Hilton Head Island Homes with Tennis Court(s) Association Amenities

Welcome to Hilton Head Island, South Carolina—a breathtaking coastal paradise nestled in Beaufort County. Known for its stunning beaches, lush landscapes, and vibrant community, Hilton Head Island is a haven for both relaxation and adventure. With its temperate climate and year-round sunshine, this idyllic destination attracts visitors and residents alike who seek a blend of natural beauty and recreational opportunities.

One of the standout features of Hilton Head Island is its commitment to outdoor living, particularly for tennis enthusiasts. The Homes with Tennis Court(s) Association amenities offer residents exclusive access to well-maintained tennis facilities, ensuring that both casual players and serious competitors can enjoy the sport in a picturesque setting. Imagine stepping out of your backyard and onto a pristine court, surrounded by the serene sounds of nature and the fresh ocean breeze.

In addition to tennis, the community fosters a lifestyle that embraces health and wellness, with numerous walking and biking trails, golf courses, and water sports readily available. The association amenities also often include clubhouses, swimming pools, and social events, creating a vibrant atmosphere where neighbors become friends and lifelong memories are made.

Whether you're considering a permanent move or a seasonal retreat, Hilton Head Island offers a unique blend of luxury and leisure. Discover your dream home in this enchanting locale, where the spirit of community and the joy of outdoor activities await you. Embrace the Hilton Head lifestyle today, and let the island's charm captivate your heart!

Newest Hilton Head Island Homes with Tennis Court(s) Association Amenities

$395,000

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512148 MLS

Desirable and spacious 3-bedroom, 2-bath top-floor corner villa in the highly sought-after, beach-oriented Hilton Head Resort! With no neighbors above, this light-filled villa offers added privacy and beautiful lagoon, marsh, golf course, and tennis court views from the private balcony. The updated kitchen features white cabinetry, stainless steel appliances, granite countertops, and a convenient bar area with sink. Smooth ceilings and LVP flooring throughout create a clean, modern feel. Additional updates include a brand-new in-unit washer and dryer and new HVAC system. Hilton Head Resort offers an exceptional array of amenities, including two outdoor pools, an indoor pool, spa, sauna, jacuzzi, fitness room, and multiple tennis and pickleball courts. Enjoy seasonal dining at the main pool, plus convenient beach access via the private boardwalk with seasonal shuttle service, beach bar, and grill. Strong rental history makes this an excellent opportunity as a vacation getaway, investment property, or both!

663 William Hilton Parkway Unit 4420, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$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 features 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.

$5,500,000

5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-511760 MLS

BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Ocean Golf Course in Palmetto Dunes just a Short Walk to the Beach. 7,051 Square Feet with Outstanding Craftsmanship showcases Chef's Kitchen with Spacious Island & Butler's Pantry and Small Laundry Room, 5 Bedroom Suites, Custom Wood Paneled Parlor with Full Bar and Travertine Floored Foyer to a Two-Story Entry with a Grand Marble Staircase. Spacious Second Floor Laundry Room. BEAUTIFUL Raised Invisible Edge Pool and Spa. 5 Covered Porches, Fireplace and Built-In Grill. 6-Car Drive Through Garage, Elevator, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the Best of Life at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$295,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512265 MLS

Brand new HVAC and HW Heater! Welcome to this amazing unit in building 4, sold fully furnished and fully equipped with everything you need to start vacationing or renting. 2BD/2BA condo, ideally located just steps away from the beaches of Hilton Head. Top-floor unit complete with LVP floors and a spacious open-concept, making it an ideal residence or rental opportunity. Great rental history with a perfect set up for family vacations. Enjoy an array of incredible amenities, including indoor and outdoor pools, convenient beach access, tennis/pickleball courts, and a tropical beach bar. Additionally, numerous restaurants and shops are conveniently located nearby, ensuring the convenience and entertainment of island life. Don't miss the chance to see this exceptional condo today.

663 William Hilton Parkway Unit 4427, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$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.

