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Hilton Head Island, SC Homes for Sale with Private Pool

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  • 5 Brigantine, Hilton Head Island, SC 29928
    5 Brigantine, Hilton Head Island, SC 29928
    5 Brigantine, Hilton Head Island, SC 29928
    /41

    $4,400,000

    • 6 Beds
    • 6.5 Baths
    • 4,585 Sq Ft

    5 Brigantine, Hilton Head Island, SC 29928

    Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive

    Sheri Nixon Keller Williams Realty (322)

    5 Brigantine, Hilton Head Island, SC 29928
  • 4 Brown Thrasher Rd, Hilton Head Island, SC 29926
    4 Brown Thrasher Rd, Hilton Head Island, SC 29926
    4 Brown Thrasher Rd, Hilton Head Island, SC 29926
    /12

    $870,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    4 Brown Thrasher Rd, Hilton Head Island, SC 29926

    ,Step into the charm of Lowcountry living with this beautifully renovated 3BD/2.5BA home located in Hilton Head Plantation. This residence seamlessly combines coastal elegance with everyday comfort. The vaulted ceilings adorned with custom beams create a spacious and bright atmosphere, enhanced by designer lighting and high-quality finishes throughout. Enjoy gatherings with friends around the

    Williette Lee eXp Realty LLC - Bluffton

    4 Brown Thrasher Rd, Hilton Head Island, SC 29926
  • 11 Tanglewood Dr Unit 34, Hilton Head Island, SC 29928
    11 Tanglewood Dr Unit 34, Hilton Head Island, SC 29928
    11 Tanglewood Dr Unit 34, Hilton Head Island, SC 29928
    /36

    $498,000

    • 2 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    11 Tanglewood Dr Unit 34, Hilton Head Island, SC 29928

    Discover the perfect getaway at this updated villa, ideally situated near Hilton Head Island's best beaches, dining, shopping, and entertainment. Rare opportunity to own a piece of HHI paradise with 2 private courtyards in Hilton Head Beach Club Villas! This 2-bedroom, 1.5 bath villa is being sold fully furnished and ready for the new owners and their guests! The open floor plan is bright & airy

    SeaStar Premier Group RE/MAX Island Realty (521)

    11 Tanglewood Dr Unit 34, Hilton Head Island, SC 29928
  • 8 Sundew Ct, Hilton Head Island, SC 29926
    8 Sundew Ct, Hilton Head Island, SC 29926
    8 Sundew Ct, Hilton Head Island, SC 29926
    /55

    $820,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,424 Sq Ft

    8 Sundew Ct, Hilton Head Island, SC 29926

    Located in the heart of Hilton Head Island, 8 Sundew Court is a spacious 4-bedroom, 3-bathroom home offering flexibility, privacy, and incredible potential - all set on a quiet circle in a desirable residential neighborhood. Designed with an open floor plan, the main living areas flow seamlessly, creating the perfect setting for both everyday living and entertaining. Natural light fills the home,

    Gary Smythe William Raveis - Carolina LLC (332)

    8 Sundew Ct, Hilton Head Island, SC 29926
  • 16 Dove St, Hilton Head Island, SC 29928
    16 Dove St, Hilton Head Island, SC 29928
    16 Dove St, Hilton Head Island, SC 29928
    /66

    $2,495,000

    • 6 Beds
    • 6 Baths
    • 3,745 Sq Ft

    16 Dove St, Hilton Head Island, SC 29928

    Located 5th row from the Atlantic Ocean and just a 2-minute walk to the beach, 16 Dove Street is a rare opportunity in North Forest Beach, positioned oceanside of North Forest Beach Drive and minutes from the shops, dining, and entertainment of Coligny, often referred to as downtown Hilton Head. Tucked behind a privacy fence on a corner lot, this 6-bedroom, 6-bath home offers an exceptional

