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10 Drayton Place, Hilton Head Island
$7,800,000
6 Beds ⋅ 8 Baths ⋅ 6,208 SqFt. ⋅ 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.

4 N Forest Beach Drive Unit 103, Hilton Head Island
$339,000
1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ HILTONHEAD-512017 MLS
Peek‐a-boο οcеаn vіewѕ frοm the rear balcony οf thiѕ 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 NorthGroup Real Estate LLC.

4 Middleton Place, Hilton Head Island
$3,950,000
3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS
Reimagine oceanfront living on one of Hilton Head Island's most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. 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 minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the 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 connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

40 Folly Field Road Unit 215, Hilton Head Island
$535,000
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-511793 MLS
Expеriencе сoаѕtаl luxurу іn this stunning, fully furnishеd 2-bеdroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

77 Ocean Lane Unit 113, Hilton Head Island
$1,890,000
3 Beds ⋅ 3 Baths ⋅ 1,520 SqFt. ⋅ HILTONHEAD-511734 MLS
Located in the heart of Hilton Head Island, inside Palmetto Dunes Resort and across from the Shelter Cove Area. Experience the best of Hilton Head Island at 113 Barrington Court, a beautifully appointed first-floor, oceanfront 3-bedroom, 3-bath condo in the sought-after Palmetto Dunes community. With breathtaking ocean views from every bedroom, the living room, kitchen, and expansive wraparound balcony, this villa is the perfect setting for a relaxing beach getaway. The spacious, open-concept living area is designed to maximize the stunning views. The fully equipped U-shaped kitchen features stainless steel appliances, attractive cabinetry, wood-look plank tile flooring, and a breakfast bar with seating for three. The dining area seats six, while the inviting living room offers coastal-inspired décor, comfortable seating including a sleeper sofa, a decorative fireplace, and a 48" Smart TV. Sliding glass doors lead to the large partially covered balcony with outdoor dining, lounge chairs, and additional seating overlooking the Atlantic Ocean. The oceanfront primary suite features a king bed, sitting area, 40" TV with DVD player, private balcony access, and an en-suite bath with granite vanity and walk-in shower. The first guest bedroom offers two twin beds, balcony access, and convenient access to a full bath with a tub/shower combination. The second guest bedroom features a king bed, desk, 32" Smart TV, spectacular ocean views, and a private bath with a walk-in shower. A stacked washer and dryer add extra convenience. Barrington Court amenities include an oceanfront pool, hot tub, grilling area, restrooms, showers, elevator, and covered parking garage. Guests also enjoy access to all the incredible amenities Palmetto Dunes offers, including three miles of pristine beach, three championship golf courses, world-renowned tennis and pickleball, an 11-mile lagoon system for kayaking, canoeing, and fishing, and miles of scenic walking and biking trails. Nearby Shelter Cove Marina offers waterfront dining, shopping, and seasonal live entertainment. Whether you're planning a family vacation or a getaway with friends, 113 Barrington Court combines spectacular oceanfront views, resort-style amenities, and an unbeatable location for the perfect Hilton Head Island escape.

77 Ocean Lane Unit 113, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

15 Green Wing Teal Road, Hilton Head Island
$7,875,000
HILTONHEAD-511653 MLS
An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

21 Barnacle Road, Hilton Head Island
$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

3 Stella Del Mare Manor, Hilton Head Island
$6,900,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross уour privаtе bridgе іntο onе οf Hilton Head Iѕland'ѕ most distinctive oceanfront enclaves. Stella del Mare is one of only three beachfront communities on the island where short term rentals are not permitted, offering a level of privacy increasingly difficult to find along the Hilton Head shoreline. Set directly on Bradley Beach, this 4BR, 5.5BA Mediterranean estate was nationally featured for its extraordinary architecture and craftsmanship. Three years in the making, the residence was conceived as an authentic Italian villa with an uncompromising emphasis on quality, permanence, and detail. European inspired craftsmanship is showcased throughout with hand carved limestone, custom mahogany millwork, walnut flooring, silk wall coverings, Venetian glass, architectural antiques, and an extraordinary, hand-crafted iron staircase that took nearly two years to complete. Substantial construction, including the Hebel Block system and exceptionally thick walls, complements interiors designed to frame the Atlantic Ocean from throughout the residence. Outdoor living is equally impressive with multiple oceanfront balconies, elevator, and recently renovated pool and spa overlooking the ocean. Significant recent investment includes complete exterior stucco refinishing, a new geothermal HVAC system, and extensive pool and landscape renovations. More than a beachfront residence, Stella del Mare offers a rare opportunity to own an architecturally significant Hilton Head Island estate created with materials, craftsmanship, and attention to detail seldom replicated today, all within a private oceanfront setting free from weekly rental turnover.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

