149

Hilton Head Island, SC Homes for Sale with Private Pool

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  • /28

    $108,000

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    9 Harbourside Ln Unit 7338B, Hilton Head Island, SC 29928

    The PERFECT penthouse overlooking Shelter Cove Marina! One of only a few units with a fireplace. Beautifully updated & appointed, this villa will delight! Amenities include a private pool, hot tub, gas grills, private secure parking, & access to Palmetto Dunes. Experience world-class amenities: beach, golf, tennis, lagoon system & leisure trails. Enjoy live music & fireworks from the balcony.

    Eck-Falco Team Dunes Real Estate (065)

    9 Harbourside Ln Unit 7338B, Hilton Head Island, SC 29928
  • /27

    $108,000

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    9 Harbourside Ln Unit 7338A, Hilton Head Island, SC 29928

    It doesn't get much better than this! The PERFECT penthouse villa with wonderful harbour views. Nicely updated & beautifully appointed, this is one of only a few villas that has a fireplace. Annual fee is inclusive of everything, taxes, insurance, maintenance & more. Enjoy 13 weeks of ownership on a rotating basis. Shelter Cove restaurants, shops, entertainment & boating are just outside the

    Eck-Falco Team Dunes Real Estate (065)

    9 Harbourside Ln Unit 7338A, Hilton Head Island, SC 29928
  • /33

    $32,000

    • 2 Beds
    • 2 Baths

    14 Wimbledon Ct Unit 501-5, Hilton Head Island, SC 29928

    Model open daily. Absolutely the best view in all of Ocean Palms overlooking a large lagoon all the way up the 8th fairway of the Barony Course. Ownership includes golf for 4 daily for cart fee only, free tennis and or pickle ball. Best of all ownership includes complete use of all Westin Resort Services and Amenities. Owner get 10 weeks per year in 5 two week increments all high season!!! This

    Richard Hodsdon Hilton Head Properties (579)

    14 Wimbledon Ct Unit 501-5, Hilton Head Island, SC 29928
  • /52

    $2,199,000

    • 4 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    2 Long Marsh Ln, Hilton Head Island, SC 29928

    This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring

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

    2 Long Marsh Ln, Hilton Head Island, SC 29928
  • /25

    $6,999,000

    • 5 Beds
    • 5.5 Baths
    • 3,669 Sq Ft

    18 Oyster Catcher Rd, Hilton Head Island, SC 29928

    Welcome to your coastal sanctuary in Sea Pines Resort-an exquisite new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with strong ocean views and effortless access to the wide white sand beaches of Hilton Head

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    18 Oyster Catcher Rd, Hilton Head Island, SC 29928
  • /37

    $475,000

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

    36 Deallyon Ave Unit 51, Hilton Head Island, SC 29928

    Welcome to 36 Deallyon #51 your Hilton Head getaway in Springwood Villas. This 2BR/2BA townhome-style condo offers both upstairs and downstairs living, giving it a spacious, home-like feel. Fully furnished with fresh coastal paint, a private enclosed storage unit, and strong rental history. Just a short stroll to Coligny Beach, Celebration Park, shops, dining, and entertainment. Whether for

    Jecca Thomas Howard Hanna Allen Tate Lowcountry (222)

    36 Deallyon Ave Unit 51, Hilton Head Island, SC 29928
  • /100

    $3,300,000

    • 5 Beds
    • 5.5 Baths
    • 5,336 Sq Ft

    59 Turnbridge Dr, Hilton Head Island, SC 29928

    Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed

    Marvin Hall Charter One Realty (063F)

    59 Turnbridge Dr, Hilton Head Island, SC 29928
  • /95

    $1,815,000

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

    123 Sandcastle Ct, Hilton Head Island, SC 29928

    Real Life Sandcastle by the Sea! In the heart of Hilton Head Island, this beautifully and Professionally Fully Furnished 6 Bedroom, 4 Full Bathroom home sleeps 22 and offers upscale comfort throughout—no carpet, only gorgeous tile! Enjoy a Fully Loaded Gourmet Kitchen, Private Heated Saltwater Pool, and Screened Porch with a Large Swing Bed overlooking 1.5 Acres of Protected Woods in the

