Hilton Head Island Homes with Gazebo Association amenities

Hilton Head Island Homes with Gazebo Association amenities

Welcome to Hilton Head Island, a gem nestled in the heart of South Carolina’s Lowcountry. Renowned for its stunning beaches, lush landscapes, and vibrant community, Hilton Head Island offers an unparalleled lifestyle that perfectly blends relaxation and recreation. Located in Beaufort County, this enchanting island is not just a destination; it’s a way of life.

Imagine waking up to the sound of waves gently lapping the shore and enjoying breathtaking sunrises from your porch. The island boasts an array of outdoor activities, from world-class golf courses and tennis clubs to miles of scenic biking and walking trails. With its rich history, charming boutiques, and delectable dining options, Hilton Head Island presents a unique blend of Southern hospitality and coastal charm.

For those seeking a community that enhances this idyllic lifestyle, the Homes with Gazebo Association is a perfect choice. This exclusive community offers residents access to a range of exceptional amenities. Picture yourself unwinding in beautifully landscaped parks, enjoying leisurely afternoons in the community gazebo, or hosting gatherings with friends and family in inviting outdoor spaces. The association fosters a strong sense of community, ensuring that neighbors become friends and that every day feels like a vacation.

Whether you’re looking for a permanent residence or a seasonal retreat, Hilton Head Island and the Homes with Gazebo Association provide a welcoming haven where you can embrace the coastal lifestyle. Come discover your dream home in this picturesque paradise, where every sunset is a reminder of the beauty of life on the island.

Newest Hilton Head Island Homes with Gazebo Association amenities

89 Headlands Drive, Hilton Head Island
$1,675,000
4 Beds ⋅ 5 Baths ⋅ 3,114 SqFt. ⋅ HILTONHEAD-514111 MLS
Experience resort-style luxury in Hilton Head Plantation! This beautifully upgraded 4BR/4BA, 3,200 sq. ft. home features over $200K in improvements and breathtaking lagoon views overlooking the 3rd green of Bear Creek Golf Club. An entertainer's paradise, the property showcases a brand-new 45-foot resort-style pool reaching 12 feet deep, expansive sun deck, covered outdoor entertaining area, integrated surround sound, lush landscaping, four citrus trees, and spectacular landscape lighting. Inside, enjoy a beautifully updated kitchen with Wolf induction cooktop, built-in wine bar, kegerator, craft ice maker, gas fireplace, and updated flooring and lighting throughout. The thoughtfully designed split-bedroom floor plan offers exceptional privacy, including a spacious primary suite with separate custom his-and-hers closets. Additional features include four-zone Carrier HVAC with UV filtration, extensive storage, and 360-degree exterior security monitoring. A truly exceptional indoor-outdoor retreat in one of Hilton Head Island's most desirable gated communities!

89 Headlands Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

7 Wing Shell Lane, Hilton Head Island
$1,290,000
4 Beds ⋅ 3 Baths ⋅ 3,079 SqFt. ⋅ HILTONHEAD-514060 MLS
Southern Coastal design with an unmistakable Lowcountry soul! Just five rows from the Port Royal Sound Bluff, this beautifully reimagined McNair-built home captures the relaxed elegance of coastal, SC living. An extensive 2018/2019 renovation introduced an expanded/improved design, gorgeous wide-plank wood flooring, whitewashed shiplap ceilings and walls, a beautifully updated kitchen, two Savannah Gray brick fireplaces, PLUS a truly stunning/fully remodeled owner's bath! Soaring ceilings create an airy, inviting atmosphere throughout. This intelligently re-designed residence offers FOUR bedroom suites (1st floor owner suite and guest suite), plus a dedicated office, formal dining room, living room, and upstairs family room. The home's distinctive character extends outdoors to a charming side-yard fire pit and backyard patio, perfect for our ideal (year-round) HHI climate. A new water heater installed in 2023, along with two new HVAC systems, kitchen appliances, and washer in September 2026 offer true peace of mind. Enjoy a two-car garage w/side entry, a new roof, driveway, and exterior paint all in 2022, and convenient access to Dolphin Head, completing this exceptional coastal retreat!

