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Hilton Head Island, SC Homes for Sale with Private Pool

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  • 96 Mathews Dr Unit 164, Hilton Head Island, SC 29926
    96 Mathews Dr Unit 164, Hilton Head Island, SC 29926
    96 Mathews Dr Unit 164, Hilton Head Island, SC 29926
    /49

    $292,500

    • 2 Beds
    • 2.5 Baths
    • 1,025 Sq Ft

    96 Mathews Dr Unit 164, Hilton Head Island, SC 29926

    This 2 bedroom 2.5 bathroom Woodlake Villa is a charming coastal retreat! Take delight in low maintenance living with tile and LVP flooring. Admire the shiplap panel ceilings that add a nice finishing touch throughout the first floor as well as the primary bathroom! Some recent improvements include new fans upstairs, 2 new bathroom exhaust fans, new 1/2 bath and storm door, all new appliances

    Agent Photo

    Dacia Allen Team

    Keller Williams Realty (322)

    (833) 847-4055

    96 Mathews Dr Unit 164, Hilton Head Island, SC 29926
  • 11 Jingle Shell Ln, Hilton Head Island, SC 29926
    11 Jingle Shell Ln, Hilton Head Island, SC 29926
    11 Jingle Shell Ln, Hilton Head Island, SC 29926
    /86

    $1,739,000

    • 4 Beds
    • 4 Baths
    • 3,052 Sq Ft

    11 Jingle Shell Ln, Hilton Head Island, SC 29926

    Set on one of the highest elevations on Hilton Head Island (approximately 20 feet above sea level, Zone X), this thoughtfully designed home built in 2021 provides both security and a true sense of retreat-surrounded by mature trees and lush, curated landscaping that creates a secluded, garden-like setting. Inside, the home is equally impressive. Light-filled living spaces with 10+ ft ceilings

    Agent Photo

    Beth DeAngelis

    Keller Williams Realty (322)

    (844) 685-4807

    11 Jingle Shell Ln, Hilton Head Island, SC 29926
  • 9 Bayberry Ln, Hilton Head Island, SC 29928
    9 Bayberry Ln, Hilton Head Island, SC 29928
    9 Bayberry Ln, Hilton Head Island, SC 29928
    /61

    $6,500,000

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

    9 Bayberry Ln, Hilton Head Island, SC 29928

    Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined

    Agent Photo

    Jeff Hunt & Associates

    Dunes Real Estate (065)

    (866) 369-1343

    9 Bayberry Ln, Hilton Head Island, SC 29928
  • 20 Oyster Landing Rd, Hilton Head Island, SC 29928
    20 Oyster Landing Rd, Hilton Head Island, SC 29928
    20 Oyster Landing Rd, Hilton Head Island, SC 29928
    /70

    $3,400,000

    • 5 Beds
    • 4.5 Baths
    • 4,066 Sq Ft

    20 Oyster Landing Rd, Hilton Head Island, SC 29928

    This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy privacy with minimal care in this natural landscape environment. The quality craftsmanship features shiplap, beams, heart of pine flooring, chef's kitchen, an elevator, and multiple fireplaces. Both rear porches and a lower

    Agent Photo

    Wendy Corbitt

    Sea Pines Real Estate - Beach Club (507)

    (844) 357-4189

    20 Oyster Landing Rd, Hilton Head Island, SC 29928
  • 2 Nighthawk St, Hilton Head Island, SC 29928
    2 Nighthawk St, Hilton Head Island, SC 29928
    2 Nighthawk St, Hilton Head Island, SC 29928
    /70

    $2,450,000

    • 6 Beds
    • 4 Baths
    • 3,130 Sq Ft

    2 Nighthawk St, Hilton Head Island, SC 29928

    Phenomenal 5th Row Beach home in North Forest Beach! Currently utilized as a thriving investment rental home with year to year average ROI of $159,000. This fully furnished 6 bedroom, 4 bathroom coastal retreat boasts an additional loft- providing extra sleeping quarters with a full bathroom. Admire the stunning rooftop deck that overlooks the spacious green space, courtyard with barbecue area