    Gerald Prudhomme William Raveis - Carolina LLC

    16 Dove St, Hilton Head Island, SC 29928
  • 43 Woodbine Place, Hilton Head Island, SC 29928
    43 Woodbine Place, Hilton Head Island, SC 29928
    43 Woodbine Place, Hilton Head Island, SC 29928
    /47

    $1,595,000

    • 3 Beds
    • 3 Baths
    • 1,888 Sq Ft

    43 Woodbine Place, Hilton Head Island, SC 29928

    Classic Sea Pines beauty! All on one level 3BR/3BA home is framed by gorgeous specimen oaks and short distance to Beach Club and beach entrance across golf course. Renovated Kitchen & Baths PLUS NEW wide wood trim, shiplap ceiling, fixtures, fans, LVP floors, furnishings, TVs, HVAC ductwork, doors, hardware AND NEW fenced, pool area w/new pumps, heater and resurfaced pool. The essence of this low

    Marjorie Mcdougal Charter One Realty (063)

    43 Woodbine Place, Hilton Head Island, SC 29928
  • 10 Lighthouse Rd Unit 438, Hilton Head Island, SC 29928
    10 Lighthouse Rd Unit 438, Hilton Head Island, SC 29928
    10 Lighthouse Rd Unit 438, Hilton Head Island, SC 29928
    /18

    $1,750

    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    10 Lighthouse Rd Unit 438, Hilton Head Island, SC 29928

    Own your slice of springtime paradise at Sea Pines Resort with this exceptional deeded Week 10 (mid-March) at 438 Plantation Club. This is a rare opportunity to secure one of the most desirable weeks of the year-when the weather is warm, the island is in bloom, and golf and beach days are at their very best. Overlooking the scenic fairways of Atlantic Dunes Golf Course, this 2-bedroom, 2-bath

    Lisa Fleming Lighthouse Realty (207)

    10 Lighthouse Rd Unit 438, Hilton Head Island, SC 29928
  • 73 Port Tack, Hilton Head Island, SC 29928
    73 Port Tack, Hilton Head Island, SC 29928
    73 Port Tack, Hilton Head Island, SC 29928
    /47

    $2,299,000

    • 4 Beds
    • 4.5 Baths
    • 3,043 Sq Ft

    73 Port Tack, Hilton Head Island, SC 29928

    Discover the ultimate blend of comfort, location, and income potential in this beautifully updated 4-bedroom, 4.5-bath home in the heart of Palmetto Dunes Resort. Perfectly positioned along the renowned 11-mile lagoon system, this property offers tranquil water views, privacy, and direct access to one of the island's most sought-after outdoor amenities.Designed for both relaxation and

    Sean Ryan ERA Wilder Realty, Inc (232)

    73 Port Tack, Hilton Head Island, SC 29928
  • 4 Bald Eagle Rd W, Hilton Head Island, SC 29928
    4 Bald Eagle Rd W, Hilton Head Island, SC 29928
    4 Bald Eagle Rd W, Hilton Head Island, SC 29928
    /64

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 3,892 Sq Ft

    4 Bald Eagle Rd W, Hilton Head Island, SC 29928

    Enjoy the best of both worlds in this one of a kind property where you have stunning marsh views and you are just 8 rows to the Atlantic Ocean. This 4BR, 4.5BA home offers an incredible floor plan with multiple living/dining spaces, 2 owner suites, office spaces, and spacious deck with swimming pool looking out to the marsh down to the Salty Dog. Use as primary residence, second home, or rental

    Herman and Davis Properties Charter One Realty (063C)

    4 Bald Eagle Rd W, Hilton Head Island, SC 29928
  • 28 Beach Lagoon Rd, Hilton Head Island, SC 29928
    28 Beach Lagoon Rd, Hilton Head Island, SC 29928
    28 Beach Lagoon Rd, Hilton Head Island, SC 29928
    /83

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,656 Sq Ft

    28 Beach Lagoon Rd, Hilton Head Island, SC 29928

    A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation,

    Rob Reichel Sea Pines Real Estate - Beach Club (507)