40 Folly Field Road Unit A225, Hilton Head Island
$448,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511346 MLS
Another fantastic direct oceanfront villa at HHBT. This one has an open bedroom with lovely luxury vinyl flooring throughout. Lovely backsplash in kitchen. Sit on your sofa and view the ocean. Need more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A225, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

40 Folly Field Road Unit C302, Hilton Head Island
$259,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511205 MLS
Best price for this piece of paradise on the Atlantic Ocean on Hilton Head Island. 1-bedroom, top floor villa located in the desirable open Y of the building and close to the elevator at Hilton Head Beach and Tennis Resort. The villa is in excellent shape and located on the quiet marsh side of Building C with ocean views from the balcony. Flat ceilings, fully furnished and turnkey ready to make you rental income. Enjoy all of the amenities that HHBT ocean front resort offers including a huge beach front pool, seasonal beach/pool cafe, year-round on-site restaurant, gated with 24-hour security, onsite pickleball, tennis, and gym. Come and see this one as it's perfect for renting and/or vacation home. Villa is open and ready to show.

40 Folly Field Road Unit C302, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

31 Ocean S Point, Hilton Head Island
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS
Expеriencе thе quintеѕѕentіаl beachside lifеstуle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Collier Beach Road, Hilton Head Island
$5,900,000
6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS
Expеriencе thе pіnnасle οf οceanfront luxury with еndleѕs, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences. Hard Coat Stucco. Rental income approximately $353,000 in 2026.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

10 N Forest Beach Drive Unit 3203, Hilton Head Island
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 2,060 SqFt. ⋅ HILTONHEAD-511230 MLS
3 bedroom, 3 bath direct oceanfront The Sea Crest Villa located in North Forest Beach area. Excellent rental history but can be permanent residence. Open floor plan with nice balcony. The Sea Crest has a fitness center, community pool, direct oceanfront access and elevator for easy entry. Located directly across from The Sea Crest is Coligny Plaza with many restaurants, shopping, and grocery store. These units rarely come available.

10 N Forest Beach Drive Unit 3203, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

34 Hammock Breeze Way, Hilton Head Island
$2,499,000
5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS
Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of SERHANT.

145 S Shore Drive Unit 3102, Hilton Head Island
$2,725,000
3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-510567 MLS
Experience an extraordinary lifestyle in South Shore Common, located within the prestigious oceanfront community of Leamington, a private enclave inside Palmetto Dunes. This beautifully renovated fully furnished 3-bedroom, 3-bath villa offers the convenience of one-level living, multiple private balconies, peek-a-boo ocean views, and beach access just across the street. Designed for effortless coastal living and entertaining, this exceptional residence blends sophisticated finishes, spacious gathering areas, and luxurious upgrades throughout. Whether you're seeking a primary residence, second home, or luxurious coastal retreat, South Shore Common offers an exceptional combination of privacy, convenience, and resort-style amenities. Spend your days walking the beach, relaxing by the pool, enjoying tennis and pickleball, or simply taking in the ocean breezes from one of your 4 private balconies. A rare opportunity to enjoy elegant, maintenance-free living just steps from the Atlantic Ocean in one of Hilton Head Island's most sought-after communities.

145 S Shore Drive Unit 3102, Hilton Head Island

Listing courtesy of Charter One Realty.