    Agent Photo

    Dacia Allen Team

    Keller Williams Realty (322)

    (866) 254-6193

    2 Nighthawk St, Hilton Head Island, SC 29928
  • 10 Off Shore, Hilton Head Island, SC 29928
    10 Off Shore, Hilton Head Island, SC 29928
    10 Off Shore, Hilton Head Island, SC 29928
    /25

    $1,599,000

    • 3 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    10 Off Shore, Hilton Head Island, SC 29928

    Walk to the Beach in Palmetto Dunes! Located in the highly desirable, gated Palmetto Dunes oceanfront community, this single level coastal home offers an exceptional opportunity for both primary living, vacation home or investment property. Featuring 3 bedrooms and 3.5 baths, the home boasts separate living areas, a large kitchen, fireplace, and vaulted ceilings that create an open feel

    Agent Photo

    Beth Drake

    Keller Williams Realty

    (833) 716-7558

    10 Off Shore, Hilton Head Island, SC 29928
  • 14 Wimbledon Ct Unit 123-1, Hilton Head Island, SC 29928
    14 Wimbledon Ct Unit 123-1, Hilton Head Island, SC 29928
    14 Wimbledon Ct Unit 123-1, Hilton Head Island, SC 29928
    /28

    $32,000

    • 2 Beds
    • 2 Baths
    • 1,294 Sq Ft

    14 Wimbledon Ct Unit 123-1, Hilton Head Island, SC 29928

    2 BR, 2 BA fixed 10 week share unit. First week of January - the second week of March. Desirable first floor unit. Balcony view of the pool. Short stroll to the beach and all amenities.

    Mary Amonitti Dunes Real Estate (065)

    14 Wimbledon Ct Unit 123-1, Hilton Head Island, SC 29928
  • 4 White Hall Ct, Hilton Head Island, SC 29928
    4 White Hall Ct, Hilton Head Island, SC 29928
    4 White Hall Ct, Hilton Head Island, SC 29928
    /6

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,263 Sq Ft

    4 White Hall Ct, Hilton Head Island, SC 29928

    Beautiful Long Cove home with swimming pool & spa. This well-maintained home features 4-bedrooms, 3 1/2 baths, an office/study, screened porch w/ gas fireplace, covered front & rear porches, two-car garage and long-lagoon views. Other features include beautiful wood and tile floors, quartz countertops, stainless steel appliances, two-story ceilings in the living room, walk-in closets, ample

    Mark Lynch Dunes Real Estate (065)

    4 White Hall Ct, 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
    /100

    $4,300,000

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

    12 Port Tack, Hilton Head Island, SC 29928

    Your Absolute Dream Awaits & with only a 4-minute walk to the beach!!Step inside this stunning, *recently renovated* luxury masterpiece nestled in an exclusive *beachside gated community*. This *Goliath-sized, breathtaking home* isn't just a place to live — it's a lifestyle and a lucrative investment, generating *consistent short-term rental income* Enjoy a very short walk to the beach, one

    Sarah Christofek eXp Realty LLC - Bluffton

    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
  • 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

    $10,995,000

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

    90 Tidewater Manor, Hilton Head Island, SC 29926

    Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an

    Maxey Distinctiv Properties 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

    $1,395,000

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

    101 Sandcastle Ct, Hilton Head Island, SC 29928

    Sale subject to third-party/lender approval. Seller pursuing short sale. Property sold as-is. 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

    Rick Ross RE/MAX Island Realty (521)

    101 Sandcastle Ct, Hilton Head Island, SC 29928
  • 154 S Shore Dr Unit 154, Hilton Head Island, SC 29928
    154 S Shore Dr Unit 154, Hilton Head Island, SC 29928
    154 S Shore Dr Unit 154, Hilton Head Island, SC 29928
    /79

