Hilton Head Island, SC Homes With Pool

Hilton Head Island, SC Homes With Pool for Sale

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Homes With Pool for sale in Hilton Head Island, SC

$1,325,000
3 Beds 4 Baths 2,343 SqFt. HILTONHEAD-512807 MLS
Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple outdoor living areas, and distant views of the 18th fairway of Harbour Town Golf Links and Calibogue Sound. A paver driveway leads to the 1-car garage, while inside, the floor plan offers generous living and dining spaces with high ceilings, hardwood floors, granite countertops, a wet bar, and a fireplace. The galley-style kitchen is efficient and functional, and the primary suite is located upstairs along with additional guest accommodations. Sold furnished, this property is especially appealing as a turnkey rental opportunity, second home, or full-time residence. Multiple decks provide additional space to relax, entertain, and take in the surrounding Harbour Town setting. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, Harbour Town Marina, South Beach Marina, world-class golf, tennis and pickleball, dining, shopping, and easy access to the Harbour Town Golf Links, home of the PGA TOUR's RBC Heritage Presented by Boeing. With its size, furnished offering, garage, outdoor living spaces, and prime Harbour Town setting, 18 Spinnaker Court presents an outstanding opportunity to own in one of Hilton Head Island's most iconic communities.

18 Spinnaker Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$850,000
3 Beds 3 Baths 2,645 SqFt. HILTONHEAD-512783 MLS
Welcome to 32 Savannah Trail, an incredible opportunity to create your own Lowcountry retreat in the highly desirable Hilton Head Plantation. Located on the north end of Hilton Head Island and convenient to some of the island's best dining, shopping, and everyday amenities, this single-level home combines a spacious floor plan, beautiful setting, and plenty of potential. Situated on over a quarter of an acre, this three-bedroom home offers more than 2,600 square feet of living space, a two-car garage, and an expansive golf course view. From the moment you arrive, you'll notice the beautifully maintained landscaping and mature surroundings that give the property an established, welcoming feel. Inside, the home offers a generous footprint with all living spaces conveniently located on one level. While the property is ready for updating and a new owner's personal touch, the size and layout provide an excellent foundation for creating something truly special. Whether your vision includes opening up the main living areas, designing a new kitchen, creating an inviting primary suite, or simply refreshing the existing spaces, there is plenty of room to make this home your own. One of the property's standout features is its large golf course view. The backyard offers a peaceful Lowcountry setting with mature landscaping and plenty of potential to create an incredible outdoor living space for entertaining, relaxing, or enjoying Hilton Head's year-round lifestyle. Hilton Head Plantation is one of the island's most established gated communities, offering an exceptional location and a lifestyle that continues to make it one of Hilton Head's most sought-after neighborhoods. Enjoy convenient access to golf, boating, recreation, shopping, and some of Hilton Head Island's finest restaurants, all while coming home to the privacy and tranquility of a residential community. For the buyer looking beyond finishes and recognizing the value of location, square footage, and setting, 32 Savannah Trail presents an exciting opportunity. With three bedrooms, more than 2,600 square feet, single-level living, a two-car garage, over a quarter-acre homesite, beautifully maintained landscaping, and a sweeping golf course view, the possibilities are endless. Bring your vision and make this Hilton Head Plantation home your own.

32 Savannah Trail, Hilton Head Island

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

$835,000
3 Beds 3 Baths 2,280 SqFt. HILTONHEAD-512734 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath single-level home in desirable Moss Creek! Designed for effortless one-level living, this spacious home offers an inviting layout with comfortable living spaces, generous bedrooms, and plenty of natural light. Built for today's lifestyle, the kitchen, family, living, and dining areas are open, yet have good separation. Step outside and enjoy your own private backyard oasis featuring a heated and cooled pool, perfect for relaxing, entertaining, and enjoying the outdoors year-round. Mature landscaping keeps your pool area totally private. Composite decking will last forever, and the pergola adds to the gathering areas. The crawl space has been encapsulated - a nice way to help maintain the comfort of the interior. Whether you're hosting friends or unwinding after a long day, this home offers the ideal blend of comfort, style, and resort-like living. Moss Creek is an amenity-rich community that offers plenty for everyone. Boating, 2 challenging golf courses, tennis and pickleball, nature trails, a clubhouse with lively social engagement, and an amazing fitness center. Here you will find the pools, fitness equipment, classes, personal trainers, and wellness programs. Once you see this fabulous home and community- you will not want to be anywhere​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ else.