    28 Beach Lagoon Rd, Hilton Head Island, SC 29928
  • 1 Brown Pelican Rd, Hilton Head Island, SC 29928
    1 Brown Pelican Rd, Hilton Head Island, SC 29928
    1 Brown Pelican Rd, Hilton Head Island, SC 29928
    /47

    $4,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,918 Sq Ft

    1 Brown Pelican Rd, Hilton Head Island, SC 29928

    This exceptional second-row ocean home in Sea Pines delivers a rare combination of location, scale, and long-term versatility. Just steps from the beach, expansive balconies on both the first and second levels capture ocean views and coastal breezes, while a private pool provides an outdoor retreat ideal for entertaining or unwinding after a day at the shore. Inside, the nearly 3,000 sq ft home

    Sea Pines Real Estate Sea Pines Real Estate South Beach (505)

    1 Brown Pelican Rd, Hilton Head Island, SC 29928
  • 9 Full Sweep, Hilton Head Island, SC 29928
    9 Full Sweep, Hilton Head Island, SC 29928
    9 Full Sweep, Hilton Head Island, SC 29928
    /69

    $2,150,000

    • 4 Beds
    • 4.5 Baths
    • 3,097 Sq Ft

    9 Full Sweep, Hilton Head Island, SC 29928

    Wake up every morning to the shimmering reflection of sunlight dancing across the water. Nestled on over a half-acre lakefront lot in the heart of coveted Palmetto Dunes, this stunning 4-bedroom, 4.5-bathroom retreat offers the kind of lifestyle that people dream about - and here, it's simply your everyday. From the moment you step inside, the home wraps you in warmth. The bright, open kitchen

    David Gerwels EXP Realty LLC (938)

    9 Full Sweep, Hilton Head Island, SC 29928
  • 8 Old Fort Way, Hilton Head Island, SC 29926
    8 Old Fort Way, Hilton Head Island, SC 29926
    8 Old Fort Way, Hilton Head Island, SC 29926
    /40

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    8 Old Fort Way, Hilton Head Island, SC 29926

    Perfectly located near the Country Club of Hilton Head, a boat club, and the back gate of Hilton Head Plantation. Enjoy outdoor living with mature live oak views overlooking the 10th hole of the Country Club of Hilton Head golf course, plus a private propane heated pool and spa controlled by WIFI. Situated on a quiet cul-de-sac, this home offers desirable one-level living with 3 bedrooms and 2.5

    Kelly Ruhlin Harbour & Home Real Estate (657)

    8 Old Fort Way, Hilton Head Island, SC 29926
  • 60 Carnoustie Rd Unit 984, Hilton Head Island, SC 29928
    60 Carnoustie Rd Unit 984, Hilton Head Island, SC 29928
    60 Carnoustie Rd Unit 984, Hilton Head Island, SC 29928
    /55

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft

    60 Carnoustie Rd Unit 984, Hilton Head Island, SC 29928

    Fabulous Opportunity in Palmetto Dunes! This 2 bedroom/ 2 bath plus upgraded loft area with twin bed and office space villa offers amazing golf/lagoon views. Featuring an elevated Trex rear deck facing east morning sunrises and moon rises, smooth ceilings, hardwood flooring, granite counters, stainless steel appliances, neutral colors, new carpet, all new wall mounted TV's, outdoor storage, and

    The Ken Oliver Team Dunes Real Estate (065)

    60 Carnoustie Rd Unit 984, Hilton Head Island, SC 29928
  • 5 Barrier Beach Cove, Hilton Head Island, SC 29928
    5 Barrier Beach Cove, Hilton Head Island, SC 29928
    5 Barrier Beach Cove, Hilton Head Island, SC 29928
    /58

    $3,195,000 Open Sat 11AM - 2PM

    • 6 Beds
    • 8 Baths
    • 4,350 Sq Ft

    5 Barrier Beach Cove, Hilton Head Island, SC 29928

    Furnished, all exclusions are negotiable. An uncompromising custom retreat just 1/10th mile from the beach at Burkes Beach on Hilton Head Island. This immaculate custom home offers the ultimate island lifestyle. Built in 2023 by the owner to live in with a strict "no expense spared" philosophy, the property has only been used on a part-time basis & has never been used as a rental property.