    $5,249,000

    • 5 Beds
    • 4.5 Baths
    • 4,698 Sq Ft

    154 S Shore Dr Unit 154, Hilton Head Island, SC 29928

    A rare opportunity to be on the oceanfront in Leamington's exclusive private beach and golf community! This 5 BR, 4.5 BA Townhome at South Shore nestles quietly amidst the palms and Spanish Moss draped trees all in a park-like Lowcountry setting right on the Atlantic Ocean! As you enter the front door you know you've arrived! Beautifully appointed kitchen, dining room and living room with 2-story

    Kathy Klein Dunes Real Estate (065)

    154 S Shore Dr Unit 154, Hilton Head Island, SC 29928
  • 24 Spartina Dr, Hilton Head Island, SC 29926
    24 Spartina Dr, Hilton Head Island, SC 29926
    24 Spartina Dr, Hilton Head Island, SC 29926
    /57

    $1,400,000

    • 3 Beds
    • 5 Baths
    • 2,953 Sq Ft

    24 Spartina Dr, Hilton Head Island, SC 29926

    Experience Lowcountry living in this beautifully updated 3BR, 3.2BA home offering stunning tidal marsh to golf views of the signature 14th hole of the South Course, framed by iconic live oaks. Enjoy stunning sunsets, abundant wildlife, and peaceful scenery from your private backyard oasis featuring a fully enclosed saltwater pool and spacious trex deck.Inside, engineered hardwood flooring flows

    Herman and Davis Properties Charter One Realty (063C)

    24 Spartina Dr, Hilton Head Island, SC 29926
  • 8 Leamington Ln, Hilton Head Island, SC 29928
    8 Leamington Ln, Hilton Head Island, SC 29928
    8 Leamington Ln, Hilton Head Island, SC 29928
    /75

    $2,800,000

    • 4 Beds
    • 4.5 Baths
    • 4,340 Sq Ft

    8 Leamington Ln, Hilton Head Island, SC 29928

    Discover the pinnacle of Lowcountry living in this grand, stately home located within the exclusive gated community of Leamington inside Palmetto Dunes Resort. This residence features breathtaking, direct views of the 18th hole of the prestigious Arthur Hills golf course. Designed for convenience, the massive primary suite, a dedicated office, and the main living areas are all on the first floor.

    Donna Thomas Sea Pines Real Estate - Beach Club (507)

    8 Leamington Ln, Hilton Head Island, SC 29928
  • 5 Gumtree Rd Unit I-19, Hilton Head Island, SC 29926
    5 Gumtree Rd Unit I-19, Hilton Head Island, SC 29926
    5 Gumtree Rd Unit I-19, Hilton Head Island, SC 29926
    /35

    $280,000

    • 2 Beds
    • 2.5 Baths
    • 1,120 Sq Ft

    5 Gumtree Rd Unit I-19, Hilton Head Island, SC 29926

    This villa offers a bright, fresh, move-in-ready feel with NEW FLOORING THROUGHOUT ... FRESH PAINT ... NEW LIGHT FIXTURES AND CEILING FANS THROUGHOUT ... UPDATED VANITIES ... NEW BATHROOM FIXTURES ... A NEW TOILET ... and a STYLISH KITCHEN BACKSPLASH that adds a clean, modern touch ... plus a NEW STOVE AND DISPOSAL for everyday convenience. SKYLIGHTS fill the space with natural light ... the

    Elite Group Real Broker, LLC (840)

    5 Gumtree Rd Unit I-19, Hilton Head Island, SC 29926
  • 35 Saint George Rd, Hilton Head Island, SC 29928
    35 Saint George Rd, Hilton Head Island, SC 29928
    35 Saint George Rd, Hilton Head Island, SC 29928
    /68

    $2,150,000 Open Fri 1PM - 4PM

    • 4 Beds
    • 5 Baths
    • 3,000 Sq Ft

    35 Saint George Rd, Hilton Head Island, SC 29928

    A rare opportunity to experience the full island lifestyle. This exceptional residence is a distinctive and private retreat within Palmetto Dunes, one of Hilton Head Island's most sought-after oceanfront communities. Perfectly positioned for privacy and designed to reflect the very best of island living. Set along the scenic 11-mile lagoon and situated just moments from the beach (with access