68 Timber Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,300,000
3 Beds 3 Baths 2,354 SqFt. HILTONHEAD-512318 MLS
Enter through the private gate and natural canopy of majestic oaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, this 3-bedroom, 3-bath traditional, Lowcountry-inspired modern ranch is move-in ready and the perfect size for full-time living or second-home lock-and-go adventures! Beautiful renovations begin with the welcoming new glass double-door entrance through to an inviting wide foyer anchored by a shiplap-trimmed wet bar and new beverage center perfect for entertaining. The adjoining Great Room features a wall of sliding glass doors, a new gas fireplace and hearth with Savannah brick, and a custom-made solid black Walnut, hand-milled mantel. The kitchen opens to the dining room for a Chef's table experience. Featuring Jenn-Air X-large refrigerator, KitchenAid and GE Monogram oven/micro and 36" gas cooktop, quartz countertops, Charlestown Cabinetry, and generous workspace that flows into an adjoining cozy cafe-setting breakfast area w/ garden view for morning coffee and casual dining. Large primary suite and bath offer a walk-in closet, new tile shower and glass doors w/marble seat and marble countertop, and Charlestown Custom Cabinetry. Two ample guest rooms w/new carpet adjoining bathrooms w/new ceramic tile flooring and bath and shower surrounds. Thoughtfully designed laundry room with shiplap wall and storage closet w/barn door. The resort-style, private outdoor living is replete with a 30 x 15 rectangular pool with paver surround and oversized patio, golf view, fire pit, mature landscaping, and loads of privacy, creating a setting that feels worlds away. Interior upgrades and renovations throughout include rich, dark engineered wood floors in the kitchen, great room, entryway, and dining room; smooth ceilings, quality neutral paint, windows, doors, trim and baseboards, lighting, carpet, and tile. Exterior upgrades include: roof, roofline, water heater, ductwork, lighting, gutters, landscaping, and spray foam insulation. Complete list in documents. Topping off this special residence is the extra-long driveway leading to a unique and highly desirable oversized, dual-opening, "drive-thru" garage with great storage. Enjoy the unmatched bespoke lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.

46 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,495,000
5 Beds 3 Baths 2,504 SqFt. HILTONHEAD-512460 MLS
Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,450,000
4 Beds 3 Baths 2,002 SqFt. HILTONHEAD-512678 MLS
Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the shopping, dining and amenities of Sea Pines Center, this inviting property offers the perfect combination of comfort, convenience and potential. Designed for easy island living, with lots of light pouring in from windows and skylights, this home provides tons of space for family and guests. Rare four bedrooms with garage would perfectly serve as a primary residence, second home or income-producing vacation property. 2 large bedroom suites have their own bath, one with private entrance, and two living spaces are ideal for multi-generation living and vacations. Wet bar and wood burning fireplace are perfect for entertaining with access to outdoor dining on the large deck accessible from the primary bedroom as well. There is a large dining area indoors as well as an oversized kitchen island with stools and kitchen sitting area. The garage space has ample storage and access. Enjoy the added appeal of neighborhood amenities, including a community pool, tennis and basketball-perfect for relaxing, staying active and making the most of the Sea Pines lifestyle .With an excellent rental history and strong rental projections, 19 Dewberry Lane presents an outstanding opportunity for buyers seeking both a personal island retreat and an incredible investment. Whether you're looking for a easy getaway close to the beach, a full-time Hilton Head home or a property with attractive rental income potential, this home checks all the boxes. Come experience the convenience, amenities and coastal charm that make this area one of Hilton Head Island's most desirable destinations and this home is a must see.

19 Dewberry Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$2,195,000
4 Beds 5 Baths 4,199 SqFt. HILTONHEAD-512563 MLS
Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$1,399,000
5 Beds 5 Baths 4,069 SqFt. HILTONHEAD-512082 MLS
Welcome to 23 Long Brow Road, a distinguished Lowcountry residence with 5 bedrooms and 4 and a half baths, nestled within the exclusive, gated community of Long Cove Club on Hilton Head Island. This elegant home showcases a thoughtfully designed floor plan with spacious living areas, refined finishes, and seamless indoor-outdoor living ideal for both everyday enjoyment and sophisticated entertaining. Recent 2026 enhancements include brand-new luxury plank viny flooring on the first level, adding a fresh, modern aesthetic, along with a new HVAC system ensuring exceptional comfort and efficiency, a brand new refrigerator and fresh paint inside this beautiful home. The residence features inviting gathering spaces with a warm stone fireplace anchoring the family room, a large well-appointed kitchen, a private first-floor primary suite with fireplace, expansive outdoor area with a private pool overlooking a serene lagoon, and a 3-car garage with ample storage. Long Cove is one of the most coveted private communities where residents enjoy unparalleled championship golf, deep water marina, tennis, pickleball, bocce ball, among other social events and gatherings all in or near their gorgeous clubhouse, and 24-hour gated security. Come see this exceptional property and experience the beauty, and lifestyle that 23 Long Brow Road has to offer.

23 Long Brow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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