106

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

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  • 144 Harbour Passage, Hilton Head Island, SC 29926
    144 Harbour Passage, Hilton Head Island, SC 29926
    144 Harbour Passage, Hilton Head Island, SC 29926
    /50

    $2,945,000

    $50K PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 6,384 Sq Ft

    144 Harbour Passage, Hilton Head Island, SC 29926

    Four levels of harbour living define this 6,384-sq.-ft. Windmill Harbour residence with elevator access, protected harbour views and exceptional flexibility. The ground level offers tandem 2-car and separate 1-car garages, a leisure room with wet bar, guest suite, bath, utility space and covered patio. The main level features a chef's kitchen, formal dining, parlor, office, great room and

    Thomas Kersey Coldwell Banker Access Realty

    144 Harbour Passage, Hilton Head Island, SC 29926
  • 663 William Hilton Pkwy Unit 3417, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 3417, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 3417, Hilton Head Island, SC 29928
    /35

    $245,000

    • 2 Beds
    • 2 Baths
    • 831 Sq Ft

    663 William Hilton Pkwy Unit 3417, Hilton Head Island, SC 29928

    Welcome to this light and bright 2-bedroom, 2-bath villa in Hilton Head Resort Villas, one of Hilton Head Island's most sought-after direct beach access communities. Perfectly positioned in the heart of the island, this turn-key villa offers an ideal blend of lifestyle, convenience, and strong short-term rental potential. Enjoy direct beach access via a private boardwalk, making beach days

    Ryan Bohr EXIT Hilton Head Realty

    663 William Hilton Pkwy Unit 3417, Hilton Head Island, SC 29928
  • 9 Harbourside Ln Unit 7326C, Hilton Head Island, SC 29928
    9 Harbourside Ln Unit 7326C, Hilton Head Island, SC 29928
    9 Harbourside Ln Unit 7326C, Hilton Head Island, SC 29928
    /47

    $97,500

    $8K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,238 Sq Ft

    9 Harbourside Ln Unit 7326C, Hilton Head Island, SC 29928

    Come own a piece of paradise! Completely renovated quarter-share condo in a Mediterranean-style Harbour community. Enjoy live music & entertainment from the balcony. Enjoy everything the area has to offer without ever getting in the car. Amenities include a private pool, hot tub, gas grills, private secure parking, & access to Palmetto Dunes. Experience world-class amenities: beach, golf, tennis,

    Heidi Gardner Sea Pines Real Estate - The Cottage Group, LLC

    9 Harbourside Ln Unit 7326C, Hilton Head Island, SC 29928
  • 32 Quartermaster Ln, Hilton Head Island, SC 29928
    32 Quartermaster Ln, Hilton Head Island, SC 29928
    32 Quartermaster Ln, Hilton Head Island, SC 29928
    /9

    $74,500

    • Land
    • 1,306 Sq Ft
    • $2,483,333 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
  • 24 Welsh Pony Cir, Hilton Head Island, SC 29926
    24 Welsh Pony Cir, Hilton Head Island, SC 29926
    24 Welsh Pony Cir, Hilton Head Island, SC 29926
    /6

    $239,900

    • Land
    • 9,147 Sq Ft
    • $1,142,381 per Acre

    24 Welsh Pony Cir, Hilton Head Island, SC 29926

    Amazing opportunity to build your dream home on a beautiful corner lot in one of Hilton Head Island's finest north end gated communities. The Paddocks is one of Hilton Head's best kept secrets. Enjoy the community dock, nature trails, fishing, kayaking, a community pool with hot tub, clubhouse, open air pavilion, outdoor fireplace, etc. The Paddocks sits off Jonesville Road which is located in an

    Bob Jones Serhant

    24 Welsh Pony Cir, Hilton Head Island, SC 29926
  • 63 Skull Creek Dr Unit 302, Hilton Head Island, SC 29926
    63 Skull Creek Dr Unit 302, Hilton Head Island, SC 29926
    63 Skull Creek Dr Unit 302, Hilton Head Island, SC 29926
    /58

    $1,699,900

    $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,108 Sq Ft

    63 Skull Creek Dr Unit 302, Hilton Head Island, SC 29926

    Experience refined coastal living at The Charles, where each day begins along Skull Creek and winds down with beautiful Lowcountry sunsets. This meticulously maintained 3BR/3.5BA residence on the third floor offers an elevated perspective with water views framed by natural greenery, providing both privacy and a serene backdrop.Inside, the thoughtfully designed open layout features 9-foot

    Martin Plocica William Raveis - Carolina LLC

    63 Skull Creek Dr Unit 302, Hilton Head Island, SC 29926
  • 285 Ceasar Place, Hilton Head Island, SC 29926
    285 Ceasar Place, Hilton Head Island, SC 29926
    285 Ceasar Place, Hilton Head Island, SC 29926
    /26