    Sabrina Zeoli Charter One Realty (063C)

    35 Saint George Rd, Hilton Head Island, SC 29928
  • 19 Singleton Beach Place, Hilton Head Island, SC 29928
    19 Singleton Beach Place, Hilton Head Island, SC 29928
    19 Singleton Beach Place, Hilton Head Island, SC 29928
    /59

    $5,495,000

    • 6 Beds
    • 6.5 Baths
    • 4,147 Sq Ft

    19 Singleton Beach Place, Hilton Head Island, SC 29928

    Experience the perfect blend of luxury, comfort, and investment potential in this exceptional coastal retreat on sought-after Singleton Beach. Designed for both personal enjoyment and income generation, this property offers a rare opportunity to own a high-performing vacation home in one of Hilton Head's most desirable ocean-oriented communities.Thoughtfully designed with spacious living areas,

    Chris Sankowski Palmetto Coast Realty Group (1055)

    19 Singleton Beach Place, Hilton Head Island, SC 29928
  • 1 Bittern St, Hilton Head Island, SC 29928
    1 Bittern St, Hilton Head Island, SC 29928
    1 Bittern St, Hilton Head Island, SC 29928
    /51

    $1,495,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    1 Bittern St, Hilton Head Island, SC 29928

    A Lowcountry backyard setup with a premium location just steps from the Atlantic Ocean! Set on a corner lot with a private pool in North Forest Beach, 1 Bittern is a coastal 3-bedroom/2-bathroom home, situated at a stone's throw from the sand & the 60 shops/restaurants at Coligny Plaza. With an established rental history and the added advantage of starting ownership with solid summer bookings

    Brandon Greenplate Greenplate Group Brokered by eXp Realty (985)

    1 Bittern St, Hilton Head Island, SC 29928
  • 34 N Live Oak Rd, Hilton Head Island, SC 29928
    34 N Live Oak Rd, Hilton Head Island, SC 29928
    34 N Live Oak Rd, Hilton Head Island, SC 29928
    /72

    $3,295,000

    • 5 Beds
    • 5.5 Baths
    • 4,334 Sq Ft

    34 N Live Oak Rd, Hilton Head Island, SC 29928

    Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and

    Lorri Lewis Sea Pines RE At The Beach Club

    34 N Live Oak Rd, Hilton Head Island, SC 29928
  • 7 Red Maple Rd, Hilton Head Island, SC 29928
    7 Red Maple Rd, Hilton Head Island, SC 29928
    7 Red Maple Rd, Hilton Head Island, SC 29928
    /60

    $2,625,000

    • 4 Beds
    • 4 Baths
    • 3,400 Sq Ft

    7 Red Maple Rd, Hilton Head Island, SC 29928

    Gorgeous! Just gorgeous! Extensively renovated in 2022, this beautifully reimagined, single-level, Sea Pines residence blends refined design with exceptional privacy on an oversized (1/2 acre+) property. Relax and recharge and take a refreshing dip in the private pool with scenic golf views beyond, while the cart path on the other side of the fairway adds to the privacy. The open, light-filled

    Collins Group Collins Group Realty (291)

    7 Red Maple Rd, Hilton Head Island, SC 29928
  • 10 Windjammer Ct, Hilton Head Island, SC 29928
    10 Windjammer Ct, Hilton Head Island, SC 29928
    10 Windjammer Ct, Hilton Head Island, SC 29928
    /59

    $2,095,000

    • 3 Beds
    • 3.5 Baths
    • 2,493 Sq Ft

    10 Windjammer Ct, Hilton Head Island, SC 29928

    Experience effortless Lowcountry luxury in this beautifully renovated, low-maintenance home, perfectly positioned in the heart of Harbour Town-home of the famous PGA Tour event and ideally situated between holes 10 and 18. For the first time being publicly available in nearly 25 years, the residence has undergone a comprehensive whole-home renovation, including a new roof, water heater, flooring,

