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Hilton Head Island, SC Homes for Sale in a Gated Community

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  • /52

    $947,500

    • 3 Beds
    • 3 Baths
    • 1,504 Sq Ft

    78 Shell Ring Rd, Hilton Head Island, SC 29928

    Buy a house for the price of a villa! You'll love this turn-key, remodeled 3 bed/3bath home in Carolina Place, Sea Pines w/ a great rental history. It's a short walk to a huge community pool, spa and tennis court -- for owners and guests only. Carolina Place is home ownership w/o the maintenance headaches. The HOA ($290/mo) covers weekly home landscaping, trash collection, monthly pest control

    John Coulter Sea Pines RE At The Beach Club

    78 Shell Ring Rd, Hilton Head Island, SC 29928
  • /65

    $1,089,000

    • 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 Head's beaches, you're minutes from morning walks, bike rides, and time on the fairways or courts. New windows, interior doors, and wide-plank

    Garrett Vilcheck William Raveis - Carolina LLC

    17 Bridgeport Ln, Hilton Head Island, SC 29928
  • /59

    $750,000

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

    21 Lake Forest Dr Unit 3342, Hilton Head Island, SC 29928

    Luxury furnished 2 bedroom, 2 bathroom villa with approx. 1,260 sq ft in the private and highly desirable Lake Forest community in Sea Pines on Hilton Head Island. This elevated single-story end unit offers excellent privacy, added natural light from side windows, and an expanded floor plan that creates a bright, open living area. The updated kitchen features stainless steel appliances, granite

    Eoin O’Driscoll Daniel Ravenel Sotheby's Inte

    21 Lake Forest Dr Unit 3342, Hilton Head Island, SC 29928
  • /10

    $1,950,000 New Construction

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

    321 Fort Howell Dr, Hilton Head Island, SC 29926

    Southern Charm meets Lowcountry Luxury in this new construction, Custom Home in beautiful Palmetto Hall. Set for Summer 2026 completion. Stunning features include soaring ceilings, 4 spacious en-suite bedrooms, first-floor primary suite, dedicated office, 4.5 baths, chef's kitchen with large island and luxury stainless steel appliances, Amazing Golf Course views, 2 way indoor/outdoor Tabby Shell

    Kimberly Mcelman Harbour & Home Real Estate

    321 Fort Howell Dr, Hilton Head Island, SC 29926
  • /48

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    200 Colonnade Club Unit 201, Hilton Head Island, SC 29928

    This updated first-floor villa in Shipyard is the second home (or full-time escape) you've been looking for. With peaceful lagoon views and a peek at the fairway beyond, this 2-bedroom, 2-bath retreat makes island living easy. Tucked inside one of Hilton Head's most sought-after gated communities, it's all about comfort, simplicity, and coastal style. Inside, the single-level layout flows easily

    Garrett Vilcheck William Raveis - Carolina LLC

    200 Colonnade Club Unit 201, Hilton Head Island, SC 29928
  • /80

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,493 Sq Ft

    62 Yorkshire Dr, Hilton Head Island, SC 29928

    Experience luxury living at its finest in this beautifully reimagined 4-bedroom residence on one of Wexford's most prized homesites. Offering over 5,490 sq ft of refined living space, this home showcases exceptional updates throughout, including a stunning chef's kitchen with custom cabinetry and top-of-the-line appliances. The main-level primary suite features a lavish spa-inspired bath with a

    Robert Rini RE/MAX Island Realty Inc.

    62 Yorkshire Dr, Hilton Head Island, SC 29928
  • /23

    $115,000

    • Land
    • 0.16 Acre
    • $718,750 per Acre

    49 Royal Pointe Dr, Hilton Head Island, SC 29926

    Discover your perfect canvas for creating the ultimate Hilton Head Island retreat on this exceptional corner lot in the prestigious Moss Creek community. This prime vacant property offers a rare combination of privacy and natural beauty, nestled among mature trees with stunning tidal marsh and lagoon views that change with the tides. The elevated corner position provides excellent building

    Kathy Bolton RE/MAX Island Realty Inc.