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    5 Barrier Beach Cove, Hilton Head Island, SC 29928
  • 95 Club Course Dr, Hilton Head Island, SC 29928
    95 Club Course Dr, Hilton Head Island, SC 29928
    95 Club Course Dr, Hilton Head Island, SC 29928
    /47

    $1,685,000

    • 3 Beds
    • 3.5 Baths
    • 2,763 Sq Ft

    95 Club Course Dr, Hilton Head Island, SC 29928

    Experience a reimagined masterpiece at 95 Club Course Drive, where modern sophistication meets the timeless allure of Sea Pines. Situated on a premier golf lot, this expansive, all-one-level residence offers an elite lifestyle opportunity. This home has been flawlessly updated, featuring an open-concept flow that radiates luxury. The heart of the home is the family room, where walls of glass

    Huntley Clisham Group Charter One Realty (063C)

    95 Club Course Dr, Hilton Head Island, SC 29928
  • 1 Bridgetown Rd, Hilton Head Island, SC 29928
    1 Bridgetown Rd, Hilton Head Island, SC 29928
    1 Bridgetown Rd, Hilton Head Island, SC 29928
    /38

    $4,500,000

    • 6 Beds
    • 7 Baths
    • 5,177 Sq Ft

    1 Bridgetown Rd, Hilton Head Island, SC 29928

    Located in the prestigious gated community of Wexford, this exceptional waterfront residence offers breathtaking harbor views and refined Lowcountry elegance. Designed with modern sophistication, the home features open-concept living spaces, a primary suite on the main level, a private office, media room, and fitness room. Multiple decks and a screened porch provide seamless indoor-outdoor

    Timothy Sutherland Charter One Realty (063C)

    1 Bridgetown Rd, Hilton Head Island, SC 29928
  • 30 Plantation Dr, Hilton Head Island, SC 29928
    30 Plantation Dr, Hilton Head Island, SC 29928
    30 Plantation Dr, Hilton Head Island, SC 29928
    /50

    $2,449,000

    • 5 Beds
    • 4 Baths
    • 2,922 Sq Ft

    30 Plantation Dr, Hilton Head Island, SC 29928

    Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal

    Michael Chou Harbour & Home Real Estate

    30 Plantation Dr, Hilton Head Island, SC 29928
  • 14 Wimbledon Ct Unit 506-1, Hilton Head Island, SC 29928
    14 Wimbledon Ct Unit 506-1, Hilton Head Island, SC 29928
    14 Wimbledon Ct Unit 506-1, Hilton Head Island, SC 29928
    /41

    $67,000

    • 3 Beds
    • 3 Baths
    • 1,704 Sq Ft

    14 Wimbledon Ct Unit 506-1, Hilton Head Island, SC 29928

    Model Open Daily! This is the 3 bedroom you have been waiting for!!!! Spectacular lagoon and golf view. Building 5 has always represented the very best that Ocean Palms has to offer. This will go quickly. 10 weeks per year including golf, Tennis, pickle ball and all the services and amenities of the Westin Resort and Spa.

    Richard Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 506-1, Hilton Head Island, SC 29928
  • 13 Beach Lagoon Rd, Hilton Head Island, SC 29928
    13 Beach Lagoon Rd, Hilton Head Island, SC 29928
    13 Beach Lagoon Rd, Hilton Head Island, SC 29928
    /64

    $3,750,000

    • 6 Beds
    • 7.5 Baths
    • 4,685 Sq Ft

    13 Beach Lagoon Rd, Hilton Head Island, SC 29928

    Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy

    The Wedgeworth Team Charter One Realty (063C)

