116

Hilton Head, SC Homes for Sale with Private Pool

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  • 90 Tidewater Manor, Hilton Head Island, SC 29926
    90 Tidewater Manor, Hilton Head Island, SC 29926
    90 Tidewater Manor, Hilton Head Island, SC 29926
    /100

    $10,750,000

    • 5 Beds
    • 6.5 Baths
    • 8,025 Sq Ft

    90 Tidewater Manor, Hilton Head Island, SC 29926

    The Manor on Broad Creek is a custom H2 Builders estate in an exclusive gated enclave on Hilton Head, offering deep water access with a private boat lift. The outdoor oasis features an infinity-edge pool, outdoor kitchen, and multiple lounging areas for effortless entertaining. Inside, enjoy a chef’s kitchen, 600+ bottle wine cellar, golf simulator, gym with infrared sauna, and theater. Luxury

    Nickey Maxey Maxey Blackstream Christie's International Real Estate (898)

    90 Tidewater Manor, Hilton Head Island, SC 29926
  • 101 Sandcastle Ct, Hilton Head Island, SC 29928
    101 Sandcastle Ct, Hilton Head Island, SC 29928
    101 Sandcastle Ct, Hilton Head Island, SC 29928
    /99

    $1,499,950

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

    101 Sandcastle Ct, Hilton Head Island, SC 29928

    *** Folly Field Rental Machine built in 2019! Buxton Floorplan. Gated community only 10 minutes to the beach! This 5-bedroom, 4 full bath home has an open floor plan with a large kitchen, dining area, and living room with an attached screened porch! One bedroom furnished as a bunk room. The elevator takes you from the garage to all 3 floors above. Luxury Vinyl Plank (LVP) throughout. Private

    Rick Ross RE/MAX Island Realty (521)

    101 Sandcastle Ct, Hilton Head Island, SC 29928
  • 18 Armada St, Hilton Head Island, SC 29928
    18 Armada St, Hilton Head Island, SC 29928
    18 Armada St, Hilton Head Island, SC 29928
    /60

    $7,149,995

    • 6 Beds
    • 7 Baths
    • 6,398 Sq Ft

    18 Armada St, Hilton Head Island, SC 29928

    Coastal luxury meets investment opportunity in this 6-bed, 7-bath oceanfront estate in Palmetto Dunes. With expansive ocean views, this rental machine (2024 rental revenue nearly $400k) offers a 5-car garage, 3 oceanfront-primary BR suites, two large living spaces, outdoor kitchen- this home is perfect for retreat seekers, investors, and renters alike. Recent upgrades include a new elevator

    Jeff Hunt & Associates Dunes Real Estate (065)

    18 Armada St, Hilton Head Island, SC 29928
  • 60 Carnoustie Rd Unit 997, Hilton Head Island, SC 29928
    60 Carnoustie Rd Unit 997, Hilton Head Island, SC 29928
    60 Carnoustie Rd Unit 997, Hilton Head Island, SC 29928
    /57

    $989,900

    • 4 Beds
    • 3 Baths
    • 1,450 Sq Ft

    60 Carnoustie Rd Unit 997, Hilton Head Island, SC 29928

    One of the BEST lagoon/golf views in Inverness! A RARE 4BR/3BA Inverness unit in Palmetto Dunes directly on the 11-mile lagoon. 2 Bedrooms are on the main floor including the primary and 2 other bedrooms are located upstairs with full egress. This nicely renovated/converted unit with its cathedral ceilings, skylights and many windows bring the outside in creating an open and airy living space.

    Mary Clark Dunes Real Estate (065)

    60 Carnoustie Rd Unit 997, Hilton Head Island, SC 29928
  • 27 Wexford Dr, Hilton Head Island, SC 29928
    27 Wexford Dr, Hilton Head Island, SC 29928
    27 Wexford Dr, Hilton Head Island, SC 29928
    /93

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 4,200 Sq Ft

    27 Wexford Dr, Hilton Head Island, SC 29928

    Step into this beautifully designed 5-bedroom, 5.5-bath home in the heart of Wexford, where every detail is crafted for comfort, style, and connection. From the chef's kitchen complete with top-tier appliances and generous prep space to the open-concept living and dining areas, this home was made for entertaining. Need a quiet place to work or unwind? A dedicated office offers the perfect

