116

Hilton Head, SC Homes for Sale with Private Pool

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  • /100

    $18,000,000

    • 8 Beds
    • 15 Baths
    • 18,056 Sq Ft

    80 Bridgetown Ln, Hilton Head Island, SC 29928

    This architectural masterpiece spans two waterfront lots and features a primary residence and guest home. The estate offers eight bedrooms, eleven full baths, and four half baths. Exceptional amenities include a grand foyer, a great room with coffered ceilings, a gourmet kitchen, a movie theater, a bowling alley, a media room, and a wine cellar. Additional highlights include an elevator,

    William Anderson Daniel Ravenel Sotheby's International Realty (358)

    80 Bridgetown Ln, Hilton Head Island, SC 29928
  • /32

    $34,999

    • 2 Beds
    • 2 Baths

    55 Barcelona Rd Unit 252-4, Hilton Head Island, SC 29928

    Welcome to your coastal getaway! Own a deeded 2BR 2BA quartershare at Brigantine Quarters in Shipyard. Enjoy 13 rotating weeks a year in this beautifully designed residence with vaulted ceilings and a large balcony. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for Brigantine owners and guests. Maintenance fee covers appliances, furniture, maintenance

    Lisa Newton The Homesfinder Realty Group (662)

    55 Barcelona Rd Unit 252-4, Hilton Head Island, SC 29928
  • /54

    $4,295,000

    • 7 Beds
    • 6.5 Baths
    • 5,462 Sq Ft

    8 Curlew Rd, Hilton Head Island, SC 29928

    Extensively renovated in 2024! 225K 2025 rentals on the books. Stunning 2nd row home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light

    Tracy Hawk Hilton Head Real Estate Partners (510)

    8 Curlew Rd, Hilton Head Island, SC 29928
  • /97

    $3,995,000

    • 7 Beds
    • 7.5 Baths
    • 4,141 Sq Ft

    23 Holloman Trace, Hilton Head Island, SC 29928

    Newer construction in North Forest Beach. $185K in rentals for 2025 on the books. This stunning 4th row home steps to the ocean on Hilton Head Island features 7 BR 7 1/2 BA with an open floorplan, large living area that connects kitchen to great room and dining area. Spacious primary BR on 1st floor with other rooms such as second primary BR upstairs, bunk rooms, upstairs gathering area and

    Tracy Hawk Hilton Head Real Estate Partners (510)

    23 Holloman Trace, Hilton Head Island, SC 29928
  • /52

    $540,000

    • 2 Beds
    • 2.5 Baths
    • 980 Sq Ft

    9 Tanglewood Dr Unit 905, Hilton Head Island, SC 29928

    Beautifully Updated 2BR/2.5BA Tanglewood Townhome - Close to the Beach, this fully furnished townhome in Tanglewood features serene lagoon and landscape views, coastal decor, thoughtful updates throughout. Main level offers a spacious living area w/flatscreen TV/sound bar, a half bath, upgraded kitchen w/Quartz counters, jewel-tone backsplash, SS appliances, and quality cabinetry. Balcony

    Debbie Iredell RE/MAX Island Realty (521)

    9 Tanglewood Dr Unit 905, Hilton Head Island, SC 29928
  • /100

    $1,249,000

    • 3 Beds
    • 3 Baths
    • 2,623 Sq Ft

    34 Cypress Marsh Dr, Hilton Head Island, SC 29926

    Exquisitely renovated with elegant appointments and elevated finishes, this Hilton Head Plantation home offers the best of island living in 2,623 square feet of sophistication with views out to the third green at Bear Creek Golf Club.This golf scenery entrances through wooded sightlines that provide incredible privacy to the back yards opulent outdoor spaces. Completely screened in for year-round

    May River Group Engel & Volkers (625)