    Jennifer Boecker The HomesFinder Realty Group

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

    $7,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,831 Sq Ft

    3 Stella Del Mare Manor, Hilton Head Island, SC 29928

    Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only two beachfront communities on the island where short-term rentals are not permitted - ensuring year-round privacy, security, and a consistently quiet residential environment. For buyers who value ownership over occupancy turnover, this 4-bedroom, 5.5-bath

    The Prudhomme Team William Raveis - Carolina LLC (332)

    3 Stella Del Mare Manor, Hilton Head Island, SC 29928
  • /32

    $2,000

    • 2 Beds
    • 2 Baths

    70 Swallowtail Rd Unit 2901, Hilton Head Island, SC 29928

    Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you

    Lisa Fleming Lighthouse Realty (207)

    70 Swallowtail Rd Unit 2901, Hilton Head Island, SC 29928
  • /98

    $6,800,000

    • 5 Beds
    • 6.5 Baths
    • 9,287 Sq Ft

    16 Oyster Shell Ln, Hilton Head Island, SC 29926

    Stately, Sound front home with Ocean views. 199 ft of Waterfront. Water views from every room to include Ocean, Sound, Lagoon and #6 Oyster Reef Golf green. The home boasts man-made and natural elements that make it Dazzle. Designed for Cooking and Entertaining with large open concept spaces surrounded by glass. Well designed Chefs Kitchen to include Sub zero refrigerators, Wolf cooktop and Miele

    Corey Campbell Lighthouse Realty (207)

    16 Oyster Shell Ln, Hilton Head Island, SC 29926
  • /6

    $1,400

    • 2 Beds
    • 2 Baths

    45 Waterside Dr, Hilton Head Island, SC 29928

    Check in April 16th 2026 check out April 23rd. Rent this week for 1400.00, or buy the deed for 1775.00 and keep this legacy deeded week for life! This resort is very close to Sea Pines and Coligny circle perfect for all the golf coming our way.

    Brad Hultz Realty One Group - Lowcountry (597)

    45 Waterside Dr, Hilton Head Island, SC 29928
  • /100

    $15,000,000

    • 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
  • /89

    $3,390,000

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    4 Gadwall Rd, Hilton Head Island, SC 29928

    SECOND ROW OCEANFRONT HOME IN THE SOUTH BEACH AREA OF SEA PINES PLANTATION is available to make your dreams come true!!! LOCATION! LOCATION! LOCATION! Living life in the Low Country only MINUTES away from our nationally recognized beach is now a REALITY! This custom built 2nd ROW OCEAN beauty has very close proximity to the beach & to the South Beach Marina area where your ultimate island

    Carolyn Sonberg Keller Williams Realty (322)

    4 Gadwall Rd, Hilton Head Island, SC 29928
  • /65

    $10,995,000

    • 7 Beds
    • 8.5 Baths
    • 6,200 Sq Ft

    15 Grey Widgeon Rd, Hilton Head Island, SC 29928

    An oceanfront masterpiece designed for elevated coastal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent

    Robert Clark Sea Pines Real Estate South Beach (505)

    15 Grey Widgeon Rd, Hilton Head Island, SC 29928
  • /3

    $4,895,000

    • 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 décor, 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
  • /65

    $1,059,000

    • 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
  • /100

    $4,250,000

    • 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
  • /96

    $2,995,000

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

    155 Mooring Buoy, Hilton Head Island, SC 29928

    Location-Location-Location. Experience Lowcountry living in this fabulous 3rd-row ocean, 5 BR | 5.5 BA home in Palmetto Dunes on the beautiful 11-mile lagoon system! Walkway across the street via the beach walkway to 3-miles of newly nourished, award-winning beach. Southern charm curb appeal-beautiful columns, expansive verandas, window shutters & brick accents. Offers idyllic outdoor enjoyment

    Philip Schembra Schembra Real Estate Group (069)

    155 Mooring Buoy, Hilton Head Island, SC 29928
  • /19

    $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 Lowcountry (222)

    36 Deallyon Ave Unit 80, Hilton Head Island, SC 29928
  • /81

    $4,600,000

    • 4 Beds
    • 5.5 Baths
    • 6,042 Sq Ft

    29 Baynard Park Rd, Hilton Head Island, SC 29928

    This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,&

    Herman and Davis Properties Charter One Realty (063C)