    Cindy Creamer Dunes Real Estate (065)

    27 Wexford Dr, Hilton Head Island, SC 29928
  • 12 Port Tack, Hilton Head Island, SC 29928
    12 Port Tack, Hilton Head Island, SC 29928
    12 Port Tack, Hilton Head Island, SC 29928
    /99

    $4,500,000

    • 6 Beds
    • 6.5 Baths
    • 7,320 Sq Ft

    12 Port Tack, Hilton Head Island, SC 29928

    Your Dream Awaits with a 4-minute walk to the beach, inside this stunning, renovated, luxury masterpiece nestled in an exclusive beachside gated community. This Goliath-sized, breathtaking home is a place to live, a lifestyle, and a lucrative STR investment. Enjoy a very short walk to the beach, one of your many private terraces overlooking your private heated pool or the golf course, and

    Sarah Christofek EXP Realty, LLC (632)

    12 Port Tack, Hilton Head Island, SC 29928
  • 39 Lake Forest Dr Unit 3311, Hilton Head Island, SC 29928
    39 Lake Forest Dr Unit 3311, Hilton Head Island, SC 29928
    39 Lake Forest Dr Unit 3311, Hilton Head Island, SC 29928
    /47

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    39 Lake Forest Dr Unit 3311, Hilton Head Island, SC 29928

    This Sea Pines Gem is perfect for a Primary or Vacation home. Furnished 1 story 2 BR, 2B End Villa W/Beautiful Lagoon view. Located in the secluded Lake Forest Villas near the Sea Pines Forest Reserve. Quiet Cul-de-sac & Enclosed Front Outdoor Area. Spacious Back Porch W/ Privacy Wall & Steps down to the Lagoon. Just a bike ride to the Ocean, Harbour Town, Lawton Station, Sea Pines Country Club &

    Trish Weaver Dunes Real Estate (065)

    39 Lake Forest Dr Unit 3311, Hilton Head Island, SC 29928
  • 2 William Hilton Pkwy Unit 302, Hilton Head Island, SC 29926
    2 William Hilton Pkwy Unit 302, Hilton Head Island, SC 29926
    2 William Hilton Pkwy Unit 302, Hilton Head Island, SC 29926
    /49

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,592 Sq Ft

    2 William Hilton Pkwy Unit 302, Hilton Head Island, SC 29926

    Stunning 3 BR, 2.5 BA condo along the serene Intracoastal Waterway, meticulously renovated & upgraded for modern luxury living. Enjoy breathtaking sunset views from your beautifully appointed back patio featuring a custom fire pit—perfect for entertaining or unwinding. Inside, discover an open-concept layout with high-end finishes, abundant natural light, & spacious bedrooms designed for comfort.

    HHI Properties Dunes Real Estate (065)

    2 William Hilton Pkwy Unit 302, Hilton Head Island, SC 29926
  • 22 Full Sweep, Hilton Head Island, SC 29928
    22 Full Sweep, Hilton Head Island, SC 29928
    22 Full Sweep, Hilton Head Island, SC 29928
    /59

    $2,750,000

    • 5 Beds
    • 4 Baths
    • 4,500 Sq Ft

    22 Full Sweep, Hilton Head Island, SC 29928

    This 4500 sqft stunning 5-bedroom, 5-bath residence offers breathtaking lagoon and multiple holes of the Robert Trent Jones Golf Course (#12 green, #13 hole, #9 tee, and the 10th/11th fairways) with distant OCEAN views. This home has an inviting open kitchen/family room, expansive 1st level owner suite, spacious enclosed porch with dining area, and 4 oversized guest ensuites providing privacy and

    Herman and Davis Properties Charter One Realty (063)

    22 Full Sweep, Hilton Head Island, SC 29928
  • 16 Governors Ln, Hilton Head Island, SC 29928
    16 Governors Ln, Hilton Head Island, SC 29928
    16 Governors Ln, Hilton Head Island, SC 29928
    /41

    $1,799,000

    • 4 Beds
    • 3 Baths
    • 2,888 Sq Ft

    16 Governors Ln, Hilton Head Island, SC 29928

    Discover coastal charm and refined craftsmanship in this beautifully reimagined 4BR/3BA home in the sought-after Club Course neighborhood of Sea Pines. Rebuilt and expanded in 2012 by Twelve Oaks Construction, this home combines Lowcountry architecture with modern luxury and the ease of all one level living.The open-concept kitchen, completely redesigned by the current owner, is a showstopper