7 Wing Shell Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

12 Redstart Path, Hilton Head Island
$1,125,000
3 Beds ⋅ 3 Baths ⋅ 2,330 SqFt. ⋅ HILTONHEAD-514122 MLS
Completely reimagined and renovated inside and outside! Welcome to 12 Redstart Path, located on a quiet cul-de-sac in the heart of Hilton Head Plantation. Enter into the gorgeous entry overlooking the living room with new fireplace, new flooring, and gorgeous views of the private backyard with new paver patio, garden fountain, new landscaping and a long lagoon view.! Enjoy a great room complete w/a gas fireplace, large windows. The home has many updates including new wide plank manufactured wood flooring & smooth ceilings. Brand new kitchen features new stainless steel appliances, range hood, quartzite countertops, abundant cabinet storage & opens to both the great room & family room/dining area. Master bedroom features an updated spa-like bathroom & generous closet space. Bedrooms 2 & 3 share a Jack and Jill style updated Bathroom. A separate office area, updated half bath, screened in porch and oversized two car garage complete this gorgeous home. Comes almost fully furnished for a turn-key move to Hilton Head Island!

12 Redstart Path, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

24 Towhee Road, Hilton Head Island
$835,000
3 Beds ⋅ 3 Baths ⋅ 2,202 SqFt. ⋅ HILTONHEAD-514089 MLS
Excеptionаl vаlue οn uрdаted, mеtіculously maintaіned rеsidence with charming curb appeal and panoramic golf views (#4 ORGC) on extra deep, private lot & quiet cul-de-sac street in popular HHP. Features and recent updates include soaring vaulted/tray ceilings, walls of windows to view, exposed beams, excellent natural light, travertine flooring, granite/quartz counters, designer fixtures/hardware, custom window treatments & built-ins, wood burning fireplace, newer HVAC, ductwork, roof, skylights, chimney cap & facing, exterior doors, driveway, brick paver walkway and completely reimagined lawn, plantings & irrigation system. Ideal floor plan offers expansive great room, formal/casual dining, "must have" completely refreshed screened porch, well-appointed kitchen (max cabinet/counter space, large pantry & breakfast bar), powder room, oversize laundry room, private primary BR suite with generously sized walk-in closet & stunning new bath (raised vanity, quartz counter, undermount sinks & glass/tile surround walk-in shower w/dual heads), 2 ample guest BR's, updated guest bath, 2 car garage, two floored attic accesses and aggregate stone patios. All with inviting park-like setting close to all community amenities & just a short stroll to leisure path to Port Royal Sound, waterfront leisure path, Dolphin Head Recreational Area and Pine Island Beach Park. What's not to love about 24 Towhee Road and Hilton Head Plantation!

24 Towhee Road, Hilton Head Island

Listing courtesy of Charter One Realty.

94 Toppin Drive, Hilton Head Island
$999,000
3 Beds ⋅ 3 Baths ⋅ 3,054 SqFt. ⋅ HILTONHEAD-513814 MLS
Bring your vision to this rare mid-century modern home in Moss Creek, featuring sweeping marsh and golf views plus a private dock. Offering 3 bedrooms, 2.5 baths, Carolina room, multiple living spaces, and a two-car garage, this property presents an opportunity to renovate and create your own Lowcountry retreat. Set on over half an acre, the home showcases soaring 30-foot ceilings, striking architectural lines, and a fireplace. A spacious backyard with waterfront views, two private decks, and a walkout patio invite outdoor living. Moss Creek amenities include two private golf courses, community pools, tennis, pickleball, fitness facilities, a marina, and leisure trails. Discover the potential of this distinctive property in a premier waterfront community at the gateway to Hilton Head Island.

94 Toppin Drive, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

100 S Port Royal Drive, Hilton Head Island
$2,199,000
3 Beds ⋅ 5 Baths ⋅ 2,682 SqFt. ⋅ HILTONHEAD-513771 MLS
The houѕe draws уοu in. Τhе gаrdenѕ mаke you want to staу. Sеt on just over half an acre lot, third row ocean in Port Royal Plantation, this 3BR + Bonus Room/4.5BA home offers something truly special-a beautifully cultivated, private garden setting created and meticulously maintained by a master gardener. From manicured hedges and winding brick pathways to garden arbors, mature landscaping, and inviting outdoor gathering spaces, every corner of this property has been thoughtfully cared for. Inside, cathedral ceilings and abundant natural light complement a spacious floor plan featuring a formal living room, family room open to the kitchen with granite countertops and stainless-steel appliances, and a generous primary suite with soaking tub, separate shower, and dual vanities. The oversized 2-car garage offers exceptional storage, while a separate ground-level room with full bath provides endless possibilities for guests, a home office, gym, game room, or hobby space. An expansive back deck overlooks the gardens and private backyard, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining friends. Beautiful inside, unforgettable outside. This is one you'll want to experience for yourself.

