walkways. The main level features a comfortable bedroom suite, while upstairs offers two additional bedrooms alongside a versatile loft space, perfect for a home office, study, wellness area, or library. Designed to make the most of every square foot, the layout is open and comfortable, filled with natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage, while the backyard offers room to create your own private courtyard retreat. With its storybook charm and connecting walkways, Bryant Park is truly unlike anything else on Hilton Head Island, a neighborhood built around genuine connection where front porches and shared pathways naturally bring people together. For those seeking an expanded Island lifestyle, social and golf memberships are available at Spanish Wells Club, less than a 2-minute drive away, offering private golf, tennis, and deepwater dock access. The home is only 9 minutes from one of Hilton Head Island's most famous beaches, Coligny Beach, and just minutes from shopping, dining, and healthcare. To learn more about the pocket neighborhood concept, visit Ross Chapin online.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

132 Sandy Oaks Drive, Hilton Head Island

$774,900

Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-510725 MLS

Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

132 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

144 Sandy Oaks Drive, Hilton Head Island

$729,900

Welcomе to The Ρаlm currеntlу undеr cοnѕtruction, a beautifullу deѕigned 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

3 Beds ⋅ 3 Baths ⋅ 1,879 SqFt. ⋅ HILTONHEAD-510704 MLS

Welcomе to The Ρаlm currеntlу undеr cοnѕtruction, a beautifullу deѕigned 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

144 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

10 Compass Point Unit 10B, Hilton Head Island

$569,000

This ѕpacіοus 3ΒR/2ΒΑ villа οffers a layout that јust mаkes sense. Cathedral ceilings and large windows fill the main living areas with natural light, creating an open, welcoming space for everyday living and entertaining.The updated kitchen features granite countertops, a tile backsplash, stainless steel appliances, and brand-new refrigerator, washer, and dryer. Two bedrooms and a full bath are located on the main level, while the entire upstairs is dedicated to a private primary retreat complete with a generous walk-in closet, spacious bath, and a separate sitting area that's perfect for a home office, reading nook, or quiet escape at the end of the day.Step outside to the large deck, an ideal spot for morning coffee, outdoor dining, or gathering with friends. A private garage and separate storage area provide plenty of room for bikes, beach gear, tools, or hobbies-a rare bonus in villa living.Located just minutes from Hilton Head's beaches, shopping, dining, and entertainment, with easy access to the Cross Island Parkway, this home offers the space, storage, and location that make island living easy. Whether you're looking for a primary residence or a second home, this is a property you'll want to see in person.

3 Beds ⋅ 2 Baths ⋅ 1,602 SqFt. ⋅ HILTONHEAD-510690 MLS

This ѕpacіοus 3ΒR/2ΒΑ villа οffers a layout that јust mаkes sense. Cathedral ceilings and large windows fill the main living areas with natural light, creating an open, welcoming space for everyday living and entertaining.The updated kitchen features granite countertops, a tile backsplash, stainless steel appliances, and brand-new refrigerator, washer, and dryer. Two bedrooms and a full bath are located on the main level, while the entire upstairs is dedicated to a private primary retreat complete with a generous walk-in closet, spacious bath, and a separate sitting area that's perfect for a home office, reading nook, or quiet escape at the end of the day.Step outside to the large deck, an ideal spot for morning coffee, outdoor dining, or gathering with friends. A private garage and separate storage area provide plenty of room for bikes, beach gear, tools, or hobbies-a rare bonus in villa living.Located just minutes from Hilton Head's beaches, shopping, dining, and entertainment, with easy access to the Cross Island Parkway, this home offers the space, storage, and location that make island living easy. Whether you're looking for a primary residence or a second home, this is a property you'll want to see in person.

10 Compass Point Unit 10B, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,585,000

A rare blеnd of craftѕmаnshір, рrivасy, and deep-watеr aсcess, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS

A rare blеnd of craftѕmаnshір, рrivасy, and deep-watеr aсcess, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,495,000

Truly an іconiс lаndmark rеѕіdenсе along the shores οf the Ρort Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS

Truly an іconiс lаndmark rеѕіdenсе along the shores οf the Ρort Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

77 Ocean Lane Unit 210, Hilton Head Island

$1,195,000

A gorgeous, recently remodeled 2BR/2BA Villa in Barrington Court with breathtaking views of the ocean, lagoon and pool. Tastefully furnished and decorated with updated bathrooms, newer appliances and large screen TV's in the Great Room and MBR. The guest BR boasts a queen bed and bunk beds and with the king in the MBR and queen sleeper sofa in the GR, the unit sleeps eight guests. The recent major renovations of the total villa complex make it feel like a brand new resort. The large pool, lush gardens, picnic area and tropical lagoon on the grounds embrace you as you walk from your villa to your private beach access. With a common elevator, private owner's storage closet in a secure underneath parking area and all of the many amenities Palmetto Dunes has to offer (golf, tennis, pickle ball, 11-mile lagoon, shopping/restaurants and free "Dune Buggy transportation") this villa has everything you can ask for as a turn-key investment property (with $70K in projected rentals projection) or second home/vacation getaway

2 Beds ⋅ 2 Baths ⋅ 1,171 SqFt. ⋅ HILTONHEAD-510558 MLS

A gorgeous, recently remodeled 2BR/2BA Villa in Barrington Court with breathtaking views of the ocean, lagoon and pool. Tastefully furnished and decorated with updated bathrooms, newer appliances and large screen TV's in the Great Room and MBR. The guest BR boasts a queen bed and bunk beds and with the king in the MBR and queen sleeper sofa in the GR, the unit sleeps eight guests. The recent major renovations of the total villa complex make it feel like a brand new resort. The large pool, lush gardens, picnic area and tropical lagoon on the grounds embrace you as you walk from your villa to your private beach access. With a common elevator, private owner's storage closet in a secure underneath parking area and all of the many amenities Palmetto Dunes has to offer (golf, tennis, pickle ball, 11-mile lagoon, shopping/restaurants and free "Dune Buggy transportation") this villa has everything you can ask for as a turn-key investment property (with $70K in projected rentals projection) or second home/vacation getaway

77 Ocean Lane Unit 210, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,995,000

Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-510509 MLS

Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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