    Herman and Davis Properties Charter One Realty (063)

    16 Governors Ln, Hilton Head Island, SC 29928
  • 28 Heath Dr, Hilton Head Island, SC 29928
    28 Heath Dr, Hilton Head Island, SC 29928
    28 Heath Dr, Hilton Head Island, SC 29928
    /58

    $1,945,000

    • 4 Beds
    • 4.5 Baths
    • 3,364 Sq Ft

    28 Heath Dr, Hilton Head Island, SC 29928

    Experience the best of Palmetto Dunes living at 28 Heath Drive, a beautifully designed residence featuring an open layout with spacious gathering areas, well-appointed bedrooms, and abundant natural light. Each of the four bedrooms is generously sized with en-suite baths, providing privacy and comfort for family and guests alike. The homes thoughtful floor plan allows for elegant entertaining as

    Jeff Stubbs Premier Properties of Hilton Head Island (654)

    28 Heath Dr, Hilton Head Island, SC 29928
  • 5 Princeton Cir, Hilton Head Island, SC 29928
    5 Princeton Cir, Hilton Head Island, SC 29928
    5 Princeton Cir, Hilton Head Island, SC 29928
    /37

    $2,949,000

    • 5 Beds
    • 5.5 Baths
    • 3,452 Sq Ft

    5 Princeton Cir, Hilton Head Island, SC 29928

    Nestled within the sea breezes of Port Royal Sound, this exceptional 5-bedroom home is just a short stroll from the pristine beach. The interiors are bright and inviting, with abundant windows that flood the space with natural light. White oak accents, designer lighting, and a kitchen featuring striking black marble countertops blend effortlessly to create a serene, modern coastal vibe.Thoughtful

    Coastal Shores Group RE/MAX Island Realty (521)

    5 Princeton Cir, Hilton Head Island, SC 29928
  • 7 Periwinkle Ln, Saint Helena Island, SC 29920
    7 Periwinkle Ln, Saint Helena Island, SC 29920
    7 Periwinkle Ln, Saint Helena Island, SC 29920
    /33

    $1,750,000

    • 6 Beds
    • 5.5 Baths
    • 2,700 Sq Ft

    7 Periwinkle Ln, Saint Helena Island, SC 29920

    Stunning six-bedroom, 5.5 bathroom home designed for comfort and style. Perfect for families or groups, this coastal retreat is located steps from the beach. Inside, you'll find an open-concept living space. Each bedroom is thoughtfully designed with comfort in mind, including en-suite or nearby bathrooms to accommodate everyone with ease. Step outside to your private oasis featuring a swimming

    Mike Sutcliff EXP Realty LLC (938)

    7 Periwinkle Ln, Saint Helena Island, SC 29920
  • 26 Suttlers Row, Hilton Head Island, SC 29928
    26 Suttlers Row, Hilton Head Island, SC 29928
    26 Suttlers Row, Hilton Head Island, SC 29928
    /44

    $2,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,596 Sq Ft

    26 Suttlers Row, Hilton Head Island, SC 29928

    Island living at its best! This stunning, single-story Port Royal home has been completely remodeled & expanded, blending coastal ease w/ modern luxury. The open layout is designed for gathering from the gourmet kitchen w/ expanded center island, seating for 6, walk-in pantry, to the inviting living, dining & media spaces w/ fireplace, built-ins & beverage center. Walls of windows frame the

    Christina Forbis Charter One Realty (063D)

    26 Suttlers Row, Hilton Head Island, SC 29928
  • 37 Dune Ln, Hilton Head Island, SC 29928
    37 Dune Ln, Hilton Head Island, SC 29928
    37 Dune Ln, Hilton Head Island, SC 29928
    /86

    $7,700,000

    • 7 Beds
    • 7.5 Baths
    • 5,918 Sq Ft

    37 Dune Ln, Hilton Head Island, SC 29928

    Located along the sought-after North Forest Beach shoreline, this oceanfront estate offers nearly 6,000 square feet of living space, panoramic ocean views, and a layout ideal for hosting family and friends. With seven bedrooms and seven full bathrooms, the home combines comfort, privacy, and function in one of Hilton Heads most desirable locations. Additional features include an elevator, high