21 Red Cardinal Road, Hilton Head Island
$7,650,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of thе finest οсeаnfrοnt rеsіdеnces in Sea Ρinеs, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

40 Folly Field Road Unit A145, Hilton Head Island
$250,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511062 MLS
Step іnto this FUᏞᏞY RΕΝΟVAΤΕD FIRST-FLOOR vіlla іn the sought-after A Building at Hilton Head Beach & Tennis Resort, where thoughtful updates, coastal style, and efficient use of space come together in an inviting beach retreat... the beautifully remodeled kitchen features CUSTOM CABINETRY extending to the ceiling, additional built-in cabinetry surrounding the refrigerator, full-size stainless steel appliances, GRANITE countertops, tile backsplash, and an oversized island offering bar seating, extra storage, and generous workspace... throughout the villa you'll find KIDS BUNKS, POCKET DOORS, SMOOTH CEILINGS, CROWN MOLDING, updated lighting, and durable LVP FLOORING... the FULLY RENOVATED BATHROOM complements the home with fresh finishes and a clean coastal look... ideally positioned along a quieter section of the building, the villa enjoys added privacy, reduced hallway traffic, refreshing airflow from the bedroom window, and a relaxing outlook toward the Magnolia courtyard... sold FULLY FURNISHED and RENTAL READY, this property is an excellent option for a vacation retreat, second home, or investment, all just moments from the beach and resort amenities including the oceanfront pool, beachside dining and bar, tennis, pickleball, fitness center, and 24-hour gated security.

40 Folly Field Road Unit A145, Hilton Head Island

Listing courtesy of Real Broker, LLC.

50 Starfish Drive Unit 111, Hilton Head Island
$1,190,000
2 Beds ⋅ 2 Baths ⋅ 1,105 SqFt. ⋅ HILTONHEAD-510664 MLS
RARELΥ ON TΗΕ MΑRΚΕT ΤΗIS FIRST FLOΟR 2BΕDROOM 2BATH FULLY FURNISHED FLAT HAS VIEW OF OCEAN, WONDERFUL LANDSCAPING AND POOL AREA. A GREAT PRIMARY OR SECOND HOME/RENTAL VILLA. READY FOR MAKING NEW FAMILLY MEMORIES. THIS EXTREAMLY DESIRABLE OCEAN FRONT, GATED SEA CLOISTER VILLAS HAS ONLY 64 UNITS. ENJOY EASY ACCESS TO THE BEACH, POOL, BARBEQUE GRILLS AND PICNIC TABLES VIA PRIVATE STEPS FROM YOUR PRIVATE COVERED BALCONY WITH LUXURY SEATING. SMOOTH CEILIINGS, STAINLESS STEEL APPLIANCES, NEW HVAC 2026, FRONT LOAD FULL SIZE WASHER AND DRYER. OVERSIZED GRANITE COUNTER TOPS FOR BAR STOOL SEATING. QUIET MID ISLAND LOCATION. COMPLEX IS 1/2 WAY THRU A MULTI-MILLION DOLLAR RENOVATION. THE FIRST HALF RENOVATION OCEAN SIDE HAD BEEN PAID. THE NEXT HALF WILL TAKE PLACE IN 2027 AND INCLUDES THE PARKING LOT SIDE, NEW RAILINGS,WALKWAYS, PARKING LOT. PROPERTY VALUES UP AND INSURANCE COSTS DOWN BECAUSE OF THE STRUCTURAL RENOVATIONS EXCELLENT RENTAL HISTORY

50 Starfish Drive Unit 111, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

77 Ocean Lane Unit 210, Hilton Head Island
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 1,171 SqFt. ⋅ HILTONHEAD-510558 MLS
A gorgeous, recently remodeled 2BR/2BA Villa in Barrington Court with breathtaking views of the ocean, lagoon and pool. Tastefully furnished and decorated with updated bathrooms, newer appliances and large screen TV's in the Great Room and MBR. The guest BR boasts a queen bed and bunk beds and with the king in the MBR and queen sleeper sofa in the GR, the unit sleeps eight guests. The recent major renovations of the total villa complex make it feel like a brand new resort. The large pool, lush gardens, picnic area and tropical lagoon on the grounds embrace you as you walk from your villa to your private beach access. With a common elevator, private owner's storage closet in a secure underneath parking area and all of the many amenities Palmetto Dunes has to offer (golf, tennis, pickle ball, 11-mile lagoon, shopping/restaurants and free "Dune Buggy transportation") this villa has everything you can ask for as a turn-key investment property (with $70K in projected rentals projection) or second home/vacation getaway

77 Ocean Lane Unit 210, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

40 Folly Field Road Unit B252, Hilton Head Island
$219,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-509998 MLS
Oppοrtunity knoсkѕ for а grеаt oсеanfront value! Locаted οn the wing with lovely views and a nice and private location, with a little TLC this can be your oceanfront vacation residence. Enjoy an oceanfront pool, tennis and pickleball, fitness, restaurant, security, bike rentals and much more. Lowest priced oceanfront villa on HHI! Outstanding opportunity!