    13 Beach Lagoon Rd, Hilton Head Island, SC 29928
  • 80 Peninsula Dr, Hilton Head Island, SC 29926
    80 Peninsula Dr, Hilton Head Island, SC 29926
    80 Peninsula Dr, Hilton Head Island, SC 29926
    /53

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,477 Sq Ft

    80 Peninsula Dr, Hilton Head Island, SC 29926

    Welcome to 80 Peninsula Drive in Moss Creek, where sweeping lagoon views and Lowcountry charm define this beautifully refreshed 3BR + OFFICE home. Brand-new flooring enhances the main living spaces, while the kitchen shines with refreshed cabinetry and updated hardware for a clean, modern feel.The all-new Trex back deck is perfect for morning coffee or evening gatherings overlooking long,

    Allison Cobb The Cobb Group brokered by eXp Realty (943)

    80 Peninsula Dr, Hilton Head Island, SC 29926
  • 9 Ibis St, Hilton Head Island, SC 29928
    9 Ibis St, Hilton Head Island, SC 29928
    9 Ibis St, Hilton Head Island, SC 29928
    /89

    $2,795,000

    • 5 Beds
    • 5.5 Baths
    • 3,888 Sq Ft

    9 Ibis St, Hilton Head Island, SC 29928

    Welcome to 9 Ibis Street-a classic Lowcountry Charleston-style home ideally located just five rows from the beach on Hilton Head Island in the historic North Forest Beach area. Rich in character and craftsmanship, this beautifully updated residence offers quality finishes that have stood the test of time, along with all-new windows and siding for added peace of mind. Pine floors run throughout

    The Wedgeworth Team Charter One Realty (063C)

    9 Ibis St, Hilton Head Island, SC 29928
  • 52 Wexford Club Dr, Hilton Head Island, SC 29928
    52 Wexford Club Dr, Hilton Head Island, SC 29928
    52 Wexford Club Dr, Hilton Head Island, SC 29928
    /54

    $3,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,900 Sq Ft

    52 Wexford Club Dr, Hilton Head Island, SC 29928

    Commanding one of Wexford's most exceptional long-harbor views, this completely reimagined 2022 residence offers architectural intention, blending European influence with modern luxury. Graceful arches echo from the exterior through the interior, creating cohesion and character throughout. The heart of the home is a spectacular kitchen designed for both beauty and performance - Sub-Zero

    Christina Forbis Charter One Realty (063D)

    52 Wexford Club Dr, Hilton Head Island, SC 29928
  • 99 Sandcastle Ct, Hilton Head Island, SC 29928
    99 Sandcastle Ct, Hilton Head Island, SC 29928
    99 Sandcastle Ct, Hilton Head Island, SC 29928
    /58

    $1,599,000

    • 6 Beds
    • 4 Baths
    • 3,222 Sq Ft

    99 Sandcastle Ct, Hilton Head Island, SC 29928

    Turnkey. Proven. Profitable. Welcome to 99 Sandcastle Court-an exceptional, fully furnished short-term rental opportunity just a short walk from the sand at Folly Field Beach on Hilton Head Island. Built in 2020 and never before offered for sale, this 6-bedroom, 4-bath coastal retreat spans 3,222 square feet and delivers the rare combination of luxury design and consistent income performance.

    Dustin Kennedy Impact Realty Group (1022)

    99 Sandcastle Ct, Hilton Head Island, SC 29928
  • 3 Laurel Ln, Hilton Head Island, SC 29928
    3 Laurel Ln, Hilton Head Island, SC 29928
    3 Laurel Ln, Hilton Head Island, SC 29928
    /80

    $2,795,000

    • 6 Beds
    • 5.5 Baths
    • 3,956 Sq Ft

    3 Laurel Ln, Hilton Head Island, SC 29928

    Welcome to your coastal retreat just steps from the Atlantic Ocean! Investors dream with over $103,000 in rentals for 2026 with a projection of $215,000! Nestled in the sought-after South Forest Beach area, this stunning 6BD, 5.5BA home offers nearly 4,000 square feet of beautifully appointed living space and just 4 rows from the beautiful sandy beaches of Hilton Head. With a Charleston-style