    34 Cypress Marsh Dr, Hilton Head Island, SC 29926
  • /90

    $949,000

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

    80 Peninsula Dr, Hilton Head Island, SC 29926

    Located on premier Peninsula Drive in Moss Creek, this beautifully updated 3BR + office home offers long, peaceful lagoon views and a fresh new look. Just installed, white oak-style luxury vinyl plank flooring brings modern warmth throughout the main living areas. The dedicated office features freshly painted navy cabinetry - adding a timeless, sophisticated touch. The open-concept design

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

    80 Peninsula Dr, Hilton Head Island, SC 29926
  • /53

    $6,750,000

    • 4 Beds
    • 6 Baths
    • 7,183 Sq Ft

    73 Brams Point Rd, Hilton Head Island, SC 29926

    There is nothing quite like this home on Hilton Head Island. This modern architectural masterpiece offers unparalleled waterfront living w/ breathtaking dual water views of Broad Creek to the East and the shimmering Calibogue Sound to the West. Inside, 4 spacious ensuite bedrooms, custom Italian glass doors & a German-made gourmet kitchen elevate the art of living. Enjoy the Living Room w/

    Lindsay Bunting Sea Pines Real Estate - The Cottage Group, LLC (506)

    73 Brams Point Rd, Hilton Head Island, SC 29926
  • /65

    $1,535,000

    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft

    28 Swing About, Hilton Head Island, SC 29928

    Live life to the fullest in Palmetto Dunes Resort on award-winning Hilton Head Island! This fully renovated house offers room for everyone, with 4BRs, 3BAs, and plenty of space to spread out. Enjoy a large, private yard with space to entertain and a refreshing saltwater pool. Palmetto Dunes has miles of beaches, three golf courses, 11 miles of connected lagoons for kayaking/boating, and much more

    The Native Islan Group Real Life Brokered By EXP Realty LLC (889)

    28 Swing About, Hilton Head Island, SC 29928
  • /83

    $5,250,000

    • 6 Beds
    • 8 Baths
    • 6,741 Sq Ft

    9 Armada St, Hilton Head Island, SC 29928

    A must-see home, perfect for entertaining! Spacious 2nd-row, 6 BR | 6 BA | 2 HB home on Armada in Palmetto Dunes just steps from 3-miles of awarding winning beach. Freshly painted with coastal chic decor, this home has a spectacular 1st-floor featuring a chef’s eat-in kitchen, dining room, living room, wet bar off of the leisure room, powder room & sunroom. Offers a 4-stop elevator & three

    Philip Schembra Schembra Real Estate Group (069)

    9 Armada St, Hilton Head Island, SC 29928
  • /69

    $2,400,000

    • 5 Beds
    • 3.5 Baths
    • 3,316 Sq Ft

    62 Dune Ln, Hilton Head Island, SC 29928

    Full unobstructed view of sunrise all summer long! This 5 Bedroom, 3.5 bath home has a brand new roof and features a kitchen with a wet bar, new Bosch stove & dishwasher, granite countertops, vaulted ceilings, fireplace, infrared 2-person sauna, gunite pool with Grand Canyon pavers installed in the back yard, TV & pool privacy fencing. Hardwood planking throughout- no Carpet. Newly remodeled

    Robert Rini RE/MAX Island Realty (521)

    62 Dune Ln, Hilton Head Island, SC 29928
  • /72

    $7,900,000

    • 5 Beds
    • 7 Baths
    • 4,687 Sq Ft

    15 Dune Ln, Hilton Head Island, SC 29928

    Welcome to 15 Dune Lane, one of the most significant homes on Forest Beach. With sweeping oceanfront views, this house has 5 spacious bedrooms, 5 gorgeous bathrooms, 2 half baths and multiple living areas. fantastic outdoor living areas including 2 huge decks (one screened) a game room below and a beautiful heated pool and spa. Oversized heart of pine floors, a chefs kitchen, a wet bar and

    William Anderson Daniel Ravenel Sotheby's International Realty (358)