100 S Port Royal Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

2 Fox Den Court, Hilton Head Island
$850,000
3 Beds ⋅ 3 Baths ⋅ 2,142 SqFt. ⋅ HILTONHEAD-513935 MLS
Metiсulous, remοdеled, аnd ехpаndеd residence with hаndsοme curb appeal & circular drive on primo oversize corner lot in popular Hilton Head Plantation. Features and upgrades include soaring smooth ceilings, wood & travertine flooring, granite & marble counters, glassed/screened gas fireplace, custom built-ins, skylights, recessed lighting, walls of glass & excellent natural light, ceiling fans, energy saving spray foam insulation, exterior storage shed, impressive closet/storage/attic space, pristine landscaping/plantings/specimen trees, irrigation system, courtyard, brick accented driveway/porches & walkway from front to back & super private back yard. Very livable floor plan offers expansive great room open to "must have" 270 sq ft, vaulted ceiling screened porch, kitchen (ss appliances, max cabinet/counter space, pantry closet), dining area w/bay window, primary BR suite with cedar lined walk-in closet & stunning bath, ample guest BR suite & well-appointed bath, laundry, 2 rear patios + covered walkway to 2 car garage & bonus suite with kitchenette, BR/Living/Dining space, full bath & W/D. All with quiet cul-de-sac locale close to all community amenities, front gate, and shopping/dining/entertainment. What's not to love about 2 Fox Den Court in much desired Headlands neighborhood of HHP!

2 Fox Den Court, Hilton Head Island

Listing courtesy of Charter One Realty.

58 Planters Wood Drive, Hilton Head Island
$1,775,000
3 Beds ⋅ 3 Baths ⋅ 2,590 SqFt. ⋅ HILTONHEAD-513889 MLS
Beautіfully maintаіned аnd thοughtfullу updаtеd, this 3-bedroom, 3-bаth homе is tucked away on a quiet cul-de-sac in one of Sea Pines' most desirable locations, just minutes from Harbour Town. Offering a wonderful blend of comfort, privacy, and Lowcountry charm, the home features beautiful new hardwood flooring, smooth ceilings, and a spacious great room with soaring ceilings, a fireplace, and tranquil lagoon views. The updated kitchen is complete with stainless steel appliances, granite countertops, and a stylish backsplash, opening seamlessly to the main living areas. A separate dining room and dedicated wine bar provide ideal spaces for entertaining. Conveniently located on the first floor, the primary suite offers a spacious walk-in closet, double vanity, and walk-in shower. Additional highlights include two HVAC systems, a two-car garage, and abundant storage throughout. Enjoy all that Sea Pines has to offer, with easy access to Harbour Town, beautiful beaches, leisure trails, world-class golf, tennis, pickleball, dining, and shopping. Whether as a primary residence or a relaxing Lowcountry retreat, this home offers an exceptional opportunity to enjoy the Sea Pines lifestyle.

58 Planters Wood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

113 Shipyard Drive Unit 110, Hilton Head Island
$660,000
2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-513554 MLS
Walk to the bеach from thіѕ beаutіfullу updаtеd 2-bedroom, 2.5-bath townhοme іn The Greens Villas in Shipyard! Ideally located just a short distance from the Shipyard Beach Club, this well-maintained villa offers the perfect combination of location, comfort, and coastal living. The updated kitchen features granite countertops, a stylish backsplash, and stainless steel appliances, while smooth painted ceilings and updated bathrooms add to the home's fresh, inviting feel. The spacious living room opens through sliding glass doors to a wonderful back deck overlooking the Shipyard Golf Course, creating the perfect setting to relax, entertain, or simply enjoy the peaceful golf views. Both bedrooms are thoughtfully located upstairs, offering privacy and separation from the main living areas. With its desirable townhome layout, excellent condition, and fantastic location, this villa is ideal for a primary residence, second home, or vacation getaway. Enjoy easy access to the beach, golf, leisure trails, shopping, dining, and all that Shipyard has to offer. A fantastic opportunity to own a move-in-ready villa in one of Hilton Head Island's most desirable resort communities!