    The Wedgeworth Team Charter One Realty (063)

    37 Dune Ln, Hilton Head Island, SC 29928
  • 26 Lenora Dr, Hilton Head Island, SC 29926
    26 Lenora Dr, Hilton Head Island, SC 29926
    26 Lenora Dr, Hilton Head Island, SC 29926
    /50

    $1,845,000

    • 5 Beds
    • 6 Baths
    • 4,937 Sq Ft

    26 Lenora Dr, Hilton Head Island, SC 29926

    Live the Hilton Head lifestyle in this beautifully updated home designed for both relaxation & entertaining. The gourmet kitchen shines w/ counter seating, dining area & an impressive wall of custom cabinetry, opening to a light-filled great room. A formal LR w/ fireplace & DR add elegance. Upstairs, the loft w/ pool table & bonus room create flexible spaces for fun or quiet retreat. The 1st

    Christina Forbis Charter One Realty (063D)

    26 Lenora Dr, Hilton Head Island, SC 29926
  • 103 Mooring Buoy, Hilton Head Island, SC 29928
    103 Mooring Buoy, Hilton Head Island, SC 29928
    103 Mooring Buoy, Hilton Head Island, SC 29928
    /54

    $3,695,000

    • 5 Beds
    • 6 Baths
    • 4,375 Sq Ft

    103 Mooring Buoy, Hilton Head Island, SC 29928

    Spectacular, newer (2015) 5 bedroom home on huge 4th row lot, just steps from the beach in Palmetto Dunes. This home, boasting the finest details in construction, appointments and decor shows like new construction as it has only been used as a second home and never a rental. Main level has a huge coffered-ceiling great room, gourmet kitchen, guest bedroom and a luxurious master suite. There is

    Joseph Homa Howard Hanna Allen Tate Hilton Head (543)

    103 Mooring Buoy, Hilton Head Island, SC 29928
  • 31 Saint George Rd, Hilton Head Island, SC 29928
    31 Saint George Rd, Hilton Head Island, SC 29928
    31 Saint George Rd, Hilton Head Island, SC 29928
    /63

    $2,325,000

    • 4 Beds
    • 2.5 Baths
    • 3,648 Sq Ft

    31 Saint George Rd, Hilton Head Island, SC 29928

    Located on the 11-mile lagoon system in Palmetto Dunes, this lovely 4 BD/ 2.5 BA home offers the perfect outdoor setting for entertaining! Overlooking the tranquil water, there is a fabulous pool, spa, paver patio, deck and a private dock for a cruise on the lagoon. The bridge to the beach, located adjacent to the Hotel, is a few steps away. Level 1 offers a beautiful custom kitchen, great room

    Philip Schembra Schembra Real Estate Group (069)

    31 Saint George Rd, Hilton Head Island, SC 29928
  • 16 Cartgate Dr, Hilton Head Island, SC 29928
    16 Cartgate Dr, Hilton Head Island, SC 29928
    16 Cartgate Dr, Hilton Head Island, SC 29928
    /79

    $2,295,000

    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft

    16 Cartgate Dr, Hilton Head Island, SC 29928

    Experience the perfect blend of modern coastal living and Lowcountry charm in this stunning 5-bedroom, 4-bath home in the heart of Palmetto Dunes. Built in 2024 by an award winning contractor, this brand-new residence offers approximately 3,800 sq. ft. of thoughtfully designed living space and is just a short, easy walk to Hilton Head Islands renowned beaches. The inviting open floor plan

    Robbie Bunting Hilton Head Properties (579)

    16 Cartgate Dr, Hilton Head Island, SC 29928
  • 8 Fairfax Ln, Hilton Head Island, SC 29928
    8 Fairfax Ln, Hilton Head Island, SC 29928
    8 Fairfax Ln, Hilton Head Island, SC 29928
    /74

    $2,449,000

    • 5 Beds
    • 5.5 Baths
    • 3,618 Sq Ft

    8 Fairfax Ln, Hilton Head Island, SC 29928

    A rare opportunity to own a brand-new construction home in Hilton Head's premier private community. This remarkable residence combines modern design, thoughtful functionality, and elevated Lowcountry living. The main level features a stunning chef's kitchen with an open-concept dining and living space that flows into a spacious outdoor living area with a raised deck and an electric fireplace that