    15 Dune Ln, Hilton Head Island, SC 29928
  • /63

    $1,094,000

    • 3 Beds
    • 3.5 Baths
    • 2,104 Sq Ft

    17 Bridgeport Ln, Hilton Head Island, SC 29928

    Located in the Bridgeport section of gated Shipyard Plantation, 17 Bridgeport pairs a 2025 top-to-bottom renovation with a modern coastal feel and effortless island living in a quiet residential enclave (no short-term rentals). Just 1.5 miles to Hilton Heads beaches, you're minutes from morning walks, bike rides, and time on the fairways or courts. New windows, interior doors, and wide-plank

    The Prudhomme Team William Raveis - Carolina LLC (332)

    17 Bridgeport Ln, Hilton Head Island, SC 29928
  • /39

    $85,000

    • 2 Beds
    • 2 Baths

    40 Folly Field Rd Unit F13, Hilton Head Island, SC 29928

    This renovated Tennis Villa features a modern kitchen, updated bathrooms, new floors, and stylish furnishings. With two bedrooms, two bathrooms, and a pull-out sofa, it comfortably sleeps 6-8. As an end unit, it benefits from extra natural light. Located in the HHBT community, enjoy a large outdoor pool, Coconutz Sports Bar, bike rentals, pickleball courts, and tennis courts. This is a DEEDED 1/5

    Eric Bagwell C 21 A Low Country Realty (060)

    40 Folly Field Rd Unit F13, Hilton Head Island, SC 29928
  • /43

    $1,639,500

    • 5 Beds
    • 4 Baths
    • 2,720 Sq Ft

    42 Sandcastle Ct, Hilton Head Island, SC 29928

    Don't miss this opportunity! This magnificent ocean oriented home, built in 2019, is less than 300 yards from the beach and located in the gated Sandcastle community. It features 5 bedrooms and 4 baths with an open floor plan that lets you or your guests enjoy entertaining. Multiple oversized decks and balconies to enjoy the long lagoon views as well as a private heated pool that adds to your

    Stacy Benedik RE/MAX Island Realty (521)

    42 Sandcastle Ct, Hilton Head Island, SC 29928
  • /100

    $7,400,000

    • 5 Beds
    • 5 Baths
    • 4,000 Sq Ft

    9 Bayberry Ln, Hilton Head Island, SC 29928

    At 9 Bayberry, the ocean isn’t just your view—it’s your backyard. Direct, private boardwalk access makes every beach day effortless. Discover an extraordinary oceanfront estate of refined luxury & masterful craftsmanship. Built in 2019, this architectural triumph seamlessly blends reclaimed wood from the Savannah River Sawmill & century-old barns with exquisite Indian fossil stone tile and

    Lowcountry Group Engel & Volkers (625)

    9 Bayberry Ln, Hilton Head Island, SC 29928
  • /100

    $4,900,000

    • 6 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    25 N Calibogue Cay Rd, Hilton Head Island, SC 29928

    Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar

    Rich Neste DOT REAL ESTATE (448)

    25 N Calibogue Cay Rd, Hilton Head Island, SC 29928
  • /59

    $2,000,000

    • 4 Beds
    • 6 Baths
    • 4,150 Sq Ft

    4 Slack Tide, Hilton Head Island, SC 29928

    .Unique home with a covered heated pool with bi fold doors that open up. Swim all year round and increase your rentals during the off season. BRING ALL OFFERS!!! Renovated 4 Bedroom 4 bathroom / 2 1/2 baths home located on the lagoon with a dock. . Great rental history, 2024 was over $100k. New furniture and decor throughout. 3 new hot water heaters, new luxury vinyl flooring, new kitchen and all

    Karen DePace Southern Lifestyle Properties of SC LLC (320)

    4 Slack Tide, Hilton Head Island, SC 29928
  • /51

    $669,000

    • 4 Beds
    • 4.5 Baths
    • 3,482 Sq Ft

    82 S Shore Dr, Hilton Head Island, SC 29928

    Exclusive Beachside Retreat! Step into a world of coastal elegance steps from the Private Leamington Beach and Beach House. A rare opportunity offers a 30% co-ownership share in a custom-built beach home that blends luxury and comfort. The spacious open floor plan includes 4 bedrooms and 4.5 baths, making it the perfect space for family gatherings or entertaining friends. A great room with a

