Hilton Head Island Homes with Clubhouse Association Amenities

Welcome to Hilton Head Island, South Carolina, a picturesque paradise nestled in Beaufort County, where sun-kissed beaches meet lush landscapes. Renowned for its stunning natural beauty and vibrant community, Hilton Head Island is more than just a destination; it’s a lifestyle. With its temperate climate, residents enjoy year-round outdoor activities, from golfing on world-class courses to biking along scenic paths that wind through the island’s captivating scenery.

For those seeking a home that offers both luxury and community, the properties here with Clubhouse Association Amenities are truly exceptional. Imagine living in a beautifully designed home that not only provides comfort and style but also grants you access to a wealth of exclusive amenities. The clubhouse serves as the heart of the community, where neighbors become friends and memories are made. Enjoy refreshing dips in the pool, unwind at the spa, or host gatherings in elegantly appointed event spaces.

Fitness enthusiasts will appreciate the state-of-the-art workout facilities, while families can take advantage of recreational areas designed for all ages. Whether you prefer a quiet evening by the fire pit or a lively game night in the clubhouse, these homes foster a sense of belonging and connection.

Hilton Head Island is not just a place to live; it’s a vibrant community that embraces the beauty of coastal living. With its stunning homes and exceptional amenities, you’ll find the perfect blend of relaxation and recreation. Come experience the charm of Hilton Head Island, where your dream home awaits!

Newest Hilton Head Island Homes with Clubhouse Association Amenities

$749,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512113 MLS

Enjoy coastal living in this beautifully updated 3-bedroom, 2.5-bath condo in Shipyard on Hilton Head Island. New windows and doors on the front of the condo add to the home's fresh, updated feel. The bright kitchen features white cabinetry, stainless steel appliances, a tiled backsplash, and a convenient breakfast/dining area. The spacious living room opens to a private patio and wooded surroundings, creating an inviting space to relax or entertain. The primary suite offers a generous bedroom, ceiling fan, and updated en-suite bath, while two additional bedrooms provide comfortable space for guests. Enjoy Shipyard amenities including a community pool, golf privileges, and easy access to Hilton Head's beaches.

90 Gloucester Road Unit 1003, Hilton Head Island

Listing courtesy of Peirce Group Brokered by EXP Realty LLC.

$879,000

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512297 MLS

Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$265,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512267 MLS

This nicely maintained 2-bedroom, 2-bathroom end-unit villa in the gated Woodlake Villas community offers added privacy and comfortable living. Enjoy an array of community amenities, including a pool, fitness center, tennis courts, and playground. Conveniently located near shopping, restaurants, gas stations, and everyday essentials, this villa offers both comfort and convenience. Whether you're looking for a primary residence, second home, or investment property, this is an excellent opportunity to enjoy low-maintenance living in a desirable community.

96 Mathews Drive Unit 218, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$760,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512291 MLS

Turnkey single-level 3-bedroom, 3-bath home blending Lowcountry charm and refined design on over 1/3 acre with peaceful views of Hilton Head Plantation's venerable Dolphin Head Golf Course. Reimagined from the studs in 2019, the light-filled layout with exposed wood beams, tray ceilings, tongue-and-groove accents, custom trim and premium fixtures throughout. The bright eat-in kitchen features Fantasy Brown dolomitic marble, Walker Zanger tile, soft-close cabinetry, high-end Bosch and GE Profile appliances including induction cooktop. Both the primary suite and sunken living room open to the tabby shell back patio with hot tub and grilling area. Inside, the woodburning fireplace and vaulted living room ceiling add warmth and character. Major systems replaced in 2019 include: new roof, energy-efficient windows, HVAC, ductwork, water heater, plumbing, wiring, new LVP, tile flooring and a refreshed garage with epoxy floors, craftsman-inspired lighting and carriage-style door. A short walk or ride to the clubhouse, Dolphin Cafe and Hilton Head Plantation's resort amenities. A beautifully upgraded retreat ready to welcome you home.

27 Pineland Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$199,000

HILTONHEAD-512270 MLS

Solitude on this remote street, yet a short path to amenities makes this the perfect blend of privacy and convenience on this meticulously maintained, oversized lot. Featuring immaculate stamped concrete pad and extensive landscaping, this site easily accommodates a 45-foot motorcoach. Priced unfurnished. Just steps from the pool, racquet sports, clubhouse, playground and laundry facilities. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Road Unit 81, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$649,900