    $555,000

    $41K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,042 Sq Ft

    285 Ceasar Place, Hilton Head Island, SC 29926

    Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,032 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private

    COAST PROFESSIONALS II COAST - Brokered by EXP Realty

    285 Ceasar Place, Hilton Head Island, SC 29926
  • 239 Beach City Rd Unit 3331, Hilton Head Island, SC 29926
    239 Beach City Rd Unit 3331, Hilton Head Island, SC 29926
    239 Beach City Rd Unit 3331, Hilton Head Island, SC 29926
    /34

    $305,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 917 Sq Ft

    239 Beach City Rd Unit 3331, Hilton Head Island, SC 29926

    Fully renovated 2BR/2BA villa at The Spa on Port Royal Sound with close proimity to Hilton Head Island's most distinctive natural beach along the Sound and excellent flexibility as a second home, full-time residence, or short-term rental. The updated interior features an open kitchen with center island, stainless appliances, wine fridge, glass tile backsplash, modern bathrooms with tiled shower

    Jackson Massey RE/MAX Island Realty Inc.

    239 Beach City Rd Unit 3331, Hilton Head Island, SC 29926
  • 66 Pope Ave, Hilton Head Island, SC 29928
    66 Pope Ave, Hilton Head Island, SC 29928
    66 Pope Ave, Hilton Head Island, SC 29928
    /5

    $2,500

    • 3 Beds
    • 2 Baths
    • 7,886 Sq Ft

    66 Pope Ave, Hilton Head Island, SC 29928

    week 10 on Hilton Head a spring break week! Right on Pope Ave near celebration and loads of great places to dine at. Take this week and don't worry about airbnb anymore your fixed week is only the maint. fee per year.

    Brad Hultz Realty One Group - Lowcountry

    66 Pope Ave, Hilton Head Island, SC 29928
  • 27 Stable Gate Rd, Hilton Head Island, SC 29926
    27 Stable Gate Rd, Hilton Head Island, SC 29926
    27 Stable Gate Rd, Hilton Head Island, SC 29926
    /54

    $714,000

    $1K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    27 Stable Gate Rd, Hilton Head Island, SC 29926

    Sunrise marsh views. Single-level living. Iconic Lowcountry lifestyle. Wake up each morning to breathtaking sunrise views over the marsh, with wraparound lagoon and marsh vistas that bring nature right to your doorstep-located inside Moss Creek Plantation, one of the Lowcountry's most cherished gated communities. This beautifully updated, one-level home offers effortless living with 3 bedrooms,

    Kimberle Molloy William Raveis - Carolina LLC

    27 Stable Gate Rd, Hilton Head Island, SC 29926
  • 5 Junket, Hilton Head Island, SC 29928
    5 Junket, Hilton Head Island, SC 29928
    5 Junket, Hilton Head Island, SC 29928
    /90

    $4,495,000

    $500K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 3,702 Sq Ft

    5 Junket, Hilton Head Island, SC 29928

    Stunning, completely reimagined premier second-row coastal estate in one of Palmetto Dunes' most coveted locations. Just a few steps from the beach, this exceptional residence features six ensuite bedrooms, including two luxurious master suites, and blends timeless coastal elegance with modern luxury throughout. Expansive gathering spaces, seamless indoor-outdoor living, and a spectacular heated

    Kimberly Mcelman Harbour & Home Real Estate

    5 Junket, Hilton Head Island, SC 29928
  • 100 Colonnade Dr Unit 143, Hilton Head Island, SC 29928
    100 Colonnade Dr Unit 143, Hilton Head Island, SC 29928
    100 Colonnade Dr Unit 143, Hilton Head Island, SC 29928
    /45

    $605,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    100 Colonnade Dr Unit 143, Hilton Head Island, SC 29928

    This beautifully updated villa in the highly desirable Shipyard community is the perfect second home, full-time residence, or investment opportunity. Offering 2 bedrooms and 2 baths, this single-level home features an open, light-filled layout with tasteful updates throughout, creating a comfortable and inviting coastal retreat.The renovated kitchen showcases granite countertops, modern

    May River Group Maxey Blackstream Christie's International Real Estate

    100 Colonnade Dr Unit 143, Hilton Head Island, SC 29928
  • 40 Folly Field Rd Unit 344, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit 344, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit 344, Hilton Head Island, SC 29928
    /42

    $270,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    40 Folly Field Rd Unit 344, Hilton Head Island, SC 29928

    Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering added separation and natural light. Being on the top floor also means no one above and a better vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, creating a

    Jackson Massey RE/MAX Island Realty Inc.

