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$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.

$1,150,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511846 MLS
Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

11 China Cockle Way, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$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.

$2,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512178 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep.

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$310,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512176 MLS
Beautifully updated and ideally located just steps from the beach, oceanfront pool, and all the resort amenities, this fully furnished villa is truly move-in ready. Enjoy stylishly renovated bathrooms, a bright and welcoming interior, and the convenience of being located near the front of the community for easy access. Wake up to beautiful Lowcountry sunrises and spend your days enjoying the exceptional amenities, including a beachfront pool, lighted tennis and pickleball courts, on-site restaurant, fitness center, bike rentals, and 24-hour gated security. Whether you're looking for a personal beach retreat, vacation home, or investment property, this villa checks every box. Currently participating in a successful rental program, this turnkey property offers immediate enjoyment and excellent income potential. Just bring your suitcase and start living the coastal lifestyle you've been dreaming of.

40 Folly Field Road Unit A232, Hilton Head Island

Listing courtesy of Charter One Realty.

$899,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$673,500
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511997 MLS
Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate. Stunning renovated kitchen from top to bottom has it all, while the great room features a custom wood-trim ceiling that adds warmth and character. LVP extends throughout the first floor. The bathrooms have been thoughtfully updated with today's finishes. The versatile floor plan includes a 1st floor bedroom or den along with two 2nd floor bedrooms. Outside, you'll find a generously sized fenced front service yard that can also be used as a dog run. The expansive private rear stone patio, complete with a fire pit, creates a peaceful retreat for relaxing alone or with family and friends. Storage is another feature, with 2 separate storage areas--one is exceptionally large and could be a workshop. New Anderson sliding doors add both beauty and energy efficiency. This townhome checks all the boxes, making it a great property for a primary residence, 2nd home, starter home, or long-term rental. It is a low-maintenance lifestyle home, allowing you to enjoy all Hilton Head has to offer. As the saying goes, "Don't judge a book by its cover." This home has been transformed with remarkable updates and is one you won't want to miss.

4 Honeysuckle Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$799,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-512129 MLS
Own one-eighth of this professionally managed, turnkey home by Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic through a private beachside community. The exterior has a covered front porch, classic columns and a shingled roofline that feels considered and unhurried against the island's natural landscape. Inside, the entry foyer has a custom curved staircase, ornate columns, coffered ceilings and light hardwood floors that run throughout the main level. The great room has box beam ceilings, a traditional fireplace with a modern tile surround and built-in storage, opening directly into the dining area with French doors to the backyard. The kitchen has dark stone countertops, a premium range hood, glass-front cabinetry, a quartz-topped island and a separate breakfast bar. The primary bedroom opens to the backyard patio and has a spa-caliber en suite bath with a freestanding soaking tub, tiled shower and dual vanities. Five additional bedrooms, each with private baths, and a bonus room with wet bar complete the layout across three floors connected by a four-stop elevator. The heated pool, overflowing hot tub and outdoor cooking area sit within mature landscaping that gives the backyard a private, enclosed quality. The beach is a short walk through the community's private beachside access. Harbour Town and its iconic lighthouse, the Quarterdeck's waterfront dining and the Sea Pines Resort's golf courses and trails are all within easy reach. Bald Eagle is professionally designed, appointed and managed by Pacaso. Owners arrive to find the home ready at every visit, with nothing left to coordinate before the stay begins.

8 Bald Eagle Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$7,399,500
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$325,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512112 MLS
Updated 2BR/2BA villa at The Spa on Port Royal Sound offering close proximity to one of Hilton Head Island's most distinctive natural beaches, an extensive amenity package, and the flexibility to serve as a second home, full-time residence, or short-term rental investment. Inside, the open living space is anchored by a renovated kitchen with a center island, stainless steel appliances, wine fridge, and glass tile backsplash. A wall-mounted fireplace creates a polished focal point in the living area, while modern finishes continue throughout the villa. Both bathrooms have been updated with tiled shower surrounds, contemporary fixtures, and LED mirrors, and the screened porch provides an additional place to relax after a day on the island. The Spa is a gated waterfront community on Port Royal Sound with two outdoor pools, a heated indoor pool and hot tub, fitness center, tennis courts, basketball court, grilling and picnic areas, playground, landscaped lagoons, and direct access to Hilton Head's bike trail system. The community's location beside Fish Haul Beach Park and Historic Mitchelville Freedom Park adds even more outdoor recreation and Lowcountry character. With great short-term rental potential, updated interior, beach access, and extensive amenities, Unit 3331 offers a compelling combination for both personal-use buyers and investors.