    Eric Kuhn Howard Hanna Allen Tate Lowcountry (222)

    10 Windjammer Ct, Hilton Head Island, SC 29928
  • 33 Stoney Creek Rd, Hilton Head Island, SC 29928
    33 Stoney Creek Rd, Hilton Head Island, SC 29928
    33 Stoney Creek Rd, Hilton Head Island, SC 29928
    /42

    $1,590,000

    • 3 Beds
    • 3 Baths
    • 1,862 Sq Ft

    33 Stoney Creek Rd, Hilton Head Island, SC 29928

    33 Stoney Creek is a charming marsh view cottage only steps away from all Harbour Town has to offer! One level with 3 bedrooms and 3 full baths this home is easy to enjoy with a loft that can easily be a 4th sleeping area for family and friends. The beautiful private pool allows the perfect blend of privacy and convenience. Enjoy peaceful mornings overlooking the marsh and afternoons by the pool,

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

    33 Stoney Creek Rd, Hilton Head Island, SC 29928
  • 41 Mooring Buoy, Hilton Head Island, SC 29928
    41 Mooring Buoy, Hilton Head Island, SC 29928
    41 Mooring Buoy, Hilton Head Island, SC 29928
    /27

    $2,695,000

    • 3 Beds
    • 3.5 Baths
    • 2,492 Sq Ft

    41 Mooring Buoy, Hilton Head Island, SC 29928

    Beautiful architectural design House with a distinctive curb appeal. Large floor to ceiling windows to feel connected to the tropical outside, steps away from the beach. Newly painted inside and out. Updated Gourmet kitchen stainless steel appliances and new quartz countertops. Extra large Pool with 9 foot deep end and built in bench. Private dock to cruise the 11 mile canal system. Lot has a

    Randal Longo I Save Realty (603)

    41 Mooring Buoy, Hilton Head Island, SC 29928
  • 6 Quail St, Hilton Head Island, SC 29928
    6 Quail St, Hilton Head Island, SC 29928
    6 Quail St, Hilton Head Island, SC 29928
    /78

    $2,730,000

    • 6 Beds
    • 5.5 Baths
    • 2,808 Sq Ft

    6 Quail St, Hilton Head Island, SC 29928

    Experience the ultimate beach retreat 3 rows from the ocean, designed for unforgettable vacations and exceptional rental income. Just a short walk to the sand and moments from Coligny Plaza, this six bedroom, five and a half bath property blends coastal comfort with resort style amenities, creating a true Lowcountry getaway.Inside, the home offers a vibrant and welcoming layout ideal for

    Herman and Davis Properties Charter One Realty (063C)

    6 Quail St, Hilton Head Island, SC 29928
  • 49 Widewater Rd, Hilton Head Island, SC 29926
    49 Widewater Rd, Hilton Head Island, SC 29926
    49 Widewater Rd, Hilton Head Island, SC 29926
    /62

    $1,450,000

    • 4 Beds
    • 4.5 Baths
    • 3,448 Sq Ft

    49 Widewater Rd, Hilton Head Island, SC 29926

    Welcome to 49 Widewater in the highly sought-after waterfront community of Spanish Wells. Set on over 1.4 acres, this beautiful Lowcountry home offers exceptional privacy, expansive outdoor space, and a stunning private pool-perfect for relaxing or entertaining. A charming front porch welcomes you into the home, where you'll find a bright two-story living room filled with natural light. The open

    The Wedgeworth Team Charter One Realty (063C)

    49 Widewater Rd, Hilton Head Island, SC 29926
  • 8 Long Brow Rd, Hilton Head Island, SC 29928
    8 Long Brow Rd, Hilton Head Island, SC 29928
    8 Long Brow Rd, Hilton Head Island, SC 29928
    /99