    40 Folly Field Rd Unit 344, Hilton Head Island, SC 29928
  • 40 Folly Field Rd Unit B356, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit B356, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit B356, Hilton Head Island, SC 29928
    /15

    $299,900

    • 1 Bed
    • 1 Bath
    • 540 Sq Ft

    40 Folly Field Rd Unit B356, Hilton Head Island, SC 29928

    Public Remarks: Ocean View Third Floor close to the elevator at Hilton Head Beach & Tennis. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright,

    Chris Van De Griend Beechee Coastal Properties LLC

    40 Folly Field Rd Unit B356, Hilton Head Island, SC 29928
  • 663 William Hilton Pkwy Unit 4336, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 4336, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 4336, Hilton Head Island, SC 29928
    /31

    $275,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 831 Sq Ft

    663 William Hilton Pkwy Unit 4336, Hilton Head Island, SC 29928

    Beautifully renovated 2 bedroom, 2 bath villa in the gated Hilton Head Resort! This light-filled, fully furnished condo overlooks the tennis courts, is truly move-in ready, and boasts a solid rental history. Features include an open-concept layout, fresh interior paint, updated furnishings, and durable LVP flooring throughout. Enjoy direct beach access via a private boardwalk or seasonal shuttle.

    Nevada Ange Engel & Volkers

    663 William Hilton Pkwy Unit 4336, Hilton Head Island, SC 29928
  • 663 William Hilton Pkwy Unit 1424, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 1424, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 1424, Hilton Head Island, SC 29928
    /47

    $379,000

    • 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
  • 1 Ocean Ln Unit 2514, Hilton Head Island, SC 29928
    1 Ocean Ln Unit 2514, Hilton Head Island, SC 29928
    1 Ocean Ln Unit 2514, Hilton Head Island, SC 29928
    /52

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    1 Ocean Ln Unit 2514, Hilton Head Island, SC 29928

    Searching for an oceanfront Hilton Head Island getaway with resort amenities and exceptional rental potential? Located in the oceanfront Villamare complex within Palmetto Dunes Resort, 2514 Villamare is an updated 2-bedroom, 2-bath penthouse villa offering the perfect combination of beach access, convenience, and low-maintenance coastal living. Thoughtfully updated with new flooring, a new HVAC

    Max Gregori William Raveis - Carolina LLC

    1 Ocean Ln Unit 2514, Hilton Head Island, SC 29928
  • 13 Harbourside Ln Unit 7146, Hilton Head Island, SC 29928
    13 Harbourside Ln Unit 7146, Hilton Head Island, SC 29928
    13 Harbourside Ln Unit 7146, Hilton Head Island, SC 29928
    /46

    $619,000

    $618K PRICE INCREASE
    • 1 Bed
    • 1.5 Baths
    • 1,123 Sq Ft

    13 Harbourside Ln Unit 7146, Hilton Head Island, SC 29928

    Located on the 3rd floor as a desirable corner end unit, this beautifully renovated 1-bedroom, 1.5-bath villa offers the perfect blend of luxury, privacy and resort-style living in the heart of Shelter Cove on Hilton Head Island. With no one above you and an expansive wraparound patio designed for entertaining, this rare offering captures the essence of Lowcountry coastal living. Recently updated

    Jennifer Wells Keller Williams Realty

    13 Harbourside Ln Unit 7146, Hilton Head Island, SC 29928
  • 663 William Hilton Pkwy Unit 3411, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 3411, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 3411, Hilton Head Island, SC 29928
    /30

    $269,000

    • 2 Beds
    • 2 Baths
    • 831 Sq Ft

    663 William Hilton Pkwy Unit 3411, Hilton Head Island, SC 29928

    Island living meets resort-style convenience in this beautifully maintained 2-bedroom, 2-bath top-floor condo on Hilton Head Island! Featuring LVP flooring throughout and an open-concept layout, the spacious living room, dining area, and kitchen create a comfortable and inviting space for everyday living or entertaining.Step outside your front door and enjoy an impressive collection of

    Kevin Compton Keller Williams Realty

    663 William Hilton Pkwy Unit 3411, Hilton Head Island, SC 29928
  • 4 Indigo Run Dr Unit 3320, Hilton Head Island, SC 29926
    4 Indigo Run Dr Unit 3320, Hilton Head Island, SC 29926
    4 Indigo Run Dr Unit 3320, Hilton Head Island, SC 29926
    /35

    $559,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,665 Sq Ft

    4 Indigo Run Dr Unit 3320, Hilton Head Island, SC 29926

    One of the Preserve at Indigo Run's most popular model and very nicely updated and upgraded. This a second floor unit with high ceilings, wood burning fireplace, and an over-sized two car attached garage. Private wooded views, an updated kitchen and bathroom add to the appeal of this very special villa adjacent to the prestigious Indigo Run community. The spacious Magnolia floor plan features two