    Sarah Smith RE/MAX Island Realty (521)

    3 Laurel Ln, Hilton Head Island, SC 29928
  • 112 Toppin Dr, Hilton Head Island, SC 29926
    112 Toppin Dr, Hilton Head Island, SC 29926
    112 Toppin Dr, Hilton Head Island, SC 29926
    /80

    $1,399,000

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    112 Toppin Dr, Hilton Head Island, SC 29926

    On one of Moss Creek's most coveted streets, this private marsh-front retreat captures the true magic of Hilton Head living. Set back on a generous homesite, the home is designed to embrace expansive, ever-changing marsh views - glowing sunrises, tidal reflections, and endless sky. Golf views grace the front, but the marsh is the star. A beautifully landscaped gated courtyard welcomes you in,

    Allison Cobb The Cobb Group brokered by eXp Realty (943)

    112 Toppin Dr, Hilton Head Island, SC 29926
  • 7 Cassina Ln, Hilton Head Island, SC 29928
    7 Cassina Ln, Hilton Head Island, SC 29928
    7 Cassina Ln, Hilton Head Island, SC 29928
    /55

    $2,975,000

    • 6 Beds
    • 5 Baths
    • 3,308 Sq Ft

    7 Cassina Ln, Hilton Head Island, SC 29928

    Hilton Head Island's ultimate second-row beach retreat-fully furnished and move-in ready! 7 Cassina Lane is a stunning 6BR/5BA coastal compound with a private pool, guest house, multiple balconies, ocean glimpses, and direct beach access just steps away. Thoughtfully renovated with coastal designer finishes, updated composite siding, roof, windows, new heated pool, doors, and lush landscaping.

    Allison Cobb The Cobb Group brokered by eXp Realty (943)

    7 Cassina Ln, Hilton Head Island, SC 29928
  • 5 Devils Elbow Ln, Hilton Head Island, SC 29926
    5 Devils Elbow Ln, Hilton Head Island, SC 29926
    5 Devils Elbow Ln, Hilton Head Island, SC 29926
    /73

    $399,000

    • 1 Bed
    • 2 Baths
    • 1,217 Sq Ft

    5 Devils Elbow Ln, Hilton Head Island, SC 29926

    PUBLIC REMARKS100% remodeled, marsh to golf view cottage close to all private Moss Creek has to offer. Features incl. soaring smooth ceilings, expanded kitchen (new cabinetry, quartz counters, ss appliances, breakfast bar w/shiplap accents), 2 well-appointed baths, tiled/carpeted floors, new interior doors, designer fixtures/hardware, recessed LED & wall sconce lighting, electric fireplace, new

    Patrick & Taylor Team Charter One Realty (063D)

    5 Devils Elbow Ln, Hilton Head Island, SC 29926
  • 1 Broad View Ln, Hilton Head Island, SC 29926
    1 Broad View Ln, Hilton Head Island, SC 29926
    1 Broad View Ln, Hilton Head Island, SC 29926
    /32

    $1,250,000

    • 5 Beds
    • 4 Baths
    • 2,604 Sq Ft

    1 Broad View Ln, Hilton Head Island, SC 29926

    Enjoy the best of Lowcountry living with this coastal retreat. Located in The Marshes at Broad Creek, this property was built in 2022, perfectly positioned to enjoy Hilton Head's laid-back island lifestyle with serious flexibility for primary living, a second home, or investment property. This property features a three-story layout, with 3,006 sq ft of living space, 5 bedrooms and 4 full baths,

    Cedric Gray Magnolia Capital Real Estate (674)

    1 Broad View Ln, Hilton Head Island, SC 29926
  • 34 Tupelo Rd, Hilton Head Island, SC 29928
    34 Tupelo Rd, Hilton Head Island, SC 29928
    34 Tupelo Rd, Hilton Head Island, SC 29928
    /42