    49 Royal Pointe Dr, Hilton Head Island, SC 29926
  • /41

    $739,000

    • 3 Beds
    • 3 Baths
    • 1,653 Sq Ft

    15 Indigo Run Dr Unit 8, Hilton Head Island, SC 29926

    Coming Soon!

    Lorri Lewis Sea Pines RE At The Beach Club

    15 Indigo Run Dr Unit 8, Hilton Head Island, SC 29926
  • /60

    $932,500

    • 4 Beds
    • 3 Baths
    • 1,820 Sq Ft

    17 Lake Forest Dr Unit 3348, Hilton Head Island, SC 29928

    Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat.

    Scott Love Real Broker LLC

    17 Lake Forest Dr Unit 3348, Hilton Head Island, SC 29928
  • /59

    $665,000

    • 3 Beds
    • 2.5 Baths
    • 1,889 Sq Ft

    91 Jarvis Creek Ln, Hilton Head Island, SC 29926

    The BEST value for long marsh views on Hilton Head Island! Enjoy stunning sunrises and sunsets from your main living area and primary bedroom, as well as two decks - plus a finished walk-out patio on the ground floor. Nature preserve beyond the marsh ensures no homes will ever obstruct your view. This highly desirable gated community features a low HOA and community pool, and the home is tucked

    Daryn Vucelik Keller Williams Realty

    91 Jarvis Creek Ln, Hilton Head Island, SC 29926
  • /29

    $1,475,000

    • 2 Beds
    • 2 Baths
    • 1,109 Sq Ft

    21 S Forest Beach Dr Unit 210, Hilton Head Island, SC 29928

    You're lookin at a true gem on HH Island, #210 is a standout in the prestigious Shorewood complex, offering rare, direct, unobstructed oceanfront views, perfect for sunrise viewing. Complete renovation with new furnishings, expanded open kitchen, and coastal decor throughout. Meticulously maintained and currently on the short-term rental market, and easy access to the 2nd floor location via

    Bob Jones Howard Hanna Allen Tate Lowcou

    21 S Forest Beach Dr Unit 210, Hilton Head Island, SC 29928
  • /48

    $379,900

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    380 Marshland Rd Unit H36, Hilton Head Island, SC 29926

    A beautiful updated 2 bedroom, 2 bath villa in the gated community of Summer House. New washer, dryer, microwave and dishwasher and interior recently freshly painted. Summer House has resort-style amenities including a pool, fitness center, car wash stations and in conveniently located off Cross Island and Marshland Road, providing easy access to HH beaches, shopping and restaurants and a short

    Susan Schiavon RE/MAX Island Realty Inc.

    380 Marshland Rd Unit H36, Hilton Head Island, SC 29926
  • /30

    $829,000

    • 3 Beds
    • 3 Baths
    • 1,688 Sq Ft

    113 Shipyard Dr Unit 130, Hilton Head Island, SC 29928

    Welcome to your coastal retreat! This stunning 3-bed, 3-bath villa is perfectly situated within walking distance to the sun-kissed beaches of Hilton Head Island and offers the ultimate blend of comfort, luxury and convenience. Step inside to find a bright and airy open-concept living space, tastefully designed with coastal charm and modern finishes. Each of the three spacious bedrooms comes with

    Chaz Holden RE/MAX Island Realty Inc.

