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$950,000
3 Beds ⋅ 2 Baths ⋅ 2,629 SqFt. ⋅ HILTONHEAD-511543 MLS
Tucked away on a quiet cul-de-sac in the desirable Big Woods neighborhood of Hilton Head Plantation, this beautifully renovated 3 BR, 2 BA home offers spacious, single-level living with a flexible floor plan designed for everyday comfort and entertaining.The home underwent a comprehensive, top-to-bottom renovation in 2016, with finishes, fixtures, & major components replaced or updated throughout. The formal living room features a striking brick fireplace, impressive tall ceilings & a beautiful wood beam that adds warmth & architectural character. The open kitchen includes an eat-in area with a bay window and opens to a spacious family room featuring a second fireplace & elegant tray ceilings. Smooth ceilings throughout contribute to the home's clean, updated appearance.A large formal dining room with a bay window & a bright Carolina room provide additional spaces for entertaining, relaxing, working from home, or enjoying a quiet morning with a cup of coffee. The generously sized primary suite features its own bay window, a spacious walk-in closet, and master bath with a soaking tub plus large separate shower.Additional highlights include impact windows throughout, a 2-car garage, abundant living space & a large, private backyard with plenty of room to create an outdoor entertaining area or add a swimming pool.Hilton Head Plantation offers an exceptional Lowcountry lifestyle and an impressive collection of recreational amenities. At Spring Lake, residents enjoy a resort-style pool with zero-entry access, a lazy river, splash areas, and lap lanes, along with nearby tennis & pickleball facilities. Dolphin Head Recreation Park provides a beautiful waterfront setting along Port Royal Sound, while the restored Pine Island shoreline offers an expansive beach area that is perfect for walking the dog, watching the sunset, or settling in with a good book.Hilton Head Plantation can enjoy access to Sea Pines Resort with their property owner decal making it easy to visit Harbour Town and its popular shops, restaurants, & public attractions.The home is conveniently located near Hilton Head Plantation's front gate, providing easy access to grocery stores, shopping, dining, & everyday conveniences.This special home combines a peaceful cul-de-sac setting, extensive renovations, distinctive architectural details, flexible living spaces, outstanding community amenities, & a convenient north end location with easy beach access to the Islander or Coligny Beaches.

6 Horseman Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$999,000
4 Beds ⋅ 4 Baths ⋅ 3,567 SqFt. ⋅ HILTONHEAD-511502 MLS
This wonderful family home offers an abundance of space tailored to meet every modern need. Featuring 4 bedrooms, 3.5 baths, a private office, a sun-drenched Carolina room, and a versatile loft, this property is designed for both comfort and functionality. As you enter, you are greeted by a beautiful grand staircase and an open concept with vaulted and tray ceilings throughout the main living areas. Other features include a large eat-in kitchen with stainless appliances, solid surface flooring, wainscoting panels, gas fireplace, 2-car garage and golf-cart bay, covered front porch, back deck, firepit, and views of the 11th hole of the Hills course. This property provides the perfect framework for a vibrant family lifestyle, combining an exceptional design with highly functional living spaces. Residents of Palmetto Hall enjoy 2 championship golf courses, tennis/pickleball courts, a swimming pool, and a beautiful southern styled clubhouse offering dining and social events. Seller is offering a $15,000 painting credit at closing. Seller is a SC licensed Real Estate Agent.

6 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$779,000
4 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-511026 MLS
Updated 4 BR, 3 BA home overlooking scenic Henri's Pond in the gated community of Moss Creek. July 2026 - freshly painted throughout with popcorn ceiling removed and LVP installed in first floor halls, dining room, kitchen, living room and primary bedroom. A highlight of the home is the new large screened-in back porch overlooking Henri's Pond, creating the perfect setting for morning coffee, outdoor dining, or relaxing while enjoying the ever-changing views of the water and surrounding wildlife. The current owner further enhanced the property with a spacious 1-car garage and attached carport, providing exceptional convenience and additional storage. Owner had paver driveway and walkway installed from the street to the front door as well as outdoor decking area facing Henri's Pond. Conveniently located near Bostwick Park, featuring 2 pools, fitness center, and deep-water marina. Moss Creek amenities include 2 private 18-hole golf courses, tennis and pickleball courts, dog park, and nature trails. Move-in ready and ideally suited for enjoying the Lowcountry lifestyle. All major home items - roof, new HVAC and ductwork, PEX piping - recently updated.