$225,000

1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512049 MLS

Welcome to cozy coastal living in the desirable Marshside community on the north end of Hilton Head Island! This well cared for, updated, and fully furnished 1 bedroom, 1.5 bathroom loft villa is move in ready and priced to sell. The main level offers an inviting living space featuring a cozy fireplace, a convenient half bath, and an updated kitchen equipped with stainless steel appliances. Upstairs, the spacious loft bedroom suite boasts a private full bathroom, a walk-in closet and beautiful sunrise views to start your morning right. Step out onto the back porch to relax and take in the tranquil marsh and landscaped views, perfect for watching local island wildlife. Additional features include an extra exterior storage closet for your beach gear. Residents of Marshside enjoy fantastic community amenities, including a pool, tennis courts, playground, and fitness center. Property is being sold AS-IS with seller to make no repairs (microwave and refrigerator water dispenser as-is; dispenser non-functional). Inspections are welcome.

5 Gumtree Road Unit L-18, Hilton Head Island

Listing courtesy of The Cox Team Brokered by EXP.

$3,295,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511945 MLS

Oceanfront living takes center stage at this inviting residence in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along the Atlantic, the home enjoys an exceptional coastal setting, with the oceanfront property between the residence and beach maintained by Ocean Point-providing owners the beauty of this remarkable landscape without the responsibility of maintaining it themselves.Inside, the home offers a comfortable blend of classic character and refreshed coastal style, with spacious living areas designed to complement the spectacular setting. Warm heart-of-pine floors, a natural connection between the kitchen and Carolina Room, and multiple bedrooms with ocean views create an inviting island retreat. The first-floor primary suite offers a private escape, while generous gathering spaces are ideal for family and entertaining.Ocean Point owners enjoy a private pool immediately adjacent to the property, as well as exclusive beach access. Port Royal's exceptional amenities add even more to the lifestyle, including an oceanfront Olympic-size pool, Beach House, playground, fire pits, pickleball and tennis courts, leisure trails, and private security.Thoughtfully refreshed and beautifully appointed, this special oceanfront residence offers a rare opportunity to enjoy the best of Hilton Head Island-where the ocean, exceptional amenities, and relaxed coastal living are right outside your door.

13 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$899,000

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512211 MLS

Excellent opportunity to own a full-size home in Palmetto Dunes ocean community! Located on the 4th hole of the Robert Trent Jones Golf course. A little over a mile from the white sand beach of Hilton Head Island. Recently renovated with new luxury vinyl planking floors. New interior and exterior paint. Kitchen has new cabinets with quartz counter-tops and new stainless appliances. Primary and guest baths have new cabinets and quartz counter-tops. Primary bath has double vanity plus walk-in shower. Full size lot with numerous specimen oak trees. Close to all amenities including golf, tennis, pickleball, restaurants, and shopping. Amazing opportunity to own a single-family home on a full size lot for the cost of a condo or villa.

66 Off Shore, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,475,000

3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512115 MLS

Rarely does a like-new home in Hilton Head Plantation pair this level of renovation with a premier address, a private saltwater swimming pool, and screened lanai. Beautifully reimagined in 2026, this private (single-story) residence features, tall ceilings, gorgeous plank flooring, current color selections, and an intelligently designed floor plan. The fully remodeled kitchen is an absolute showcase... Complete with quartz countertops, a downdraft vent range, updated stainless steel appliances, and a generous pantry behind craftsman-style barn doors. The three (en-suite) bathrooms have all been completely transformed and offer a modern and luxurious feel. The private pool was resurfaced in 2025 and includes new pool equipment! The house-wide plumbing was replaced with PEX for additional peace-of-mind! Add to the list spacious bedroom suites, a gas fireplace, a private office nook, epoxy floors in the garage, abundant closets/cabinetry, and professional landscaping outside. This is a high-elevation lot with a pleasant golf backdrop on a quiet, (limited traffic) street near Hilton Head Plantation's main gate. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

43 Knollwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

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