Hilton Head Island Homes with Guard Association Amenities

Welcome to Hilton Head Island, South Carolina, a stunning coastal paradise nestled in Beaufort County. Renowned for its pristine beaches, lush landscapes, and world-class golf courses, this charming island offers a unique blend of relaxation and adventure, making it the perfect destination for both vacationers and those seeking a permanent home.

Hilton Head Island is celebrated for its commitment to preserving its natural beauty and charm. With over 12 miles of sandy beaches, scenic bike paths, and an array of outdoor activities, residents and visitors alike can revel in the island's breathtaking scenery. The island's rich cultural heritage is evident in its vibrant arts scene and delicious Lowcountry cuisine, which you can savor in a variety of local restaurants.

For those looking to settle down, homes within Guard Association communities provide an added layer of security and exclusivity. These gated neighborhoods are not only safe but also offer a wealth of amenities that cater to an active lifestyle. Residents can enjoy access to private pools, tennis courts, fitness centers, and beautifully landscaped parks, fostering a sense of community and connection among neighbors.

Whether you’re an avid golfer, a beach lover, or someone who appreciates the tranquility of nature, Hilton Head Island has something to offer everyone. With its luxurious homes and exceptional amenities, you can experience the best of coastal living while enjoying the peace of mind that comes with a Guard Association community. Discover the charm of Hilton Head Island and make it your next home sweet home!

Newest Hilton Head Island Homes with Guard Association Amenities

$569,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511988 MLS

Welcome to the highly-desired St. Andrews Common community in world-renowned Palmetto Dunes Resort! This beautifully updated 2BD / 2BA villa offers a light, inviting retreat in one of Hilton Head Island's most ideal locations. The spacious layout provides plenty of room for both everyday living and entertaining, making this a perfect primary residence, second home, or turnkey investment opportunity. Offered fully furnished and ready to rent - having achieved nearly $45K in gross rentals just last year! Enjoy the peaceful surroundings of St. Andrews Common, complete with a community pool and picturesque lagoon and landscape views throughout the neighborhood. You'll have easy access to miles of pristine beaches, championship golf, tennis and pickleball, dining, shopping, biking, kayaking and everything that makes the Hilton Head lifestyle so special.

20 Queens Folly Road Unit 1659, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$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.

$1,349,000

3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512177 MLS

Coastal luxury meets Lowcountry charm in this beautifully remodeled Huntington villa! Boasting 3 bedrooms and 3.5 bathrooms, this immaculate, never-rented property sits right across the street from the beach in the highly coveted Palmetto Dunes Resort. Inside, an open eat-in kitchen concept impresses with quartz countertops and stainless appliances, anchored by warm wood floors and elegant coastal décor. Unwind on the screened porch while gazing out at expansive water views. Living here unlocks a world-class lifestyle featuring three golf courses, premier tennis and pickleball facilities, miles of leisure trails, restaurants, shopping, a marina, and 3 miles of pristine beach. Offered entirely turn-key, this exceptional level of luxury adapts effortlessly to your lifestyle-whether as a primary residence, a seasonal retreat, or a lucrative addition to your investment portfolio.

80 Ocean Lane Unit 7619, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

$32,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512232 MLS

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 with golf views. Prime weeks for 2027 include 4th of July and December 18th through New Year's Day 2028. This mini-resort includes tennis, pickleball, pools, a playground, and a private beach gate for BQ owners and guests. Maintenance fee covers appliances, furniture, maintenance upkeep, taxes, Shipyard fees, and more, ensuring a stress-free experience, ideal for personal use or rentals.

55 Barcelona Road Unit 242C, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$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.

$995,000

2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512217 MLS

Bottom level condo with the perfect view!

7 Shelter Cove Lane Unit 7511, Hilton Head Island

Listing courtesy of Next Move Real Estate.

$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.

$975,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512093 MLS

Enjoy some of the most spectacular views on Hilton Head Island from this exceptional villa overlooking the deep waters of Skull Creek and Skull Creek Marina. Watch boats drift by throughout the day and take in breathtaking sunsets from one of the island's most coveted waterfront locations. This sought-after 2,230-square-foot floor plan features two bedrooms plus a spacious den that easily serves as a third bedroom or home office, two full bathrooms, a large kitchen with an inviting dining area, and an open, comfortable living space designed to take advantage of the incredible views. Elevator access from the garage and a convenient ramp from the parking area provide easy access to the residence. Additional features include designated lower-level parking, a large private locked storage room, and access to a private community pool. Ideally located just inside the Skull Creek entrance of Hilton Head Plantation, you're only minutes from waterfront restaurants, shopping, golf, marinas, and everything Hilton Head Island has to offer.

4 Village North Drive Unit 39, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,100,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512158 MLS

A rare find in Windmill Harbour-NO STAIRS! This gorgeous one-level home is nestled on an oversized corner lot with beautiful lagoon views and professional landscaping. Ideally located within near distance of the South Carolina Yacht Club and the scenic promenade surrounding the harbour, this home offers the perfect combination of comfort, convenience, and Lowcountry living. Featuring 3 bedrooms and 3 full baths, all thoughtfully updated, the home is in pristine, move-in-ready condition. The spacious, open kitchen is designed for both everyday living and entertaining, with high-end appliances and plenty of workspace. The light-filled living room flows seamlessly into the dining area and inviting Carolina Room, where a stunning stone fireplace creates a warm and welcoming focal point. An outstanding courtyard entry provides a beautiful first impression, while the spacious rear patio offers a wonderful setting for outdoor entertaining or simply enjoying the peaceful lagoon-view surroundings. Abundant natural light throughout the home enhances the open, airy feel. The oversized two-car garage provides excellent storage and convenience and features a durable epoxy floor. With its exceptional location, single-level living, updated interiors, beautiful outdoor spaces, and pristine condition, this Windmill Harbour home is truly a rare opportunity.

1 Sparwheel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$359,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512183 MLS

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 countertops and glass back splash & Stainless appliances too. Bath vanities and lighting are newer & bedrooms are nicely furnished. TV's in all rooms. The ocean front resort has the largest ocean front pool on HHI, a second pool, pickleball, tennis, bike rentals, restaurants, volleyball, 24 hour security, convention center and so much more. You are going to love it here!

40 Folly Field Road Unit D9, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

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