283 Moss Creek Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$650,000
4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS
Welcome to this charming Charleston-style 4-bedroom, 2.5-bath home situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new luxury vinyl plank flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,500,000
5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS
Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,849,500
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS
Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen blends timeless design with thoughtful updates, featuring white shaker cabinetry, stone countertops, stainless steel appliances, updated hardware and fixtures, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$550,000
2 Beds ⋅ 3 Baths ⋅ 1,440 SqFt. ⋅ HILTONHEAD-511566 MLS
Well-appointed 2-bedroom, 2.5-bath townhome offering two private bedroom suites, a spacious great room, dining area, and updated kitchen w/ breakfast area. The main floor has a flex room which can be used as an extra bedroom, den, or office. On the upper level, you have the same flex room off the primary bedroom - a great nursery, office, or den area. You will love the outside areas- a quaint space off the breakfast room for morning coffee and a very large deck off the back for weekend barbeques. Upgraded features include an updated KT, LVP flooring, smooth ceilings, fresh paint inside, a new shower in the primary bathroom, and it comes fully furnished. Lives like a home as you have no one above or below you. This is a pet-friendly villa (for owners) that is nestled within the gated Shipyard community; residents and guests enjoy beach access, championship golf, walking and biking trails, and a prime mid-island location. The new Shipyard Beach House has extra storage for all your beach gear. The front entrance is convenient to shopping and dining, while the back gate is close to Coligny and Celebration Park. You can't beat the location. Come and take a look today- you will not be disappointed.

90 Gloucester Road Unit 203, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,200,000
3 Beds ⋅ 3 Baths ⋅ 2,205 SqFt. ⋅ HILTONHEAD-511804 MLS
Experience the very best of Sea Pines from this beautifully updated Fairway Oaks villa. Privately situated at the end of a quiet cul-de-sac, this 2,200-square-foot home offers a rare combination of privacy, natural beauty, and convenience-with an attached two-car garage, an uncommon and highly sought-after feature in Sea Pines villas. The home features 3 bedrooms and 2 full and 1 half bath including a spacious first-floor primary suite featuring soaring ceilings, an oversized custom walk-in closet, a luxurious steam shower, heated towel rack, and spa-inspired finishes. Upstairs, two generously sized guest bedrooms and a full bath create an inviting retreat for family and friends.The beautifully renovated kitchen showcases granite and quartz countertops, custom floor-to-ceiling cabinetry, new appliances, and a beverage center with wine cooler and kegerator. Walls of windows fill the living areas with natural light and frame peaceful lagoon views. Step onto the expansive rear decks, where a charming water feature creates a serene setting beneath the towering evergreens..Fairway Oaks is one of Sea Pines' most desirable villa communities, uniquely surrounded by tranquil lagoons and the scenic fairways of Heron Point Golf Course. Residents enjoy a private swimming pool, tennis and pickleball courts, and the peace of mind that comes with no short-term rentals allowed. Just a short walk or bike ride from Harbour Town's iconic lighthouse, marina, waterfront dining, boutique shopping, and miles of scenic trails, this exceptional villa offers the very best of the Lowcountry lifestyle. Whether you are searching for a full-time residence or an elegant coastal getaway, this is more than a home--- It is the lifestyle you have been waiting for. OSCREA

40 Planters Wood Drive Unit 2516, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$555,000
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-511793 MLS
Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

$1,650,000
3 Beds ⋅ 3 Baths ⋅ 3,442 SqFt. ⋅ HILTONHEAD-511482 MLS
Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

55 Crosstree Drive, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$995,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511759 MLS
Tucked away in a quiet corner of Greenwood Garden Villas, this updated 3 BD, 2 BA end-unit looks out over the 4th hole of Heron Point. A freshly updated front courtyard with new landscaping creates a welcoming entrance before stepping inside. All on one level with no steps, the villa features a spacious Carolina Room overlooking expansive lagoon and golf views. Extra windows along the side, a feature only found in the end units, bring in plenty of natural light and make the villa feel bright and open. Recent updates include fresh interior paint, mostly new furnishings, updated appliances, and new light fixtures. Greenwood Garden is known for its quiet setting, many full-time owners, and one of the lowest-density villa communities in Sea Pines. Centrally located, you're just steps from the community pool and an easy bike ride to Sea Pines Beach Club, Harbour Town, and South Beach.