    Drake Coastal Team Keller Williams Realty (322)

    82 S Shore Dr, Hilton Head Island, SC 29928
  • /73

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 3,860 Sq Ft

    155 Mooring Buoy, Hilton Head Island, SC 29928

    Experience Lowcountry living in this fabulous 3rd-row, 5 BR | 5.5 BA home in Palmetto Dunes on the beautiful 11-mile lagoon system! Located across from the beach walkway, 3-miles of award-winning beach is just steps away. Southern charm curb appeal-beautiful columns, expansive verandas, window shutters & brick accents. Offers idyllic outdoor enjoyment with a pool, large deck, dining/lounging,

    Philip Schembra Schembra Real Estate Group (069)

    155 Mooring Buoy, Hilton Head Island, SC 29928
  • /64

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    36 Deallyon Ave Unit 80, Hilton Head Island, SC 29928

    INVESTOR SPECIAL!! Nicely updated and well maintained 2BR/2.5BA in the highly sought after area of Springwood Villas. Newer HVAC, water heater, cabinets and countertops all within the last 4 years. Comes fully furnished and ready to rent or use as your vacation home. Close to the beach, shopping, restaurants and community pool! Perfect investment property tHAT pays for your Island getaway!

    Shawn Gardner Howard Hanna Allen Tate Hilton Head (543)

    36 Deallyon Ave Unit 80, Hilton Head Island, SC 29928
  • /49

    $2,600,000

    • 6 Beds
    • 6 Baths
    • 4,076 Sq Ft

    87 Singleton Beach Rd, Hilton Head Island, SC 29928

    BREATHTAKING PANORAMIC OCEAN, TIDAL CREEK & MARSH VIEWS—a rare paradise on Hilton Head Island! This stunning property features a shared private dock for fishing, crabbing, kayaking, and unforgettable sunsets. Just steps from Singleton Beach, this 6 bedroom, 6 bath home with elevator offers a three-story layout with ample indoor and outdoor spaces, elevated private pool and hot tub, plus multiple

    John Friday Berkshire Hathaway HomeServices Hilton Head Bluffton Realty (106)

    87 Singleton Beach Rd, Hilton Head Island, SC 29928
  • /90

    $4,250,000

    • 6 Beds
    • 6.5 Baths
    • 6,086 Sq Ft

    3 Ketch, Hilton Head Island, SC 29928

    Don’t miss out on this spectacular buy! Stunning 2nd-row corner home facing the ocean on Ketch in Palmetto Dunes with easy access to beach walkway. Fabulous raised infinity pool & large pool deck with built-in grilling area. LVL ONE: den, formal dining, butler’s pantry, eat-in kitchen, dining area, living rm, laundry rm, powder rm, 3 BR | 3 BA (1 used as office). LVL TWO: 2nd laundry rm, 3 BR | 3

    Philip Schembra Schembra Real Estate Group (069)

    3 Ketch, Hilton Head Island, SC 29928
  • /40

    $459,900

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    36 Deallyon Ave Unit 66, Hilton Head Island, SC 29928

    Unlike most Springwood Villas competing for vacation buyers, this one is already producing income with a reliable tenant in place. A low-risk way to step into Hilton Head real estate with immediate returns. This beautifully updated 2BR/2BA villa features a modern, coastal-inspired decor with serene lagoon and pool views from the second-floor balcony. The bright kitchen has newer appliances and

    Loni Lueke EXP Realty LLC (938)