    113 Shipyard Dr Unit 130, Hilton Head Island, SC 29928
  • /56

    $342,000

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    380 Marshland Rd Unit D34, Hilton Head Island, SC 29926

    Highly Motivated Sellers, Turnkey & Ready to Go! Welcome to your private and secluded penthouse retreat in the sought-after Summer House Villas. This immaculate end-unit, 2BR | 2BA condo offers serene, wooded views and effortless living; perfect as a primary residence or second home. Highlights include wood floors throughout, cathedral ceilings, a cozy fireplace, walk-in closets, custom lighting,

    David Thornton IV William Raveis - Carolina LLC

    380 Marshland Rd Unit D34, Hilton Head Island, SC 29926
  • /46

    $279,999

    • 1 Bed
    • 1 Bath
    • 560 Sq Ft

    40 Folly Field Rd Unit 346a, Hilton Head Island, SC 29928

    Beautiful ocean views from this updated villa. Incredible mid-island location in a gated, ocean front, amenity rich community. Solid surface floors throughout, built in bunks, a sleeper sofa for added guests, updated kitchen with granite countertops and pretty backsplash. Nice electric fireplace for the cooler weather too. This unit is cute, coastal and turn key. Keep it as your private

    Deanna Gramoy Century 21 A LowCountry Realty

    40 Folly Field Rd Unit 346a, 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

    Instant Buyer Bonus - 2026 Maintenance Charge paid by the seller - No prorations at closing! Unique opportunity to own 3 of the 4 deeded quartershares in one unit! With 3/4 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

    Lisa Newton The HomesFinder Realty Group

    55 Barcelona Rd Unit 270 A, C, D, Hilton Head Island, SC 29928
  • /60

    $839,000

    • 3 Beds
    • 3.5 Baths
    • 1,733 Sq Ft

    125 Shipyard Dr Unit 188, Hilton Head Island, SC 29928

    Close to the beach and ready for you! Located in Shipyard's closest villa complex to the beach, this updated coastal retreat offers the perfect blend of comfort, style and convenience. Great natural light, room separation, 3 bedrooms & 3.5 bathrooms, and a large outdoor deck make it as comfortable for a crowd as it is for just two. With a strong rental history, low maintenance ownership, and

    Kimberle Molloy William Raveis - Carolina LLC

    125 Shipyard Dr Unit 188, 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
  • /9

    $77,500

    • Land
    • 0.03 Acre
    • $2,583,333 per Acre

    32 Quartermaster Ln, Hilton Head Island, SC 29928

    Premium townhome lot with serene lake views in highly desirable Broad Creek landing on Hilton Heads' south end. This true end lot offers the unique opportunity for side wall windows, maximizing natural light. Included in the sale are previously HOA-approved architectural plans for a luxury townhome(buyer responsible for re-approvals and permitting). Just 3/4 mile to a deep-water public boat ramp

    Chaz Holden RE/MAX Island Realty Inc.

    32 Quartermaster Ln, Hilton Head Island, SC 29928
  • /39

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    13 Oyster Rake Ln, Hilton Head Island, SC 29926

    Beautifully Maintained Home on a Private Homesite in Hilton Head Plantation. Nestled on a uniquely private and beautifully landscaped homesite, this well-maintained single-level home offers Lowcountry living at its finest. Thoughtfully designed for comfort and functionality, this 3-bedroom, 2.5-bath home also features a separate study—perfect for a home office, or possible fourth bedroom.The

    Lee Gray Keller Williams Realty

    13 Oyster Rake Ln, Hilton Head Island, SC 29926
  • /16

    $319,000

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    23 S Forest Beach Dr Unit 292, Hilton Head Island, SC 29928

    Price adjustment! Don't miss this chance to own a proven income-producing property on Hilton Head Island! Located in a popular beachfront complex, this unit offers a great ocean view right from your private balcony. Sip your morning coffee or enjoy an evening glass of wine while taking in the sea breeze and stunning scenery. Hilton Head Island is consistently ranked among the top vacation

    Ruthanne Blackmon Real Broker LLC

    23 S Forest Beach Dr Unit 292, 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
  • /98

    $4,350,000

    • 5 Beds
    • 7 Baths
    • 6,377 Sq Ft

    1 Cedar Ln, Hilton Head Island, SC 29926

    One of one. Welcome home to 1 Cedar, a deep-water sanctuary tucked into the privacy of gated Moss Creek, offering a private marina, dog park, fitness, riverfront pool complex, golf, racquet sports, dining, and some of the most stunningly beautiful Lowcountry backdrops imaginable. There is simply nothing else like it. Here, the rhythm of the tides becomes the rhythm of your life... gentle,