    Steve Timperman Charter One Realty (063)

    8 Fairfax Ln, Hilton Head Island, SC 29928
  • 3 Claire Dr, Hilton Head Island, SC 29928
    3 Claire Dr, Hilton Head Island, SC 29928
    3 Claire Dr, Hilton Head Island, SC 29928
    /55

    $1,689,000

    • 4 Beds
    • 4 Baths
    • 3,223 Sq Ft

    3 Claire Dr, Hilton Head Island, SC 29928

    Tucked away on a quiet cul-de-sac in private, oceanfront Port Royal Plantation, this beautifully renovated 4BR home + media/office offers the perfect blend of relaxation & style. The owners transformed it into a true retreat adding a sparkling pool w/fenced patio, new timber tech deck, & fresh landscaping that feels like your own resort. Inside, enjoy airy spaces w/wood-look tile floors,

    Christina Forbis Charter One Realty (063D)

    3 Claire Dr, Hilton Head Island, SC 29928
  • 5 Sandy Beach Trail, Hilton Head Island, SC 29928
    5 Sandy Beach Trail, Hilton Head Island, SC 29928
    5 Sandy Beach Trail, Hilton Head Island, SC 29928
    /68

    $2,445,000

    • 6 Beds
    • 6.5 Baths
    • 5,638 Sq Ft

    5 Sandy Beach Trail, Hilton Head Island, SC 29928

    A house big enough to fit a whole football team and close enough to the beach that you can hear the waves. This beautiful oceanside home in the luxurious Burkes Beach Community is only four rows away from the best beach on world-famous Hilton Head Island! Already a successful short-term rental and projected to do over $200k in 2026! The almost 4500 square foot interior boasts an open floor plan

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

    5 Sandy Beach Trail, Hilton Head Island, SC 29928
  • 599 Colonial Dr, Hilton Head Island, SC 29926
    599 Colonial Dr, Hilton Head Island, SC 29926
    599 Colonial Dr, Hilton Head Island, SC 29926
    /78

    $1,755,000

    • 4 Beds
    • 3.5 Baths
    • 5,489 Sq Ft

    599 Colonial Dr, Hilton Head Island, SC 29926

    The combination of one of the most private locations and a custom design gives this home an estate-style feel in The Golf Club at Indigo Run. Few details were spared in the impressive updates to the kitchen and primary bath. The heart of the home features a stunning chef's kitchen with high-end Sub-Zero and Wolf appliances, quartz waterfall countertops, large walk-in pantry, abundant cabinets and

    Drew Butler Charter One Realty (063D)

    599 Colonial Dr, Hilton Head Island, SC 29926
  • 134 Dune Ln, Hilton Head Island, SC 29928
    134 Dune Ln, Hilton Head Island, SC 29928
    134 Dune Ln, Hilton Head Island, SC 29928
    /75

    $5,500,000 Open Mon 12PM - 2PM

    • 7 Beds
    • 9 Baths
    • 4,395 Sq Ft

    134 Dune Ln, Hilton Head Island, SC 29928

    Own one of Hilton Head's most coveted beach homes, 134 Dune Lane, an expansive luxury retreat situated on a corner lot directly across from the beach path and 12 miles of pristine beaches. This custom-built second-row home offers peek-a-boo Atlantic Ocean views from multiple floors, with 4 private primary suites, an elevator to all levels, and dual living areas with 65'' TVs. The gourmet kitchen

    Max Gregori William Raveis - Carolina LLC

    134 Dune Ln, Hilton Head Island, SC 29928
  • 2 Midstream, Hilton Head Island, SC 29928
    2 Midstream, Hilton Head Island, SC 29928
    2 Midstream, Hilton Head Island, SC 29928
    /38

    $4,600,000

    • 5 Beds
    • 5.5 Baths
    • 4,200 Sq Ft

    2 Midstream, Hilton Head Island, SC 29928

    Exceptional brand-new construction home in the highly sought-after Palmetto Dunes Resort. This custom-built coastal retreat is designed for relaxation and entertainment, with expansive indoor/outdoor living areas. The private pool features a tanning ledge, waterfall, and spacious patio with outdoor dining, and gas grill. Inside, the open concept living area is anchored by a chef's kitchen with