212 Greenwood Drive Unit 315, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$975,000
2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$825,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-511445 MLS
Located just across the street from Sea Pines Country Club, on a quiet street, this 3-bedroom, 2-bath home offers something increasingly rare in Sea Pines: real opportunity under $1MM. The floorplan flows effortlessly with high ceilings in the family and primary bedroom. Outside, a fenced yard, private patio, and screened porch create the kind of everyday outdoor living buyers dream about. A two-car garage adds convenience rarely found at this price point in Sea Pines. Well loved and full of potential, this home is ready for your vision - bring your style and make it your own, in a location that speaks for itself. Minutes to Harbour Town, the beach, and miles of biking trails, all within the privacy and security Sea Pines is known for.

5 Wood Duck Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,695,000
4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in 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.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,699,000
5 Beds ⋅ 4 Baths ⋅ 3,920 SqFt. ⋅ HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$675,000
1 Beds ⋅ 1 Baths ⋅ 724 SqFt. ⋅ HILTONHEAD-511602 MLS
Experience the best of island living from this completely remodeled waterfront villa in the desirable Ketch Court Villas in Sea Pines. Perfectly positioned to capture breathtaking views of the Intracoastal Waterway, Harbour Town, and the iconic Harbour Town Lighthouse, this exceptional residence offers an unmatched coastal lifestyle.Thoughtfully renovated with elegant finishes and timeless design, the villa is filled with natural light and showcases panoramic waterfront vistas from the moment you step inside. Relax with your morning coffee as boats glide along the Intracoastal, then end each day with magnificent sunsets painting the sky over Harbour Town.Ideally located in the heart of Sea Pines, you will enjoy convenient access to world-class golf, beautiful beaches, fine dining, shopping, the marina, and miles of scenic leisure trails. Whether you are searching for a luxury vacation retreat, investment property, or full-time residence, this stunning villa offers an extraordinary opportunity to own one of Hilton Head's most captivating waterfront settings. Owner is an SC realtor.

2 Lighthouse Lane Unit 858, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$850,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$1,195,000
3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$2,550,000
4 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-511417 MLS
Newer construction (built in 2025) offering timeless Lowcountry architecture, luxury finishes, and exceptional outdoor living in the heart of Shipyard. This custom-designed 4-bedroom, 4.5-bath home sits on a private, wooded homesite and combines modern conveniences with generous living spaces throughout. A welcoming Lowcountry-style front porch leads into an open floor plan featuring a cathedral-ceiling great room, gourmet chef's kitchen with custom white oak cabinetry, luxury appliances, an oversized island, and a large walk-in pantry for exceptional storage. Additional features include a wet bar, built-in office nook, and beautifully designed living spaces ideal for everyday living and entertaining. The first-floor primary suite is complemented by spacious guest accommodations, while a large bonus room with a full bath above the oversized three-car garage offers endless flexibility as a guest suite, media room, or home office. Outdoor living is truly unmatched with a huge screened porch featuring a tabby fireplace and built-in outdoor kitchen, overlooking a stunning heated swimming pool, spa, and private wooded backyard-creating the perfect setting for relaxing or entertaining year-round. Additional highlights include an oversized three-car garage, an electric vehicle charger, a whole-home generator for added peace of mind, abundant storage, and thoughtful custom details throughout. Located within the gated community of Shipyard Plantation, owners enjoy private beach access, miles of leisure trails, championship golf, tennis and pickleball, a first-class beach club, and convenient access to Hilton Head's restaurants, shopping, and entertainment. Newer construction in Shipyard is an exceptionally rare opportunity. Combined with luxury finishes, an incredible floor plan, resort-style outdoor living, and the convenience of a whole-home generator, this home truly stands apart.

30 Kingston Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$299,900
3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511388 MLS
Perfectly situated for easy access 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 1,250 square feet, 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.

$3,499,995
5 Beds ⋅ 6 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-511517 MLS
Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One Realty.