239 Beach City Road Unit 3331, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$850,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512111 MLS
Tucked away on a private cul-de-sac in Hilton Head Plantation, this bright and spacious3BR/3BA home offers single-level living, excellent bedroom separation and a gated courtyard entry. Enjoy views of the 10th hole of Oyster Reef Golf Club from your backyard stone patio, with no homes directly across the street, and walk to Oyster Reef Golf Club and Loggerhead Tavern. The light-filled living room features vaulted ceilings, while the updated eat-in kitchen offers top-of-the-line appliances, stone countertops, bamboo cabinetry, imported tile floors and greenhouse windows for a contemporary feel. A 2+ car garage, updated plumbing and roof less than 10 years old add to the appeal. Hilton Head Plantation amenities include four 18-hole golf courses, a chilled Lazy River and pool, tennis, pickleball, miles of leisure trails and the beautiful recently renourished Dolphin Head Beach. Priced to reflect the opportunity for updates and personalization, this home is ready for you to make it your own and enjoy all Hilton Head has to offer!

14 Oyster Reef Cove, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,800,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-512097 MLS
Welcome to a truly special island retreat in prestigious Port Royal on Hilton Head Island. This 4-bedroom, 3-full-bath, 2-half-bath West Indies-inspired home captures the essence of relaxed coastal luxury, with timeless architecture and an effortless sense of place. Just steps away from private beach access, it offers the perfect setting for barefoot mornings, sunset gatherings, and unforgettable days by the sea. A rare opportunity to experience the beauty, privacy, and laid-back elegance of Hilton Head Island at its finest.

6 Drayton Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$245,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512100 MLS
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 effortless for owners and guests alike. Inside, the villa features an updated kitchen with stainless steel appliances, modern finishes, and updated lighting throughout, creating a fresh, coastal feel that's both inviting and functional. The open layout maximizes natural light, making this villa feel comfortable and welcoming from the moment you step inside. Hilton Head Resort Villas is renowned for its resort-style amenities, including indoor pools and a Jacuzzi, two outdoor pools with a poolside bar, tennis courts, a sauna, fitness center, game room, and 24-hour security gate. Whether you're relaxing poolside, heading to the beach, or enjoying the on-site amenities, everything you need is right at your doorstep. This villa also shines as an investment property, with recent gross rental income of approximately $40,000, making it an excellent option for buyers seeking a proven short-term rental on Hilton Head Island. Equally appealing as a second home, the location offers quick access to shopping, dining, golf courses, and all the island has to offer. Offered fully turn-key, this is a rare opportunity to own a Hilton Head Island beach villa that delivers on lifestyle, income, and long-term value.

663 William Hilton Parkway Unit 3417, Hilton Head Island

Listing courtesy of EXIT Hilton Head Realty.

$7,800,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$220,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511986 MLS
FIRST-FLOOR and FULLY FURNISHED, this updated 1-bedroom condo in The Spa on Port Royal Sound offers an easy, TURN KEYoption for a beach getaway, second home, or income-producing property...located in Building 2, the condo overlooks the pool and features BRAND-NEW LVP FLOORING, fresh interior paint, a comfortable living area, a defined kitchen space, and a practical layout designed to be simple to enjoy, maintain, and rent...newer HVAC and water heater systems add peace of mind, while the furnished setup makes it easier to begin using or preparing the property for the short-term rental market...the beach and lookout pier are only a short walk away, with access to a peaceful stretch of shoreline known for shell collecting and exploring at low tide...community amenities include two outdoor pool areas, including a heated/solar community pool, plus an indoor pool, hot tub, dry sauna, fitness center, walking track and paths, tennis courts, basketball, playground, picnic and grilling areas, swings overlooking Port Royal Sound, a security gate, on-site management, and continual security, with pickleball courts currently under construction...the monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance...conveniently located near Hilton Head beaches, shopping, dining, and island attractions, Unit 2115 combines FIRST-FLOOR CONVENIENCE, modern updates, pool views, and flexible ownership potential in a gated beachfront community.

239 Beach City Road Unit 2115, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$340,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512032 MLS
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 more! Don't miss this beautiful opportunity that is priced to sell!

40 Folly Field Road Unit APT G21, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$339,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512017 MLS
Peek-a-boo ocean views from the rear balcony of this recently renovated 1st-floor Breakers villa! The Breakers complex is a perennial favorite with summer vacationers and snowbirds alike due to the proximity to Coligny Plaza, oceanfront pool, and new elevators. The buyer will be walking into a turnkey rental machine that will be ready to dominate the STR market on closing day.

4 N Forest Beach Drive Unit 103, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$275,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512004 MLS
Beautifully updated 1-bedroom villa in desirable Building A at Hilton Head Beach & Tennis Resort! This second-floor villa offers a glimpse of the ocean from the private balcony and is a very short stroll from one of Hilton Head Island's most beautiful beaches. Thoughtfully updated with shaker-style cabinetry, granite countertops, a tile backsplash, and luxury vinyl plank flooring, this turnkey villa is offered tastefully furnished and rental-ready! The efficient floorplan features a private queen bedroom, built-in hallway bunk beds for additional guests, plus a sleeper sofa to comfortably accommodate even more guests. The bright, open living area that flows seamlessly to the private balcony. Hilton Head Beach & Tennis Resort features direct beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, on-site dining, a playground, a fitness center, bike rentals, and 24-hour gated security. Whether you are looking for a vacation retreat, investment property, or both, this coastal retreat checks all the boxes.