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    2 Midstream, Hilton Head Island, SC 29928
  • 2 Oakman Branch Rd, Hilton Head Island, SC 29928
    2 Oakman Branch Rd, Hilton Head Island, SC 29928
    2 Oakman Branch Rd, Hilton Head Island, SC 29928
    /67

    $1,675,000

    • 3 Beds
    • 5 Baths
    • 4,736 Sq Ft

    2 Oakman Branch Rd, Hilton Head Island, SC 29928

    This home truly has it all. Rare opportunity to own this custom-built French Country style home offering 4,732 sqft of exceptional living space, all on one level except for a bonus room above the spacious rear-entry two-car garage. This high quality home showcases a private saltwater pool with long lagoon views, a Carolina room for added living space, and excellent bedroom separation. The open

    The Wedgeworth Team Charter One Realty (063)

    2 Oakman Branch Rd, Hilton Head Island, SC 29928
  • 40 Bridgetown Rd, Hilton Head Island, SC 29928
    40 Bridgetown Rd, Hilton Head Island, SC 29928
    40 Bridgetown Rd, Hilton Head Island, SC 29928
    /88

    $1,475,000

    • 4 Beds
    • 3.5 Baths
    • 3,994 Sq Ft

    40 Bridgetown Rd, Hilton Head Island, SC 29928

    Welcome to one of the most luxurious homes on Hilton Head Island! Remarkable quality and design with stunning panoramic golf views. This 4 bedroom 3.1 bath (plus Den) home affords all amenities imaginable. Chefs kitchen, luxurious primary level owners suite, Den/study and so much more including 3 fireplaces, smooth ceilings, and large screen porch with views of the luxurious over-sized private

    Huntley Clisham Group Charter One Realty (063)

    40 Bridgetown Rd, Hilton Head Island, SC 29928
  • 11 Bittern St, Hilton Head Island, SC 29928
    11 Bittern St, Hilton Head Island, SC 29928
    11 Bittern St, Hilton Head Island, SC 29928
    /84

    $2,225,000

    • 5 Beds
    • 3.5 Baths
    • 2,592 Sq Ft

    11 Bittern St, Hilton Head Island, SC 29928

    Location, location, location! Just moments to the beach and Coligny Plaza, this ocean-oriented 5-bedroom home offers the perfect mix of lifestyle and income potential - whether a private getaway, retreat with loved ones, or high-performing STR. Outdoor living shines with a gunite pool, hot tub, grilling station, and multiple lounge/dining areas, all on one, elevated level. The private,

    Collins Group Collins Group Realty (291)

    11 Bittern St, Hilton Head Island, SC 29928
  • 31 Governors Rd, Hilton Head Island, SC 29928
    31 Governors Rd, Hilton Head Island, SC 29928
    31 Governors Rd, Hilton Head Island, SC 29928
    /37

    $2,295,000

    • 4 Beds
    • 3 Baths
    • 2,794 Sq Ft

    31 Governors Rd, Hilton Head Island, SC 29928

    Price improvement in this recently renovated move-in ready Sea Pines home. With many new features, including opening up the floor plan, discover the essence of Lowcountry luxury in this beautiful 4BR, 3BA single-level dream home in the prestigious Club Course area of Sea Pines where short-term rentals are allowed. Blending timeless coastal charm with modern sophistication, this turnkey residence

    Drake Coastal Team Keller Williams Realty (322)

    31 Governors Rd, Hilton Head Island, SC 29928
  • 4 Surf Watch Way, Hilton Head Island, SC 29928
    4 Surf Watch Way, Hilton Head Island, SC 29928
    4 Surf Watch Way, Hilton Head Island, SC 29928
    /100

    $2,275,000

    • 6 Beds
    • 5.5 Baths
    • 4,090 Sq Ft

    4 Surf Watch Way, Hilton Head Island, SC 29928

    Oceanside luxury just steps from Hilton Head Island's world-famous beaches! This fully furnished, turn-key 6BD/5.5BA retreat offers 4,000+ SQFT of living space and over 2,000 SQFT of outdoor entertaining with pool, spa, and fenced turf yard. Proven $125K+ annual rental income with 5-star reviews. Features include hardwood floors, 2 main-level suites, elevator, refinished kitchen (2025), game