    $4,100,000

    • 7 Beds
    • 6.5 Baths
    • 4,400 Sq Ft

    34 Tupelo Rd, Hilton Head Island, SC 29928

    7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside,

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    34 Tupelo Rd, Hilton Head Island, SC 29928
  • 52 Canvasback Rd, Hilton Head Island, SC 29928
    52 Canvasback Rd, Hilton Head Island, SC 29928
    52 Canvasback Rd, Hilton Head Island, SC 29928
    /38

    $9,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,025 Sq Ft

    52 Canvasback Rd, Hilton Head Island, SC 29928

    A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the

    Robert Clark Sea Pines Real Estate South Beach (505)

    52 Canvasback Rd, Hilton Head Island, SC 29928
  • 119 Sandcastle Ct, Hilton Head Island, SC 29928
    119 Sandcastle Ct, Hilton Head Island, SC 29928
    119 Sandcastle Ct, Hilton Head Island, SC 29928
    /92

    $1,750,000

    • 6 Beds
    • 4 Baths
    • 3,333 Sq Ft

    119 Sandcastle Ct, Hilton Head Island, SC 29928

    Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and

    Ellen Young Lowcountry Realty Group, LLC (935)

    119 Sandcastle Ct, Hilton Head Island, SC 29928
  • 7 Guscio Way, Hilton Head Island, SC 29928
    7 Guscio Way, Hilton Head Island, SC 29928
    7 Guscio Way, Hilton Head Island, SC 29928
    /70

    $5,000,000

    • 8 Beds
    • 7.5 Baths
    • 4,510 Sq Ft

    7 Guscio Way, Hilton Head Island, SC 29928

    Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to

    David Gerwels EXP Realty LLC (938)

    7 Guscio Way, Hilton Head Island, SC 29928
  • 30 Ruddy Turnstone Rd, Hilton Head Island, SC 29928
    30 Ruddy Turnstone Rd, Hilton Head Island, SC 29928
    30 Ruddy Turnstone Rd, Hilton Head Island, SC 29928
    /92

    $4,190,000

    • 5 Beds
    • 6 Baths
    • 3,880 Sq Ft

    30 Ruddy Turnstone Rd, Hilton Head Island, SC 29928

    Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with

    Maxey Distinctiv Properties Maxey Blackstream Christie's International Real Estate (898)

    30 Ruddy Turnstone Rd, Hilton Head Island, SC 29928
  • 12 Jessamine Place, Hilton Head Island, SC 29928
    12 Jessamine Place, Hilton Head Island, SC 29928
    12 Jessamine Place, Hilton Head Island, SC 29928
    /100

    $5,495,000

    • 6 Beds
    • 6.5 Baths
    • 5,516 Sq Ft

    12 Jessamine Place, Hilton Head Island, SC 29928

    A 2020 custom-built luxury home just seven rows from the beach, offering exceptional privacy and golf views overlooking the 14th green of the Atlantic Dunes course in Sea Pines. Located on a quiet cul-de-sac street and centrally positioned near the Beach Club, South Beach, and Harbour Town, this home is thoughtfully designed with custom millwork, coffered ceilings, and impeccable attention to

    John McMahon Maxey Blackstream Christie's International Real Estate (898)

    12 Jessamine Place, Hilton Head Island, SC 29928
  • 2 Canvasback Rd, Hilton Head Island, SC 29928
    2 Canvasback Rd, Hilton Head Island, SC 29928
    2 Canvasback Rd, Hilton Head Island, SC 29928
    /46

    $2,300,000

    • 6 Beds
    • 6 Baths
    • 2,424 Sq Ft

    2 Canvasback Rd, Hilton Head Island, SC 29928

    An exceptional opportunity to own an oceanside retreat just steps from one of the widest and most private beaches in Sea Pines. Ideally situated along a beach walkway, this spacious and private 6-bedroom, 6-bath residence is perfect as a family home or coastal getaway. The home features a heated pool, is offered fully furnished, and is truly move-in ready. Light, bright, and airy interiors are