    29 Baynard Park Rd, Hilton Head Island, SC 29928
  • /76

    $2,349,500

    • 5 Beds
    • 4 Baths
    • 3,637 Sq Ft

    8 Surf Scoter Rd, Hilton Head Island, SC 29928

    The beach beckons! Located inside the iconic Sea Pines Resort and a quick walk to the beach, 8 Surf Scoter Road checks all boxes as the ideal primary, vacation, or income producing rental property. An entertainer's dream that comfortably accommodates all your friends and family with 5 bedrooms and 4 baths, large pool, private fenced-in backyard with updated flooring, newly painted interior and

    Kiser Jetton Group EXP Realty LLC (938)

    8 Surf Scoter Rd, Hilton Head Island, SC 29928
  • /86

    $2,295,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,192 Sq Ft

    12 Salt Wind Way, Hilton Head Island, SC 29926

    Imagine being able to enjoy these sunsets and beautiful marsh views every day for the rest of your life! Located inside Hilton Head Plantation with world-class resort-style amenities including the newly replenished Dolphin Head Beach, this luxury new construction home on Hilton Head Island offers year-round direct sunset views and expansive long-distance marsh vistas. From the moment you arrive,

    The Native Islan Group EXP Realty LLC (938)

    12 Salt Wind Way, Hilton Head Island, SC 29926
  • /90

    $4,295,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 6.5 Baths
    • 3,097 Sq Ft

    71 Dune Ln, Hilton Head Island, SC 29928

    Introducing an extraordinary 2026 brand new construction luxury residence at 71 Dune Lane. Perfectly positioned oceanside in the sought after North Forest Beach enclave. This 6-bedroom, 6.5-bath home, set within one of Hilton Head Island's most prestigious beach corridors, celebrates modern coastal living with ocean views, premium design, and thoughtful functionality. Architectural design by Neil

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    71 Dune Ln, Hilton Head Island, SC 29928
  • /21

    $15,000,000 New Construction

    • 6 Beds
    • 9 Baths
    • 7,000 Sq Ft

    9 Brown Pelican Rd, Hilton Head Island, SC 29928

    The most sensational & remarkable home is under construction! Brand New masterpiece in World-Class Sea Pines Resort. Magnificent Oceanfront parcel, in the sought after South Beach Area. Finest finishes, trim, accessories, appliances, cabinets, flooring & fixtures. In addition to 6 ensuite bedrooms (3 master suites) there's an office, a sitting/wine tasting room, Butler's Pantry, huge 2nd floor

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    9 Brown Pelican Rd, Hilton Head Island, SC 29928
  • /35

    $3,500,000 New Construction

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

    13 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

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

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

    $2,650,000 Open Sat 12PM - 2PM

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

    120 Shell Midden Ln, Hilton Head Island, SC 29928

    NOW SOLD FURNISHED! Welcome to your dream coastal retreat! This stunning NEW CONSTRUCTION home, JUST COMPLETED and STEPS TO THE BEACH, 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

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    120 Shell Midden Ln, Hilton Head Island, SC 29928
  • /99

    $2,795,000 Open Sat 12PM - 2PM

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

    110 Shell Midden Ln, Hilton Head Island, SC 29928

    NOW SOLD FURNISHED! Welcome to your dream coastal retreat! This stunning NEW CONSTRUCTION home, JUST COMPLETED and STEPS TO THE BEACH 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

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    110 Shell Midden Ln, Hilton Head Island, SC 29928
  • /27

    $1,300,000

    • 5 Beds
    • 6.5 Baths
    • 7,363 Sq Ft

    13 Delta Ln Unit 25, Hilton Head Island, SC 29928

    Welcome home to the exclusive Long Cove Club in Hilton Head! This stunning 5-bedroom, 6.5-bath estate sits on a rare double lot with over 7,300 sq ft of elegant living space designed for comfort, entertaining, and timeless style. Step inside to soaring 22-foot ceilings, a show-stopping great room with floor-to-ceiling windows and a massive fireplace. The area designated for the kitchen could be a

    Sabriya Scott Scott Realty Professionals

    13 Delta Ln Unit 25, Hilton Head Island, SC 29928

Showing Results 121 - 149, Page 4 of 4

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