    $1,745,000

    • 4 Beds
    • 4 Baths
    • 4,298 Sq Ft

    8 Long Brow Rd, Hilton Head Island, SC 29928

    NEW TO MARKET - A Masterpiece Reimagined. Experience the pinnacle of Long Cove living in this absolutely gorgeous, Cambridge-built estate, recently transformed by extensive high-end renovations. Situated on a premium, ultra-private homesite on a quiet street, this residence is enveloped by breathtaking views of a tranquil lagoon on two sides and views of the 11th green. Step into an elegant front

    Karen Ryan Howard Hanna Allen Tate Lowcountry (222)

    8 Long Brow Rd, Hilton Head Island, SC 29928
  • 35 Wexford Club Dr, Hilton Head Island, SC 29928
    35 Wexford Club Dr, Hilton Head Island, SC 29928
    35 Wexford Club Dr, Hilton Head Island, SC 29928
    /58

    $2,195,000

    • 4 Beds
    • 4.5 Baths
    • 4,213 Sq Ft

    35 Wexford Club Dr, Hilton Head Island, SC 29928

    Wexford Jewel - Turnkey Perfection! Exquisitely remodeled and in impeccable condition, this home leaves no detail overlooked. The kitchen has been fully updated with quartz countertops, and high-end finishes throughout. Fresh paint, new fixtures, and gleaming hardwood floors run throughout the main living areas, creating a bright and inviting atmosphere. The spacious living room boasts high

    The Wedgeworth Team Charter One Realty (063C)

    35 Wexford Club Dr, Hilton Head Island, SC 29928
  • 8 Curlew Rd, Hilton Head Island, SC 29928
    8 Curlew Rd, Hilton Head Island, SC 29928
    8 Curlew Rd, Hilton Head Island, SC 29928
    /70

    $4,275,000

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

    8 Curlew Rd, Hilton Head Island, SC 29928

    Turnkey short- term rental with proven income history in top tier coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located

    Tracy Hawk Hilton Head Real Estate Partners (510)

    8 Curlew Rd, Hilton Head Island, SC 29928
  • 23 Holloman Trace, Hilton Head Island, SC 29928
    23 Holloman Trace, Hilton Head Island, SC 29928
    23 Holloman Trace, Hilton Head Island, SC 29928
    /99

    $3,975,000

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

    23 Holloman Trace, Hilton Head Island, SC 29928

    Turnkey short term rental with proven rental history in top tier coastal area! LARGEST 4TH ROW HOME ON MARKET! Secure a vacation home that offsets its costs. Professional property management company manages this home. New beach access for street in 2025! Gross 205K rentals for 2025. This stunning home steps to the ocean on Hilton Head Island features 7 BR 7 1/2 BA with an open floorplan, large

    Tracy Hawk Hilton Head Real Estate Partners (510)

    23 Holloman Trace, Hilton Head Island, SC 29928
  • 15 Deallyon Ave Unit 59, Hilton Head Island, SC 29928
    15 Deallyon Ave Unit 59, Hilton Head Island, SC 29928
    15 Deallyon Ave Unit 59, Hilton Head Island, SC 29928
    /23

    $559,000

    • 2 Beds
    • 2.5 Baths
    • 1,346 Sq Ft

    15 Deallyon Ave Unit 59, Hilton Head Island, SC 29928

    Nestled in one of the most desirable locations on Hilton Head Island, this beautifully updated 2-bedroom, 2.5-bath villa is just steps from the beach. Tastefully furnished and thoughtfully designed, it offers the perfect coastal retreat-ideal for relaxing getaways or as a strong vacation rental opportunity. Completely renovated, the villa features a luxury kitchen and beautifully updated baths,

    Les Jones Charter One Realty (063C)

    15 Deallyon Ave Unit 59, Hilton Head Island, SC 29928
  • 50 N Calibogue Cay Rd, Hilton Head Island, SC 29928
    50 N Calibogue Cay Rd, Hilton Head Island, SC 29928
    50 N Calibogue Cay Rd, Hilton Head Island, SC 29928
    /65

