Hilton Head Island Homes with Pool View

Hilton Head Island Homes with Pool View

Welcome to Hilton Head Island, South Carolina, a coastal paradise nestled in Beaufort County that offers a unique blend of natural beauty, recreational opportunities, and vibrant community life. Renowned for its stunning beaches, lush landscapes, and world-class golf courses, Hilton Head Island is the perfect destination for those seeking a tranquil lifestyle with an abundance of outdoor activities.

Imagine waking up each day to the gentle sound of waves lapping at the shore and the warm Southern sun streaming through your windows. This dream can become a reality with our exquisite homes featuring breathtaking pool views. Picture yourself sipping coffee on your patio, surrounded by lush greenery and the sparkling blue of your private pool, all while enjoying the serene ambiance that Hilton Head Island is known for.

Whether you’re looking for a charming beach cottage or a luxurious estate, our selection of homes with pool views caters to a variety of tastes and preferences. Each property is designed to enhance your lifestyle, offering spacious layouts, modern amenities, and easy access to the island’s pristine beaches and vibrant community centers.

Hilton Head Island is not just a place to live; it’s a lifestyle choice. With a plethora of dining, shopping, and recreational activities at your fingertips, you’ll find endless opportunities to create unforgettable memories. Embrace the coastal charm and vibrant community spirit that make Hilton Head Island a sought-after destination for families, retirees, and vacationers alike. Discover your dream home with a pool view today, and start living the island life you've always envisioned!

Newest Hilton Head Island Homes with Pool View

$1,150,000
3 Beds ⋅ 5 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,900,000
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.

$1,370,000
3 Beds ⋅ 2 Baths ⋅ 1,528 SqFt. ⋅ HILTONHEAD-511499 MLS
Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

8 Flamingo Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$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.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511529 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open most days.

14 Wimbledon Court Unit 204-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,400,000
2 Beds ⋅ 2 Baths ⋅ 1,442 SqFt. ⋅ HILTONHEAD-511444 MLS
AN ABSOLUTE WINNER! This beautifully furnished oceanfront villa in Palmetto Dunes offers an exceptional combination of location, comfort, and rental performance, grossing over $80,000 last year. Enjoy gorgeous ocean views across the pool area to the beach from the private balcony, complete with new sliding glass doors and windows. The spacious open-concept living, dining, and kitchen areas feature relaxing coastal colors, designer fixtures, stainless steel appliances, and stylish updates throughout. The kitchen and both bathrooms have been beautifully updated, and the villa is fully equipped for effortless enjoyment. Recent improvements include windows, painting, and a new roof in 2018, with no current or upcoming special assessments! Elevator access, covered parking, beautiful grounds, direct beach access, and outstanding resort amenities complete the package. The Vacation Company website is filled exclusively with 5-star reviews-a proven vacation rental and an inviting coastal retreat!

57 Ocean Lane Unit 3305, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-511178 MLS
Experience the best of Palmetto Dunes living at 44 Off Shore, where modern coastal elegance meets the relaxed charm of Hilton Head Island. Overlooking the Robert Trent Jones Golf Course and just a short bike ride to the beach, this beautifully renovated single level home blends timeless island charm with thoughtful updates and outstanding investment potential. Designed for effortless coastal living, the open floor plan is filled with natural light and showcases soaring vaulted ceilings, a dramatic floor to ceiling stone fireplace, and expansive windows that frame picturesque golf course views. The renovated kitchen features quartz countertops, stainless steel appliances, a tile backsplash, and an open design that flows seamlessly into the living and dining areas, creating the perfect space for entertaining. Offering four spacious bedrooms and three beautifully updated bathrooms, including a newly added third bath, the home comfortably accommodates family and guests. The private primary suite is a peaceful retreat with dual vanities, a soaking tub, and a spacious walk-in shower. Outside, your private backyard oasis awaits with a new pool, expansive deck, mature landscaping, and tranquil golf course views, creating the perfect setting for relaxing or entertaining year round. With a strong rental history and access to Palmetto Dunes' three championship golf courses, world class tennis and pickleball, restaurants, and miles of scenic bike and leisure trails, 44 Off Shore is an exceptional opportunity as a primary residence, second home, or income producing investment.

44 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511423 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 202-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$359,900
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.

$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.

$25,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511398 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 135-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$509,500
1 Beds ⋅ 2 Baths ⋅ 1,215 SqFt. ⋅ HILTONHEAD-511373 MLS
Escape to this beautifully appointed, fully furnished, spacious 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. Additional Sleeping Space: Queen sleeper sofa in the living area. Open 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: 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: Cozy seating for morning coffee or evening cocktails. Laundry Convenience: 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.

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