    Larry Stoller Real Estate Five Of The Lowcountry

    4 Indigo Run Dr Unit 3320, Hilton Head Island, SC 29926
  • 663 William Hilton Pkwy Unit 4431, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 4431, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 4431, Hilton Head Island, SC 29928
    /59

    $279,999

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 831 Sq Ft

    663 William Hilton Pkwy Unit 4431, Hilton Head Island, SC 29928

    Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term rental history exceeding $30,000 annually. Backed by a 4.97-star Airbnb rating, Guest Favorite designation, and Superhost status, this property delivers privacy, enjoyment and return-making it the ideal Hilton Head getaway or

    Corbett Cummings Real Broker, LLC

    663 William Hilton Pkwy Unit 4431, Hilton Head Island, SC 29928
  • 55 Barcelona Rd Unit 292b, Hilton Head Island, SC 29928
    55 Barcelona Rd Unit 292b, Hilton Head Island, SC 29928
    55 Barcelona Rd Unit 292b, Hilton Head Island, SC 29928
    /41

    $35,000

    • 2 Beds
    • 2 Baths
    • 1,238 Sq Ft

    55 Barcelona Rd Unit 292b, Hilton Head Island, SC 29928

    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 292 offers serene lagoon 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 upkeep, taxes,

    Lisa Newton The Homesfinder Realty Group

    55 Barcelona Rd Unit 292b, Hilton Head Island, SC 29928
  • 40 Folly Field Rd Unit G21, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit G21, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit G21, Hilton Head Island, SC 29928
    /15

    $340,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    40 Folly Field Rd Unit G21, Hilton Head Island, SC 29928

    Investor friendly condo steps to the beach! Short term rental capable, completely renovated and new, fully furnished, with a lovely balcony outfitted with appealing deck chairs. HHBT Resort has it all! Walk or ride bikes to the beach, take a dip in the pools, fit in a gym workout, a match of Pickle ball or Tennis, play on the playground, eat at any of the restaurants within each, and so much

    Sarah Christofek eXp Realty LLC - Bluffton

    40 Folly Field Rd Unit G21, Hilton Head Island, SC 29928
  • 663 William Hilton Pkwy Unit 2123, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 2123, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 2123, Hilton Head Island, SC 29928
    /52

    $269,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 963 Sq Ft

    663 William Hilton Pkwy Unit 2123, Hilton Head Island, SC 29928

    MOTIVATED SELLER! BRING ALL OFFERS! Owner financing available with amazing rates! Fully Furnished. Don't miss this spacious 2-bedroom, 2-bath condo--one of the largest units available in the community. Enjoy a resort-style lifestyle with incredible amenities including a pool, hot tub, tennis courts, sauna, badminton, fitness center, on-site restaurants, and a boardwalk leading directly to the

    Jennifer Burns The Cox Team Brokered by eXp

    663 William Hilton Pkwy Unit 2123, Hilton Head Island, SC 29928
  • 663 William Hilton Pkwy Unit 1414, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 1414, Hilton Head Island, SC 29928
    663 William Hilton Pkwy Unit 1414, Hilton Head Island, SC 29928
    /49

    $299,000

    • 2 Beds
    • 2 Baths
    • 843 Sq Ft

    663 William Hilton Pkwy Unit 1414, Hilton Head Island, SC 29928

    Top Floor. Pool Views. Steps from the Beach. Under $300K.If you've been waiting for the right moment to own something on Hilton Head Island, this is it.This 2-bedroom, 2-bath villa sits on the top floor of the building 1 which is closest to the beach at Hilton Head Resort -- pool views from the front and no neighbors above you, and ocean air coming right through the door. It's the kind of

    Kimberle Molloy William Raveis - Carolina LLC

    663 William Hilton Pkwy Unit 1414, Hilton Head Island, SC 29928
  • 40 Folly Field Rd Unit D9, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit D9, Hilton Head Island, SC 29928
    40 Folly Field Rd Unit D9, Hilton Head Island, SC 29928
    /54

    $359,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    40 Folly Field Rd Unit D9, Hilton Head Island, SC 29928

    Incredible opportunity to own a perfect 2 BR villa at the beach! This second floor updated villa has not been rented. This end unit has extra windows for more light. There are tile floors that look like wood in main living areas, Fresh coastal decor & comfortable furnishings make this an easy place to relax. The kitchen is updated with newer cabinets, under counter lighting, pretty quartz

    Deanna Gramoy Century 21 A LowCountry Realty

    40 Folly Field Rd Unit D9, Hilton Head Island, SC 29928

Showing Results 81 - 106, Page 3 of 3

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