    Daniella Squicquero Eleve Properties Bkd by eXp

    1 Cedar Ln, Hilton Head Island, SC 29926
  • /85

    $2,289,000

    • 3 Beds
    • 3.5 Baths
    • 3,304 Sq Ft

    19 Audubon Pond Rd, Hilton Head Island, SC 29928

    Come home for the holidays & gather with friends & family. A mix of permanent residents, second homeowners & vacation rental homes. Only .4 of a mile to the beach & can be walked or biked in minutes. Enjoy the stupendous tidal marsh & sunset views from most rooms. Many remodels & updating over the years adding 1200 sq. feet. In 2022 Kitchen was updated, screened porch and 3rd car garage added.

    Felice LaMarca BHHS Hilton Head Bluffton Real

    19 Audubon Pond Rd, Hilton Head Island, SC 29928
  • /31

    $349,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    40 Folly Field Rd Unit B4, Hilton Head Island, SC 29928

    Perfect opportunity to own this first floor Tennis Villa with a beautiful lagoon view! Beautiful tile floors through out with newer kitchen cabinets, pretty stone back splash & updated bath vanities & some newer appliances too! Recently painted, beachy decor, this is turn-key so bring your beach gear and enjoy. Great personal retreat or use as an investment property. Start and end your day on

    Deanna Gramoy Century 21 A LowCountry Realty

    40 Folly Field Rd Unit B4, Hilton Head Island, SC 29928
  • /51

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    380 Marshland Rd Unit E18, Hilton Head Island, SC 29926

    Tucked away in a private, serene residential community, this ground-floor villa offers a peaceful setting with beautiful views of the nature preserve. Ideally located mid-island, you'll enjoy easy access to both the north and south ends of the island. The home has been thoughtfully refreshed with recent renovations, including new LVP flooring throughout, smooth ceilings, and an updated bathroom

    Carl Schroeder Eleve Properties Bkd by eXp

    380 Marshland Rd Unit E18, Hilton Head Island, SC 29926
  • /33

    $309,900

    • 1 Bed
    • 1 Bath
    • 560 Sq Ft

    40 Folly Field Rd Unit 205b, Hilton Head Island, SC 29928

    Stunning Ocean-View Villa - Fully Renovated & FurnishedExperience coastal luxury in this stunning, fully renovated villa just steps from the beach at Hilton Head Beach & Tennis Resort. Every detail has been updated to perfection-this 1-bedroom, 1-bath retreat offers smooth ceilings, recessed lighting, and a bright, open floor plan designed for modern coastal living.The kitchen features white

    Kasia Pawelek Real Broker LLC

    40 Folly Field Rd Unit 205b, Hilton Head Island, SC 29928
  • /44

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    10 Water Thrush Place, Hilton Head Island, SC 29926

    The perfect home in the perfect neighborhood! 3-bedroom 2 bath home in the Rookery section of HHP. This home is located at the end of a quiet cul-de-sac with a huge, wooded lot. The kitchen has travertine flooring and granite counter tops overlooking a large open den with a large brick wood burning fireplace. The large living room has a second wood burning fireplace with cathedral ceilings and

    Bob Jones Howard Hanna Allen Tate Lowcou

    10 Water Thrush Place, Hilton Head Island, SC 29926
  • /35

    $40,000

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

    55 Barcelona Rd Unit 226-A, 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-A, Hilton Head Island, SC 29928
  • /47

    $399,000

    • 2 Beds
    • 2 Baths
    • 843 Sq Ft

    663 William Hilton Pkwy Unit 1424, Hilton Head Island, SC 29928

    Looking for Hilton Head Island's easy, laid-back beach living? 1424 Hilton Head Resort/Four Seasons delivers! This fully remodeled 2-bed, 2-bath villa sits in Building 1 and has an ocean view right from the front porch-perfect for morning coffee or catching the breeze after a long beach day. Inside, the updates shine: new LVP flooring, shiplap walls, and a relaxed coastal style that feels light,