$825,000
3 Beds ⋅ 2 Baths ⋅ 2,050 SqFt. ⋅ HILTONHEAD-511362 MLS
Enjoy spectacular long golf course views across multiple fairways and greens from this beautifully maintained 3-bedroom patio home in the heart of Hilton Head Plantation. Ideally located just a couple of fairways from Dolphin Head Beach Park and Pine Island, you'll also love spending peaceful mornings along the Port Royal Sound bluff, watching the sunrise over the Atlantic or the shrimp boats make their way along the Sound. low-maintenance living, this inviting home allows you to spend less time on yard work and more time enjoying the exceptional amenities of Hilton Head Plantation. The spacious floor plan features soaring smooth ceilings, tile & wood floors, an updated open kitchen, formal living and dining rooms, a bright winterized porch/sunroom, and a two-car garage. Outside, a beautifully expanded paver patio is shaded by stately live oaks, creating the perfect setting for relaxing or entertaining while taking in the expansive golf views. Major updates provide peace of mind, including a newer HVAC system (2023) and a roof replaced in late 2025.With an exceptional location, easy maintenance, an inviting floor plan, and breathtaking views, 5 Deerfield Court offers an outstanding opportunity in Hilton Head Plantation-priced in the low $800s.'

5 Deerfield Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$999,000
3 Beds ⋅ 3 Baths ⋅ 2,329 SqFt. ⋅ HILTONHEAD-511432 MLS
Move-In Ready Hickory Forest Home. Welcome to this highly sought-after Hickory Forest home, ideally situated on a corner lot with fresh new landscaping and just a short walk to Hickory Forest's private beach access. This one-level home offers 3 bedrooms and 2 1/2 baths, providing a comfortable and convenient layout. Bright Living Spaces - As you enter, floor-to-ceiling windows frame views of the deck and beautiful lagoon, filling the home with natural light. The kitchen features an eat-in area, Bosch stainless steel appliances, granite countertops, and solid cherry cabinets. The primary bath includes a walk-in shower with dual shower heads. The exterior has been freshly painted, adding to the home's inviting curb appeal. Virtually Staged.

2 Ivory Gull Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-511476 MLS
Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning builder with lanai pool/spa and outdoor kitchen on quiet cul de sac street in very desirable Oyster Reef area of HHP! Features & upgrades include smooth volume/tray ceilings, wide plank oak flooring, Chef's dream island kitchen (high end custom cabinetry, leathered quartz counters, tile backsplashes, top-of-the-line appliances incl Sub Zero & Wolf), designer fixtures/hardware/lighting/window treatments, quartz/granite bar & vanity tops, millwork & built-ins by master craftsmen, 2 gas fireplaces, new/newer mechanicals (3 HVAC systems, 2 water heaters, garage door & Wi-Fi openers), Culligan reverse osmosis water supply system, travertine pool decking, 2023 pool heater + pool automation system, outdoor shower, 2 cedar closets, impressive storage space, etc. Very livable floor plan offers kitchen open to casual dining, laundry room, family room, pool view 4 season Carolina room, dining room, wet bar w/ice maker, great room, den/media room, 2 well-appointed main level BR suites including private, water view primary suite, 2 guest BR's & bath + expansive bonus/storage room, walk-in attic & oversize 2 car garage w/epoxy floor, built-ins & 2 x 220 outlets. Exterior boasts stately curb appeal with brick accented, aggregate shell circular drive, extensive landscape & carriage lighting, mature planting & lawn, specimen trees, irrigation system, Green Bug pest control system, secret pebble garden & maximum privacy. All centrally located close to all this preferred community has to offer (Spring Lake Community Pools, PR Sound Front Dolphin Head Recreational Area, recently renourished Pine Island Beach Park & 4 Golf Courses) + shopping, dining, entertainment just outside both gates!

13 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this 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.

$1,250,000
5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Private Golf Course Estate with Guest House, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property offers a rare combination of privacy, flexibility, and space. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a peaceful setting while remaining close to all the amenities Hilton Head Island has to offer. 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 of the property is the private guest residence with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Whether used for extended family, visiting guests, a home office, or private retreat, the space offers exceptional versatility. 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 additional flexible living space perfect 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 property that offers the flexibility of multiple living spaces, the privacy of an oversized setting, and the lifestyle advantages of one of Hilton Head Island's premier gated communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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