40 Folly Field Road Unit B252, Hilton Head Island

Listing courtesy of Charter One Realty.

77 Dune Lane, Hilton Head Island
$6,995,000
5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

21 S Forest Beach Drive Unit 231, Hilton Head Island
$949,900
2 Beds ⋅ 2 Baths ⋅ 1,125 SqFt. ⋅ HILTONHEAD-509820 MLS
Oceаnfront beautіfullу updаtеd аnd furniѕhеd 2-bedroom, 2-bath cοndo lοcated in the desirable Shorewood Villas just steps to the beach, overlooking the large pool and a short walk to Coligny Plaza. Enjoy ocean breezes and views of the newly enlarged zero-entry heated pool, kiddie pool and hot tub and ocean from the spacious private balcony, perfect for relaxing. Completely renovated with granite countertops and stainless appliances, new wood flooring, new dishwasher, fridge, microwave, washer and dryer. Additional upgrades include smooth ceilings and all new Andersen StormWatch impact-rated windows and sliders, new HW heater, master furniture (see documents for complete list of upgrades) Convenient parking available underneath the building. Established rental property with $56,000 in rentals in 2025. An exceptional opportunity for a beach getaway, second home, or investment property!

21 S Forest Beach Drive Unit 231, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

43 S Forest Beach Drive Unit 201, Hilton Head Island
$649,500
2 Beds ⋅ 2 Baths ⋅ 800 SqFt. ⋅ HILTONHEAD-509398 MLS
Experience the ultimate beach lifestyle in this recently renovated 2-bedroom, 2-bathroom villa. Located in the highly desirable South Forest Beach area, this bright and inviting retreat is situated in a premier oceanfront building. The sand, surf, and community pool are truly just steps from your front door. Inside, the villa blends modern coastal elegance with everyday comfort, perfect for relaxing after a day in the sun. Step out onto your private balcony to feel the ocean breeze, or take advantage of Ocean Dunes' exceptional community amenities, including private beach access, elevator convenience, and direct connection to Hilton Head's extensive bike paths. Best of all, you are perfectly positioned for convenience. Walk or bike to Coligny Plaza and Celebration Park to explore an abundance of shopping, dining, and seasonal entertainment, or enjoy a quick trip to nearby Sea Pines and surrounding golf courses. This turnkey villa places the very best of Hilton Head's beach lifestyle and community amenities right at your doorstep.

43 S Forest Beach Drive Unit 201, Hilton Head Island

Listing courtesy of EXP Realty LLC.

21 S Forest Beach Drive Unit 202, Hilton Head Island
$1,167,500
2 Beds ⋅ 2 Baths ⋅ 1,109 SqFt. ⋅ HILTONHEAD-508277 MLS
This lοvely villа οfferѕ brеаthtakіng, dіrect oceanfront vіewѕ, shows beautifully throughout and is just steps to the beach. This move-in ready villa is fully furnished and part of an established rental program, making it an excellent investment or personal getaway. The property features a recently updated and expanded heated pool and hot tub, perfect for relaxing after a day on the beach.Ideally situated on one of the island's finest stretches of shoreline, you'll enjoy easy access to everything the area has to offer. Walk to nearby restaurants, shops, Coligny Plaza, Celebration Park, and tennis facilities-all just moments away.

21 S Forest Beach Drive Unit 202, Hilton Head Island

Listing courtesy of Charter One Realty.