    Jody Vilcheck William Raveis - Carolina LLC

    663 William Hilton Pkwy Unit 1424, Hilton Head Island, SC 29928
  • /57

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,491 Sq Ft

    2 Wood Thrush Ct, Hilton Head Island, SC 29926

    Beautifully updated 3 BR, 2.5 BA home in Dolphin Head area of Hilton Head Plantation. Set on an oversized ⅓-acre lot with mature landscaping, this one-story residence offers effortless living with a golf view overlooking the 15th fairway of the Gary Player-designed Dolphin Head Championship Course. Inside, enjoy new LVP flooring, smooth ceilings, fresh paint, and a fully renovated kitchen

    Robert Rini RE/MAX Island Realty Inc.

    2 Wood Thrush Ct, Hilton Head Island, SC 29926
  • /67

    $749,000

    • 3 Beds
    • 3.5 Baths
    • 1,961 Sq Ft

    1 Gloucester Rd Unit 305, Hilton Head Island, SC 29928

    Stunning Updated Golfmaster Villa | Shipyard Plantation, Hilton Head Island. This beautifully reimagined 3-bedroom, 3.5-bath Golfmaster Villa in Shipyard Plantation offers a perfect blend of coastal charm and modern comfort. With over 2,100 square feet, this meticulously maintained, professionally renovated, and stunningly decorated villa is one of the most impressive Golfmaster listings to hit

    John Coulter Sea Pines RE At The Beach Club

    1 Gloucester Rd Unit 305, Hilton Head Island, SC 29928
  • /39

    $40,000

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

    Unlisted Address

    Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 228 offers serene lagoon and golf views from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance

    Lisa Newton The Homesfinder Realty Group

    Unlisted Address
  • /78

    $2,795,000

    • 4 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    46 Millwright Dr, Hilton Head Island, SC 29926

    This nearly one-acre marsh-front property in Windmill Harbour received a comprehensive renovation in 2025. Expansive vistas sweep from Jarvis Creek to Calibogue Sound, offering captivating sunrises and views of boats and local wildlife amid moss-draped oaks and palms. The interior features bespoke cabinetry, wide-plank white oak flooring, and a custom island crowned with honed Carrara marble. A

    Sara Huiss The Agency Hilton Head

    46 Millwright Dr, Hilton Head Island, SC 29926
  • /52

    $265,000

    • 2 Beds
    • 2.5 Baths
    • 950 Sq Ft

    96 Mathews Dr Unit 186, Hilton Head Island, SC 29926

    Welcome home to this completely remodeled, move-in ready 2 bedroom / 2.5 bath Woodlake townhouse, perfectly located in the heart of Hilton Head Island. The kitchen has been beautifully updated with new cabinets, countertops & stainless-steel appliances. The first floor features new LVP flooring & a gas fireplace. The second floor has new carpet and all three of the bathrooms have been fully

    Tracy Kelly Howard Hanna Allen Tate Lowcou

    96 Mathews Dr Unit 186, Hilton Head Island, SC 29926
  • /45

    $300,000

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    663 William Hilton Pkwy Unit 4335, Hilton Head Island, SC 29928

    Remodeled 2 Bedroom/2 Bath condo located in the 4th Building on the 3rd floor overlooking the tennis courts. Includes rare washer and dryer!!! White Kitchen with granite counters and Frigidaire Stainless appliances and white backsplash. LV flooring throughout. Furnished and ready for the rental market. Beach décor and shiplap. Keyless entry. Newer HVAC. Enjoy beachfront living and Cocos

    Mary Lynn Finn William Raveis - Carolina LLC

    663 William Hilton Pkwy Unit 4335, Hilton Head Island, SC 29928

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