    36 Deallyon Ave Unit 66, Hilton Head Island, SC 29928
  • /34

    $140,000

    • 2 Beds
    • 2 Baths
    • 1,247 Sq Ft

    55 Barcelona Rd Unit 270 A, C, D, Hilton Head Island, SC 29928

    Unique opportunity to own 3 of the 4 deeded quartershares in one unit! With 75% ownership, you'll have flexibility in your usage, adapting it to your vacation and rental needs. The list price includes 3 quarter shares—Rotation A, C, and D—providing you with 39 weeks of occupancy each year. Beautifully designed corner unit with vast lagoon views from all rooms and a private balcony. This

    Lisa Newton The HomesFinder Realty Group

    55 Barcelona Rd Unit 270 A, C, D, Hilton Head Island, SC 29928
  • /34

    $140,000

    • 2 Beds
    • 2 Baths

    55 Barcelona Rd Unit 270A, 270C, & 270D, Hilton Head Island, SC 29928

    Unique opportunity to own 3 of the 4 deeded quartershares in one unit! With 75% ownership, you'll have flexibility in usage, adapting it to your vacation needs. The list price includes 3 quartershares, Rotation A, C, and D, providing you with 39 weeks of occupancy each year. Beautifully designed corner unit with vast lagoon views from all rooms and a private balcony. Brigantine Quarters is an

    Lisa Newton The Homesfinder Realty Group (662)

    55 Barcelona Rd Unit 270A, 270C, & 270D, Hilton Head Island, SC 29928
  • /72

    $3,995,000

    • 6 Beds
    • 6.5 Baths
    • 5,418 Sq Ft

    3 Armada St, Hilton Head Island, SC 29928

    Spectacular 2nd-row home with Lowcountry charm across from the beach walkway on Armada Street in Palmetto Dunes, a short walk or bike path to the resort amenities. This 6 BD | 6 BA offers 3-car garage and storage. Step behind the private wooden entry doors on the ground level and a short walk via the front steps to Level 1, also accessible with the 3-stop elevator. This floor has a living space

    Philip Schembra Schembra Real Estate Group (069)

    3 Armada St, Hilton Head Island, SC 29928
  • /30

    $3,350,000

    • 5 Beds
    • 5 Baths
    • 4,000 Sq Ft

    4 Catboat, Hilton Head Island, SC 29928

    *PREMIER PROPERTY ALERT!* LOWEST PRICED 2nd row home in Palmetto Dunes! PREMIER 5BD/5BA home (each bedroom with its own full bathroom) with swimming pool and QUICK ACCESS to the beach! Located just inside the Mariners gate, this home is near to EVERYTHING! Open floorplan with a great flow, vaulted ceilings in the living area, and a strong rental performance, this is the BEST OCEANSIDE VALUE in

    Mike Powers Hilton Head Area Properties, LLC (669)

    4 Catboat, Hilton Head Island, SC 29928
  • /27

    $1,349,000

    • 5 Beds
    • 6 Baths
    • 2,478 Sq Ft

    26 Corrine Ln, Hilton Head Island, SC 29928

    *PREMIER PROPERTY ALERT!* Great rental, second home, or primary residence. Nicely remodeled and sold rental ready. Lagoon view, close to the ocean. Community currently offers a shuttle service to and from the beach(approximately 700 yards away) Memorial Day to Labor Day. Chaplin community park with tennis, basketball, playground, dog park, and multi use field 150 yards away POA fee also includes

    Tony Faulkner Hilton Head Area Properties, LLC (669)

    26 Corrine Ln, Hilton Head Island, SC 29928
  • /2

    $3,000

    • 3 Beds
    • 3 Baths

    8 Wimbledon Ct Unit 113, Hilton Head Island, SC 29928

    Royal Dunes Resort offers spacious, elegant three-bedroom/three-bath villas in the oceanfront community of Port Royal. Each villa features two luxurious master bedrooms with king beds and private bathrooms. The guest bedroom has two twin beds, the living room has a sleeper sofa, and the guest bathroom is in the hall. Each villa also features a fully-furnished kitchen and a private balcony. The

    Krista Wall-Wilson Charter One Realty (063I)