40 Folly Field Road Unit A124, Hilton Head Island
$349,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508844 MLS
Experience oceanfront living at its finest in this beautifully updated first-floor villa at Hilton Head Beach & Tennis Resort. Unit A124 offers direct oceanfront views and immediate access to Hilton Head Island's award-winning beaches, making it the perfect turnkey investment, vacation home, or personal island retreat. Thoughtfully furnished and currently operating as a successful short-term rental, this one-bedroom, one-bath villa is ready to enjoy from day one. The stylish kitchen features full-size stainless steel appliances, quartz countertops, and everything needed for extended stays, while the open living area and private patio provide the perfect place to relax to the sights and sounds of the Atlantic Ocean. Hilton Head Beach & Tennis Resort offers an exceptional coastal lifestyle with private beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, a fitness center, on-site dining, playground, and 24-hour gated security. Conveniently located near Hilton Head's top restaurants, shopping, golf, and entertainment, this is a rare opportunity to own a true direct oceanfront villa in one of the island's most desirable resort communities.

40 Folly Field Road Unit A124, Hilton Head Island

Listing courtesy of Engel & Volkers.

23 S Forest Beach Drive Unit 385, Hilton Head Island
$550,000
2 Beds ⋅ 2 Baths ⋅ 750 SqFt. ⋅ HILTONHEAD-508959 MLS
A rare opportunity to own one of the very few 2-bedroom / 2-bath ocean-view penthouse villas at Sea Side Villas. Tucked on the third floor with easy elevator access, Unit 385 captures breezy vistas to the Atlantic and the kind of natural light that makes every day feel like vacation. Inside, an open-concept living and kitchen space blends laid-back coastal style with everyday comfort. Durable tile floors throughout make clean up easy after sandy feet return from the beach and sliding doors to a covered balcony create the perfect spot for morning coffee or sunset gatherings. The kitchen is finished with granite counters, a tile backsplash, stainless appliances including a full size range & dishwasher, and warm, light cabinetry for casual breakfasts or prepping lunches after a morning at the beach. Two cheerful bedrooms with ceiling fans and updated baths with glass showers and granite vanities round out the welcoming layout. The location is hard to beat. You're just a short walk to Coligny Beach, the iconic Tiki Hut, Celebration Park, and the shops and restaurants that give this corner of Hilton Head its easygoing charm. The community itself sits among palms and live oaks with a pool, well-kept grounds, and plenty of parking. Whether you're looking for a relaxed second home to unwind in or a turnkey short-term rental in one of the island's most sought-after spots, 385 Sea Side Villas offers the rare combination of top-floor privacy, ocean views, and walkable beachside living.

23 S Forest Beach Drive Unit 385, Hilton Head Island

Listing courtesy of Keller Williams Realty.

40 Folly Field Road Unit A224, Hilton Head Island
$448,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508823 MLS
What would be better than a direct oceanfront villa over the marsh and the ocean? The balcony is welcoming any time of day! So quiet and peaceful part of HHBT. Wonderful for families. Bunk beds with protective rail. Ned more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A224, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

3 Wagener Place, Hilton Head Island
$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

41 Ocean Lane Unit 6104, Hilton Head Island
$945,000
1 Beds ⋅ 2 Baths ⋅ 985 SqFt. ⋅ HILTONHEAD-508349 MLS
Stunning Oceanfront Villa - Rental Machine! Experience elevated coastal living in this beautifully remodeled 1-bedroom, 2-bath oceanfront villa, where modern upgrades meet effortless beachside elegance. Designed with a coastal chic aesthetic, this residence features an open-concept floor plan that maximizes natural light and captures breathtaking water views. Step out onto the spacious, sun-drenched balcony-perfect for morning coffee or evening relaxation with the sound of the waves as your backdrop. Fully renovated, seamlessly blending indoor and outdoor living. The gourmet kitchen and living areas flow effortlessly, creating a bright and inviting atmosphere ideal for entertaining or unwinding. The primary suite offers a private en suite bathroom complete with double granite-topped vanities and a walk-in tile shower-delivering both luxury and functionality. Located within the premier Palmetto Dunes/Leamington Villa community, Hampton Place residents and guest's enjoy access to top-tier amenities including a large pool, hot tub, fitness center, barbecue area, and exclusive private beach access. Whether you're seeking a personal getaway or a high-performing investment property, this oceanfront villa checks every box. See virtual tour to see this beautiful Fully Remodeled Coastal Retreat OR book an appointment if it is not rented to view in person!

41 Ocean Lane Unit 6104, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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