    Thomas Kersey Coldwell Banker Access Realty

    4 Surf Watch Way, Hilton Head Island, SC 29928
  • 3 Myrtle Ln, Hilton Head Island, SC 29928
    3 Myrtle Ln, Hilton Head Island, SC 29928
    3 Myrtle Ln, Hilton Head Island, SC 29928
    /85

    $2,600,000

    • 7 Beds
    • 6.5 Baths
    • 4,027 Sq Ft

    3 Myrtle Ln, Hilton Head Island, SC 29928

    Step into your own private paradise with this expansive backyard retreat, perfect for entertaining or unwinding in style. The centerpiece is a sparkling in-ground pool surrounded by lush landscaping and elegant lounge chairs that invite you to soak up the Lowcountry sun. As evening falls, gather around the firepit for cozy conversations under the stars. Multiple outdoor seating areas offer the

    Julie Janning HH Island Real Estate and Rentals (723)

    3 Myrtle Ln, Hilton Head Island, SC 29928
  • 12 Cassina Ln, Hilton Head Island, SC 29928
    12 Cassina Ln, Hilton Head Island, SC 29928
    12 Cassina Ln, Hilton Head Island, SC 29928
    /62

    $5,595,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 3,913 Sq Ft

    12 Cassina Ln, Hilton Head Island, SC 29928

    Its all about the ocean views at 12 Cassina Lane, where coastal luxury meets everyday comfort. Follow the dolphins as they dance in the surf while enjoying your morning coffee or unwinding with a glass of wine in the evening. This inspiring 5-bedroom, 5.5-bath beachfront retreat offers breathtaking ocean views from nearly every room.Designed for seamless indoor-outdoor living, the home features 2

    Joy Vinson Daniel Ravenel Sotheby's International Realty (358)

    12 Cassina Ln, Hilton Head Island, SC 29928
  • 12 Flamingo St, Hilton Head Island, SC 29928
    12 Flamingo St, Hilton Head Island, SC 29928
    12 Flamingo St, Hilton Head Island, SC 29928
    /27

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,052 Sq Ft

    12 Flamingo St, Hilton Head Island, SC 29928

    Looking for a steal of a deal? This is your chance to own a 3BR/2BA coastal charmer with a private pool in the heart of Hilton Head Island. Only five rows and less than 600ft until your feet are on the world-famous beaches of Hilton Head Island, all for under $1.4! Park your car and toss your keys on the counter; you won't need them when you're within an enjoyable walk of Coligny Plaza, Pool Bar

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

    12 Flamingo St, Hilton Head Island, SC 29928
  • 25 Towhee Rd, Hilton Head Island, SC 29926
    25 Towhee Rd, Hilton Head Island, SC 29926
    25 Towhee Rd, Hilton Head Island, SC 29926
    /43

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 2,484 Sq Ft

    25 Towhee Rd, Hilton Head Island, SC 29926

    When entering 25 Towhee you walk through the custom-made wrought iron gate with surrounding fence covered in Carolina Jasmine revealing a private tropical pool setting that embraces you with southern charm. Upon entering the home most guest's first words are "Wow... What a view!!!" as they gaze out to the lagoon and Dolphin Head's 9th hole. The home offers a casual, low country feel bringing the

    Randal Longo I Save Realty (603)

    25 Towhee Rd, Hilton Head Island, SC 29926
  • 3 Avocet Rd Unit 3214, Hilton Head Island, SC 29928
    3 Avocet Rd Unit 3214, Hilton Head Island, SC 29928
    3 Avocet Rd Unit 3214, Hilton Head Island, SC 29928
    /16

    $2,000

    • 2 Beds
    • 2.5 Baths
    • 590 Sq Ft

    3 Avocet Rd Unit 3214, Hilton Head Island, SC 29928

    own week 24 of Hilton Head Island and never wporry about booking again your fixed week is waiting for you. low maint. fee of 929.00 will reservce your 2bed 2bath villa with double bunk bed! 2 minute walk to coligny beach and all it has to offer. bring your toothbrush and shop at the piggly wiggly and enjoy your stress free week.