    $3,475,000

    • 4 Beds
    • 4 Baths
    • 5,034 Sq Ft

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

    Rare opportunity to own a spectacular Lowcountry marshfront deepwater estate on nearly an acre along one of Sea Pines' most coveted streets. This fully reimagined 5,034-square-foot residence blends luxury, privacy, and breathtaking coastal scenery. The home features a first-floor primary suite, three guest retreats, den, elevator, and a chef's kitchen appointed with GE Monogram appliances. An

    Herman and Davis Properties Charter One Realty (063C)

    50 N Calibogue Cay Rd, Hilton Head Island, SC 29928
  • 22 Blue Heron Point, Hilton Head Island, SC 29926
    22 Blue Heron Point, Hilton Head Island, SC 29926
    22 Blue Heron Point, Hilton Head Island, SC 29926
    /88

    $1,895,000

    • 4 Beds
    • 3.5 Baths
    • 3,064 Sq Ft

    22 Blue Heron Point, Hilton Head Island, SC 29926

    Step into a lifestyle of effortless luxury and outdoor adventure on this sprawling .573-acre estate. This backyard oasis is built for hosting, featuring a private dock with boat lift, a sparkling pool, and an outdoor fireplace-with plenty of room left for your dream outdoor kitchen and bar. Enjoy years of worry-free living thanks to the low-maintenance metal roof and cement board siding. Inside,

    Hampton Bennett Keller Williams Realty (322)

    22 Blue Heron Point, Hilton Head Island, SC 29926
  • 7 Lavender Cir, Hilton Head Island, SC 29926
    7 Lavender Cir, Hilton Head Island, SC 29926
    7 Lavender Cir, Hilton Head Island, SC 29926
    /83

    $1,099,000

    • 3 Beds
    • 4 Baths
    • 3,200 Sq Ft

    7 Lavender Cir, Hilton Head Island, SC 29926

    Welcome to 7 Lavender Circle, a beautifully designed residence located in the desirable Silver Moss community on Hilton Head Island. Built in 2018, this thoughtfully crafted home offers approximately 3,200 square feet of living space with three bedrooms and four full bathrooms, combining modern coastal style with comfortable everyday living. From the moment you step inside, you'll notice the

    Calynn Altizer Keller Williams Realty (322)

    7 Lavender Cir, Hilton Head Island, SC 29926
  • 104 Cordillo Pkwy Unit G8, Hilton Head Island, SC 29928
    104 Cordillo Pkwy Unit G8, Hilton Head Island, SC 29928
    104 Cordillo Pkwy Unit G8, Hilton Head Island, SC 29928
    /9

    $256,000

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    104 Cordillo Pkwy Unit G8, Hilton Head Island, SC 29928

    This condo is nestled in a great location on Hilton Head Island. You are only 5-10 minute walk or short bike-ride to the epicenter of Hilton Head which features lots of shopping, many restaurants and beach access at Coligny Beach Park. On the property there are tennis and pickle ball courts available on a first come first serve basis. This condo has been completely renovated this year, with one

    Steven Koleno Beycome Brokerage Realty LLC

    104 Cordillo Pkwy Unit G8, Hilton Head Island, SC 29928
  • 5 Tanglewood Dr Unit 705, Hilton Head Island, SC 29928
    5 Tanglewood Dr Unit 705, Hilton Head Island, SC 29928
    5 Tanglewood Dr Unit 705, Hilton Head Island, SC 29928
    /32

    $564,900

    • 2 Beds
    • 2.5 Baths
    • 980 Sq Ft

    5 Tanglewood Dr Unit 705, Hilton Head Island, SC 29928

    Turnkey, fully furnished 2BR/2.5BA Tanglewood townhome with rentals already on the books for 2026. Ideally located within near distance to Celebration Park, Coligny Plaza, and the Atlantic Ocean. This beautifully updated villa offers peaceful lagoon and landscape views, tasteful coastal décor, and thoughtful upgrades throughout. Recent improvements include a quartz kitchen with soft-close