    Les Jones Charter One Realty (063C)

    2 Canvasback Rd, Hilton Head Island, SC 29928
  • 27 Bridgetown Rd, Hilton Head Island, SC 29928
    27 Bridgetown Rd, Hilton Head Island, SC 29928
    27 Bridgetown Rd, Hilton Head Island, SC 29928
    /87

    $3,390,000

    • 4 Beds
    • 4.5 Baths
    • 5,010 Sq Ft

    27 Bridgetown Rd, Hilton Head Island, SC 29928

    Set on one of Wexford's most desirable corner lots, 27 Bridgetown Road impresses immediately as the front doors open to a grand foyer featuring a dramatic bifurcated staircase that defines the home's scale, symmetry & elegance. This Brick Waterfront Residence offers luxurious everyday living with open, light-filled interiors & exceptional spaces for entertaining indoors & out, designed for

    Patty Preisner Premier Properties of Hilton Head Island (654)

    27 Bridgetown Rd, Hilton Head Island, SC 29928
  • 47 River Club Dr, Hilton Head Island, SC 29926
    47 River Club Dr, Hilton Head Island, SC 29926
    47 River Club Dr, Hilton Head Island, SC 29926
    /54

    $3,999,000

    • 4 Beds
    • 6 Baths
    • 6,330 Sq Ft

    47 River Club Dr, Hilton Head Island, SC 29926

    Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    47 River Club Dr, Hilton Head Island, SC 29926
  • 30 Outpost Ln, Hilton Head Island, SC 29928
    30 Outpost Ln, Hilton Head Island, SC 29928
    30 Outpost Ln, Hilton Head Island, SC 29928
    /64

    $1,950,000

    • 5 Beds
    • 5.5 Baths
    • 4,913 Sq Ft

    30 Outpost Ln, Hilton Head Island, SC 29928

    Tucked within the private oceanfront community of Port Royal, this architecturally striking home is a rare blend of drama, warmth, and effortless livability. From the moment you arrive, mahogany double front doors set the tone, opening to a light-filled interior anchored by a floating staircase, skylights, and a stunning two-way fireplace connecting the main living spaces. Rich cherry flooring,

    Christina Forbis Charter One Realty (063D)

    30 Outpost Ln, Hilton Head Island, SC 29928
  • 2 Willow Oak Rd W, Hilton Head Island, SC 29928
    2 Willow Oak Rd W, Hilton Head Island, SC 29928
    2 Willow Oak Rd W, Hilton Head Island, SC 29928
    /50

    $2,795,000

    • 4 Beds
    • 4.5 Baths
    • 3,216 Sq Ft

    2 Willow Oak Rd W, Hilton Head Island, SC 29928

    Welcome to 2 Willow Oak Road West, an extraordinary and masterfully renovated residence located in the heart of Sea Pines on Hilton Head Island. Thoughtfully redesigned with impeccable attention to detail, this stunning home now offers 4 bedrooms, 4.5 bathrooms, and a seamless blend of modern luxury and Lowcountry sophistication. Every inch of the home has been transformed, featuring

    Andrea Fasano Keller Williams Realty (322)

    2 Willow Oak Rd W, Hilton Head Island, SC 29928

Showing Results 41 - 80, Page 2 of 4

South Carolina Beaufort County Hilton Head Island

Homes for Sale with Private Pool in Hilton Head Island, SC

Popular Home Searches in Hilton Head Island, SC

Hilton Head's coastal charm draws buyers looking for resort-style living, beach access, and a laid-back lifestyle.

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In Hilton Head Island, there are currently 150 homes for sale with a private pool. Providing an exclusive space for recreation and relaxation, these homes offer a private pool as a luxurious amenity. Homeowners can enjoy the convenience of poolside living right in their own backyard. Whether it's a family home or an estate, each residence features a private pool, ideal for staying cool during warm summer days or entertaining guests. Explore the range of homes for sale with a private pool in Hilton Head Island, SC and discover your own private oasis to enjoy for years to come.

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