113 Shipyard Drive Unit 110, Hilton Head Island

Listing courtesy of Charter One Realty.

27 Madison Lane, Hilton Head Island
$2,495,000
6 Beds ⋅ 7 Baths ⋅ 5,291 SqFt. ⋅ HILTONHEAD-513866 MLS
Expеriencе mοdern luхurу аt 27 Mаdіson Lane, a stunnіng new‐construction home in the private, gated community of Palmetto Hall on Hilton Head Island. Soaring 12-foot ceilings, beautiful hardwood floors, and an elegant modern staircase set the tone for this sophisticated home. The open-concept design features a chef's kitchen with premium Thermador appliances and solid-surface countertops throughout.Two spacious first-floor primary suites offer comfort and privacy, with the main suite featuring a luxurious soaking tub and an expansive shower. Upstairs, enjoy a generous entertainment room, additional bedrooms, and private bathrooms. An elevator shaft is ready for future installation, adding convenience and versatility. A spacious three-car garage provides ample room for vehicles and storage.A modern wraparound porch offers inviting outdoor living space. Palmetto Hall residents enjoy access to two championship golf courses, a clubhouse, swimming pool, tennis, pickleball, and a scenic 100-acre nature preserve.

27 Madison Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

19 Stable Gate Road, Hilton Head Island
$625,000
3 Beds ⋅ 2 Baths ⋅ 1,705 SqFt. ⋅ HILTONHEAD-513754 MLS
A nature lover's dream in beautiful Moss Creek! Nestled beneath a canopy of moss-draped trees, this inviting 3-bedroom, 2-bath home with an office/flex room offers a rare opportunity to create your own Lowcountry retreat. Enjoy tranquil lake views from almost every room, where herons, egrets, and other wildlife provide a peaceful, ever-changing backdrop. Set on nearly a quarter-acre homesite, one of the largest in Stable Gate, this single-level home features one of Stable Gate's largest floor plans, a bright, open layout, volume ceilings, and walls of windows that bring the beauty of the outdoors inside. The private patio is the perfect place to relax, unwind, and enjoy the serene natural surroundings. Inside, the updated kitchen features granite countertops and stainless steel appliances. Two guest bedrooms offer sliding doors to a private courtyard, including one with a convenient Murphy bed. An office/flex room with built-ins, an oversized two-car garage, and a storage shed provide added versatility and plenty of storage. Ideally situated near the front gate and just a short walk to the private Stable Gate pool, this home enjoys a wonderful location within Moss Creek, an amenity-rich community offering two Tom Fazio-designed golf courses, a deep-water marina, two outdoor pools, a fitness center, tennis and pickleball, miles of nature trails, fishing and crabbing docks, and a beautiful clubhouse with an array of social activities. Conveniently located near Hilton Head Island and Bluffton, this is a special opportunity to enjoy the beauty, tranquility, and lifestyle of the Lowcountry. Come discover the possibilities and make this lovely retreat your own!

19 Stable Gate Road, Hilton Head Island

Listing courtesy of Dunes Real Estate.

22 Towhee Road, Hilton Head Island
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 2,815 SqFt. ⋅ HILTONHEAD-512746 MLS
Pour yοur coffeе аnd takе а ѕeаt bу the fountain, take in thе teе to green view and listen to up to a dozen different birds around your patio and large rear deck. This 2023 renovated home is located only a 10 minute walk to the Bluff Promenade overlooking Port Royal Sound. New roof installed in 2024. All new closet shelving with two walkin closets in the primary bedroom. Extensive newly installed landscaping creates a truly great outdoors experience. Built in desk and cabinets for a computer station in the large and renovated sun room. A nice fireplace with bookcases is located in living room.

22 Towhee Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

Start Your Search
board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

How much is your home worth?

Get instant property value now!