    Tierra Schaffer Daniel Ravenel Sotheby's International Realty (358)

    5 Tanglewood Dr Unit 705, Hilton Head Island, SC 29928
  • 59 Carnoustie Rd Unit 239, Hilton Head Island, SC 29928
    59 Carnoustie Rd Unit 239, Hilton Head Island, SC 29928
    59 Carnoustie Rd Unit 239, Hilton Head Island, SC 29928
    /27

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,473 Sq Ft

    59 Carnoustie Rd Unit 239, Hilton Head Island, SC 29928

    Rare Opportunity on the 18th Hole - Palmetto Dunes, Hilton Head Island: Imagine waking up to sweeping views of the legendary 8th hole of the Fazio Course - one of Hilton Head Island's most celebrated layouts. This 2-bedroom, 2-bath end unit villa offers the bones of something truly special, ready for the next owner to bring their vision to life and create a fully custom retreat in one of the

    David Gerwels EXP Realty LLC (938)

    59 Carnoustie Rd Unit 239, Hilton Head Island, SC 29928
  • 72 Lawton Rd, Hilton Head Island, SC 29928
    72 Lawton Rd, Hilton Head Island, SC 29928
    72 Lawton Rd, Hilton Head Island, SC 29928
    /47

    $2,250,000

    • 5 Beds
    • 4 Baths
    • 2,700 Sq Ft

    72 Lawton Rd, Hilton Head Island, SC 29928

    Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil

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

    72 Lawton Rd, Hilton Head Island, SC 29928
  • 153 Mooring Buoy, Hilton Head Island, SC 29928
    153 Mooring Buoy, Hilton Head Island, SC 29928
    153 Mooring Buoy, Hilton Head Island, SC 29928
    /57

    $2,985,000

    • 5 Beds
    • 5 Baths
    • 3,050 Sq Ft

    153 Mooring Buoy, Hilton Head Island, SC 29928

    Coastal splendor meets modern luxury in this freshly renovated 5 bedroom, 5 bath Palmetto Dunes home. Positioned fourth row ocean, this Low Country style property is a true self contained resort just steps from the southeast's favorite beach. The newly imagined interior boasts family gathering areas framed by ample natural light and beautiful wood flooring, while the expanded chefs kitchen

    Joshua Johnson The Hilton Head Agency (538)

    153 Mooring Buoy, Hilton Head Island, SC 29928
  • 32 Corrine Ln, Hilton Head Island, SC 29928
    32 Corrine Ln, Hilton Head Island, SC 29928
    32 Corrine Ln, Hilton Head Island, SC 29928
    /77

    $1,399,000

    • 6 Beds
    • 6 Baths
    • 3,189 Sq Ft

    32 Corrine Ln, Hilton Head Island, SC 29928

    This better-than-new mid-island home is an ideal second residence or rental! This home was originally bought as a second home. As their needs changed, they also offered seasonal rentals. Therefore, the house has a solid rental history, however, since this original owner bought it with the intention of it being a second home, EVERYTHING has been meticulously maintained. This 3,500+ square-foot,

    Tom Simonetti Coastal Neighborhood Properties LLC (880)

    32 Corrine Ln, Hilton Head Island, SC 29928

Showing Results 1 - 40, Page 1 of 4

South Carolina Beaufort County Hilton Head Island

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

Home Trends in Hilton Head Island, SC

On average, homes in Hilton Head Island, SC sell after 77 days on the market compared to the national average of 55 days. The median sale price for homes in Hilton Head Island, SC over the last 12 months is $775,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$915,000
Median Townhouse Sale Price
$807,000
Median 2 Bedroom Sale Price
$468,250
Median 1 Bedroom Sale Price
$337,500
Average Price Per Sq Ft
$499
Number of Homes for Sale
625
Last 12 months Home Sales
2,009
Months of Supply
3.70
Median List Price
$765,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-1%

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.

How to Buy a Home How to Finance a Home How to Sell a Home

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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