40 Folly Field Road Unit A234, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,250,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511980 MLS
This exceptional Oceanfront home Designed by internationally acclaimed architect Dean Winesett, whose work has been featured in *Architectural Digest* and *Southern Living*, is a remarkable expression of timeless Lowcountry architecture. Also featured in *Southern Living*, the home showcases Winesett's signature style and craftsmanship, exemplified in several of his most celebrated residences throughout Hilton Head Island and Bluffton. Nestled beneath magnificent live oaks and surrounded by mature, natural landscaping, this private oceanfront retreat offers sweeping beach views and an unparalleled sense of serenity. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining just minutes from Hilton Head's renowned dining, golf, shopping, and amenities. The thoughtfully designed residence features 3 bedrooms and 2.5 baths, with the existing half bath easily converted back to its original full bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that seamlessly connect to the surrounding landscape. An expansive rear deck provides the perfect setting for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. Offering ample room for expansion, this property presents a rare opportunity to personalize and enhance an already extraordinary oceanfront estate. As one of Hilton Head Island's most exclusive residential communities, Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that make this oceanfront enclave one of the island's most desirable addresses. Exclusive to Port Royal property owners and their guests, the community's exceptional private amenities further elevate the lifestyle. Residents enjoy an oceanfront Beach House with a swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and a host of recreational and social amenities that make Port Royal one of the island's premier private communities.A rare architectural legacy, an irreplaceable beachfront setting, world-class private amenities, and endless possibilities combine to create one of the finest opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$2,500,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$369,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511958 MLS
Featuring captivating 120 degree views of the Atlantic ocean, Folly Field estuary, and the 10th fairway of the Robert Trent Jones Course at Palmetto Dunes, this immaculately renovated 4th-floor villa marries modern comfort with timeless coastal charm. Recent updates include a new water heater, range/oven, fresh paint, ceiling fans, paneling removed, and contemporary furnishings. Hilton Head Resort is a 24-hour gated community, and is renowned for its amenities including direct beach access via an elevated marsh boardwalk, complementary seasonal shuttle, two outdoor pools, one indoor pool, a hot tub, sauna, steam room, a running track, six lighted tennis/pickleball courts, gym, atrium, grilling/picnic area, an on-site seasonal restaurant/bar, the iconic Coco's Beach Bar featuring dune-side sand volleyball courts, and elevator access. Combining undeniable short-term rental appeal with true ROI potential, this unique villa represents a rare opportunity to acquire a turnkey two-bedroom ocean view condo on Hilton Head Island for under $400k.

663 William Hilton Parkway Unit 2402, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511949 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened porch, with great golf & lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 407-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,985,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511813 MLS
An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511928 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511702 MLS
A Rare opportunity to own a nicely updated direct oceanfront villa on Hilton Head Island with spectacular third-floor Atlantic Ocean views. This is a best buy on the Ocean!Enjoy resort-style amenities, including a zero-entry oceanfront swimming pool and hot tub. Park directly in front of the villa for easy access, then step outside to enjoy miles of Hilton Head's pristine beach.Ideally located near shopping, restaurants, churches, and world-famous Coligny Plaza, this oceanfront condo offers the perfect combination of convenience, comfort, and coastal living. Whether you're searching for a primary residence, second home, or vacation retreat, this move-in-ready villa delivers an exceptional Hilton Head Island lifestyle in one of the area's most desirable beachfront locations.The villa is being sold fully furnished and rental ready!

21 S Forest Beach Drive Unit 308, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$1,299,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511471 MLS
22 Doubloon Dr is nestled beneath majestic live oaks on a nearly 0.6-acre homesite in the sought-after oceanfront community of Port Royal. This beautiful home offers exceptional privacy, picturesque golf views, and a prime Hilton Head Island lifestyle. A long driveway and oversized 3-car garage provide abundant parking and storage. Inside, you'll find 4 bedrooms, 3 full baths, smooth ceilings, wood flooring, a welcoming fireplace, and a large laundry room. The updated kitchen features new appliances, while the updated guest baths, fresh interior paint, BRAND NEW HVAC AUGUST 2026, and new windows make this home truly move-in ready. Enjoy year-round natural light from the sunroom or relax and entertain on the expansive wraparound patio overlooking the tranquil golf course. Located outside the flood zone, this home combines peace of mind with timeless Lowcountry charm. Residents of Port Royal enjoy private beach access, tennis, pickleball, leisure trails, and a private oceanfront beach club with pool in one of Hilton Head Island's most desirable gated communities. Some furniture is negotiable.

22 Doubloon Drive, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511868 MLS
Owner is also selling Week 17 (Unit 2874) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 18, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,849,500
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511596 MLS
Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen blends timeless design with tasteful updates, featuring white shaker cabinetry, stone countertops, stainless steel appliances, updated hardware and fixtures, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

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