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511287 MLS

Moss Creek Lifestyle. Move-In Ready. Easy to Love. A rare opportunity to enjoy the Moss Creek lifestyle in a beautifully updated, move-in-ready home that is comfortable, manageable, and easy to love. Located in desirable Royal Pointe, this charming 3-bedroom, 2-bath home offers 1,822 sq. ft. with an open, inviting floor plan and numerous thoughtful improvements throughout. The remodeled kitchen features updated cabinetry, countertops, appliances and finishes and flows effortlessly into the dining and living areas-perfect for everyday living or entertaining. Updated flooring and fresh interior paint give the home a clean, current feel, while the spacious great room, vaulted ceiling and fireplace add warmth and character.The generous primary suite offers excellent closet space and an updated bath, while two additional bedrooms provide flexibility for guests, a home office or hobbies. Outside, enjoy a beautifully refreshed backyard, mature Lowcountry landscaping and private outdoor living space ideal for relaxing or entertaining. A spacious two-car garage provides additional storage and everyday convenience.For buyers looking to downsize, establish a Lowcountry second home or simply enjoy one of the area's most established private communities without taking on an oversized property, this one is especially compelling. Moss Creek offers two golf courses, clubhouse dining, marina and boating amenities, tennis and pickleball, fitness and swimming facilities, nature preserves and miles of leisure trails-all in an incredibly convenient location just before the Hilton Head Island bridge. Updated, well maintained and ready to enjoy from day one, 3 Royal Pointe Drive offers an exceptional combination of lifestyle, location and value.

3 Royal Pointe Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$4,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512244 MLS

Shipyard 1st week full of June! maintence fee is less than 1200.00, so no more guessing, booking, and hoping it's a perfect spot to vacation. This can be your traditional week for life!

35 Egret Point Way Unit 4317, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$3,995,000

5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-512060 MLS

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$295,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512222 MLS

Fully furnished, updated and welcoming 2nd-floor beach villa. It has updated flooring, king size bed, a new pullout couch, bar unit, new water heater, new dishwasher, private balcony, TVs in every room, stainless steel appliances, updated bathrooms, and in-unit laundry. Gated beach community w/2 seasonally heated pools, hot tub, play & picnic areas, 7 clay Har-Tru tennis courts, 6 packed Har-Tru pickleball courts, 2 indoor racquetball courts, grilling stations, fitness center, game room, and clubhouse. Great location close to shopping, restaurants and most importantly, just down the street from the beautiful beaches of Hilton Head Island. New hot water heater (~2.5 years old).

45 Folly Field Road Unit 13E, Hilton Head Island

Listing courtesy of I Save Realty.

$1,290,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512173 MLS

Beautifully updated home in Moss Creek, one of the Hilton Head Island area's premier private golf and marina communities. Offering 3,480 square feet, this spacious mid-century modern Lowcountry home features 4 large bedrooms, including 2 primary suites, and 3.5 beautifully updated baths. The flexible layout includes a private guest suite with 2 bedrooms and a full bath, plus an additional primary suite with ensuite bath - ideal for family and guests. The completely updated kitchen features quartz countertops, new appliances, soft-close cabinetry, and elegant gold hardware. French oak wide-plank flooring flows throughout the main living areas, complemented by smooth ceilings, high-end lighting, and fresh interior and exterior paint. Enjoy the sought-after Moss Creek Lowcountry lifestyle with two 18-hole golf courses, private marina, tennis and pickleball, fitness and clubhouse amenities, all in a gated community conveniently located between Hilton Head Island and Bluffton, SC. A beautifully updated home offering space, flexibility, and the golf-and-marina lifestyle that makes Moss Creek such a special place to call home.

55 Saw Timber Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$899,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511354 MLS

Experience spacious island living in this beautifully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of the Arthur Hills course, the backyard offers a peaceful setting to relax, entertain, or simply enjoy the view. Inside, soaring two-story ceilings and an inviting fireplace create a warm yet dramatic first impression, while the open-concept floor plan provides effortless flow for everyday living and gatherings. The highly desirable layout features the primary suite on the main level, an additional bedroom on the first floor which has versatile use, and two other bedrooms upstairs, all generously sized, all with ensuite. With recent exterior paint, a newer roof, HVAC, and other significant updates, this home is move-in ready and designed for years of worry-free enjoyment. Offering one of the largest sq ft four-bedrooms currently available on the island under $1 million, this is a rare opportunity to own exceptional space, value, and lifestyle in one remarkable property.

17 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$350,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511911 MLS

Beautifully updated and move-in ready, this first-floor 2-bedroom, 2-bath villa offers easy, stair-free living in one of Hilton Head Island's most convenient communities. The light-filled interior features an open floor plan with updated flooring throughout, a spacious living area, and a beautifully renovated kitchen with crisp white cabinetry, granite countertops, stainless steel appliances, and a large peninsula with bar seating. Both bedrooms are generously sized, while the updated baths feature fresh, timeless finishes, including a walk-in shower. An in-unit laundry room adds everyday convenience, and the covered outdoor living area provides the perfect spot to relax and enjoy the island setting. Ideally located mid-island, Summer House offers a peaceful, gated setting just minutes from Folly Field Beach, shopping, dining, golf, and everyday conveniences. Community amenities include a resort-style pool, hot tub, fitness center, clubhouse, tennis court, car wash station, and beautifully landscaped grounds. Whether you're looking for a primary residence, lock-and-leave island retreat, or investment opportunity, this turnkey villa is ready to enjoy.

380 Marshland Road Unit C17, Hilton Head Island

Listing courtesy of Charter One Realty.

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