    8 Wimbledon Ct Unit 113, Hilton Head Island, SC 29928
  • /2

    $3,000

    • 3 Beds
    • 3 Baths

    8 Wimbledon Ct Unit 331, Hilton Head Island, SC 29928

    Royal Dunes Resort offers spacious, elegant three-bedroom/three-bath villas in the oceanfront community of Port Royal. Each villa features two luxurious master bedrooms with king beds and private bathrooms. The guest bedroom has two twin beds, the living room has a sleeper sofa, and the guest bathroom is in the hall. Each villa also features a fully-furnished kitchen and a private balcony. The

    Krista Wall-Wilson Charter One Realty (063I)

    8 Wimbledon Ct Unit 331, Hilton Head Island, SC 29928
  • /2

    $10,000

    • 3 Beds
    • 3 Baths

    8 Wimbledon Ct Unit 211, Hilton Head Island, SC 29928

    Royal Dunes Resort offers spacious, elegant three-bedroom/three-bath villas in the oceanfront community of Port Royal. Each villa features two luxurious master bedrooms with king beds and private bathrooms. The guest bedroom has two twin beds, the living room has a sleeper sofa, and the guest bathroom is in the hall. Each villa also features a fully-furnished kitchen and a private balcony. The

    Krista Wall-Wilson Charter One Realty (063I)

    8 Wimbledon Ct Unit 211, Hilton Head Island, SC 29928
  • /75

    $1,335,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,869 Sq Ft

    15 Shear Water Dr, Hilton Head Island, SC 29926

    Luxury, privacy, and modern Lowcountry elegance define this brand-new 3-bedroom, 3.5-bath home nestled behind the private gates of Shearwater Plantation. Situated on a corner lot, this home boasts an open floor plan with high-end finishes and oversized bedrooms that open onto private porches, the design flows effortlessly to a private pool from the main living space and 500+ square feet of space

    Gerry Prudhomme William Raveis - Carolina LLC

    15 Shear Water Dr, Hilton Head Island, SC 29926
  • /38

    $3,500,000 New Construction

    • 9 Beds
    • 11 Baths
    • 5,300 Sq Ft

    15 Bradley Cir, Hilton Head Island, SC 29928

    Brand New Home Under Construction. 5,300 heated sq. ft. 9 BR's 9 1/2 baths. Private Infinity Edge Pool. Amazing ocean and marsh views from this ideal location. Finest finishes, details, trim, fixtures, appliances. Parking garage for 4+ cars. Elevator. Penthouse fun-room with inspiring views. Brand new homes all around, resort style atmosphere. Just a short distance to the beach. Additionally, the

    David Carroll EXP Realty, LLC (632)

    15 Bradley Cir, Hilton Head Island, SC 29928
  • /85

    $2,665,000 New Construction

    • 7 Beds
    • 7.5 Baths
    • 4,639 Sq Ft

    120 Shell Midden Ln, Hilton Head Island, SC 29928

    Welcome to your dream coastal retreat! This stunning NEW CONSTRUCTION home, JUST COMPLETED, offers an unparalleled blend of luxury and comfort in the heart of South Forest Beach. Spanning an impressive 4,639 square feet, this exquisite residence features 7 spacious bedrooms and 7.5 beautifully appointed bathrooms, making it the perfect getaway for families or groups seeking a memorable beach

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    120 Shell Midden Ln, Hilton Head Island, SC 29928
  • /30

    $2,795,000 New Construction

    • 7 Beds
    • 7.5 Baths
    • 4,639 Sq Ft

    110 Shell Midden Ln, Hilton Head Island, SC 29928

    Welcome to your dream coastal retreat! This stunning NEW CONSTRUCTION home, JUST COMPLETED, offers an unparalleled blend of luxury and comfort in the heart of South Forest Beach. Spanning an impressive 4,639 square feet, this exquisite residence features 7 spacious bedrooms and 7.5 beautifully appointed bathrooms, making it the perfect getaway for families or groups seeking a memorable beach

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    110 Shell Midden Ln, Hilton Head Island, SC 29928

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