    Brad Hultz Realty One Group - Lowcountry (597)

    3 Avocet Rd Unit 3214, Hilton Head Island, SC 29928
  • 55 Barcelona Rd Unit 226-1, Hilton Head Island, SC 29928
    55 Barcelona Rd Unit 226-1, Hilton Head Island, SC 29928
    55 Barcelona Rd Unit 226-1, Hilton Head Island, SC 29928
    /35

    $40,000

    • 2 Beds
    • 2 Baths
    • 1,214 Sq Ft

    55 Barcelona Rd Unit 226-1, 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 BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep,

    Lisa Newton The HomesFinder Realty Group

    55 Barcelona Rd Unit 226-1, Hilton Head Island, SC 29928
  • 9 Broad View Ln, Hilton Head Island, SC 29926
    9 Broad View Ln, Hilton Head Island, SC 29926
    9 Broad View Ln, Hilton Head Island, SC 29926
    /38

    $999,999 Open Wed 11AM - 1PM

    • 5 Beds
    • 4 Baths
    • 2,608 Sq Ft

    9 Broad View Ln, Hilton Head Island, SC 29926

    Nestled within the Marshes at Broad Creek, just a leisurely bike ride from the pristine shores of Folly Field Beach, this 5-bed/4 bath home presents a rare opportunity for those seeking an exceptional investment, luxurious vacation retreat, or primary home. This home, which is being sold FULLY FURNISHED, boasts a private heated pool, an expanded driveway, multiple inviting porches with partial

    Jennifer Miotto Beach House Boutique (706)

    9 Broad View Ln, Hilton Head Island, SC 29926
  • 7 Bloom Way, Hilton Head Island, SC 29926
    7 Bloom Way, Hilton Head Island, SC 29926
    7 Bloom Way, Hilton Head Island, SC 29926
    /59

    $1,155,000

    • 3 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    7 Bloom Way, Hilton Head Island, SC 29926

    EXCEPTIONAL island living in a serene gated community, this sophisticated home welcomes you the moment you step inside. Discover this elegant home of unparalleled craftsmanship with fabulous coastal charm designed for your lifestyle of ease and relaxation. Incredible open floor plan, impressive kitchen with hammered copper farmhouse sink, large pantry with custom wood shelving, Quartz countertops

    Deanna Gramoy C 21 A Low Country Realty (060)

    7 Bloom Way, Hilton Head Island, SC 29926
  • 360 Fort Howell Dr, Hilton Head Island, SC 29926
    360 Fort Howell Dr, Hilton Head Island, SC 29926
    360 Fort Howell Dr, Hilton Head Island, SC 29926
    /60

    $1,449,000

    • 4 Beds
    • 4.5 Baths
    • 3,855 Sq Ft

    360 Fort Howell Dr, Hilton Head Island, SC 29926

    Nestled in the peaceful back section of Palmetto Hall, this exquisite 4-bedroom, 4.5-bathroom home offers the perfect blend of luxury and comfort. Situated on a tranquil lagoon, the property boasts a serene setting that is both private and picturesque. Inside, the home features a spacious and inviting layout with a large dining room, a formal living room, and a Main Bedroom suite complete with a

    Reed Team Charter One Realty (063)

    360 Fort Howell Dr, Hilton Head Island, SC 29926
  • 1 Long Brow Rd, Hilton Head Island, SC 29928
    1 Long Brow Rd, Hilton Head Island, SC 29928
    1 Long Brow Rd, Hilton Head Island, SC 29928
    /63

    $1,395,000

    • 4 Beds
    • 5 Baths
    • 4,400 Sq Ft

    1 Long Brow Rd, Hilton Head Island, SC 29928

    Beyond the wrought-iron railings and arched porch, discover an estate where lagoon vistas and a sparkling private pool greet you every day. Set on a generous ~0.49-acre corner lot in one of Hilton Heads most sought-after communities, this nearly 4,400 square foot residence welcomes you in through a two-story foyer that flows into a bright great room overlooking the pool, complete with French

    Collins Group Collins Group Realty (291)

    1 Long Brow Rd, Hilton Head Island, SC 29928

Showing Results 1 - 40, Page 1 of 3

South Carolina Hilton Head

Homes for Sale with Private Pool in Hilton Head, SC

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In Hilton Head, there are currently 116 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, SC and discover your own private oasis to enjoy for years to come.

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