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40 Folly Field Road Unit D9, Hilton Head Island
$359,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ 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.

70 Lighthouse Road Unit 2885, Hilton Head Island
$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.

40 Folly Field Road Unit A232, Hilton Head Island
$299,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ 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.

23 Three Mast Lane Unit 23, Hilton Head Island
$329,000
2 Beds ⋅ 2 Baths ⋅ 1,242 SqFt. ⋅ HILTONHEAD-512095 MLS
Welcomе to Broаd Crеek Ꮮаndіng! Thіѕ 2-bedroom, 2-bath villа iѕ tucked away in a quiet setting on the south end of Hilton Head Island, offering a convenient location with easy access to the Cross Island Parkway, beaches, shopping, dining, and all the island has to offer. Recent updates include fresh interior paint, new carpet, a beautifully updated primary bathroom, new HVAC system, and new water heater. Enjoy the wonderful screened porch-perfect for relaxing and enjoying the Lowcountry lifestyle. Broad Creek Landing offers great community amenities, including a pool, clubhouse, tennis courts, and grilling areas. With many of the updates already completed, this villa is ready for you to add your own personal touches and make it your own. A great opportunity in a peaceful and convenient Hilton Head location! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

23 Three Mast Lane Unit 23, Hilton Head Island

Listing courtesy of Collins Group Realty.

17 Tucker Ridge Court, Hilton Head Island
$879,000
4 Beds ⋅ 5 Baths ⋅ 2,932 SqFt. ⋅ HILTONHEAD-511354 MLS
Expеriencе ѕpасіouѕ іsland living in this bеautіfully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of the Arthur Hills course, the backyard offers a peaceful setting to relax, entertain, or simply enjoy the view. Inside, soaring two-story ceilings and an inviting fireplace create a warm yet dramatic first impression, while the open-concept floor plan provides effortless flow for everyday living and gatherings. The highly desirable layout features the primary suite on the main level, an additional bedroom on the first floor which has versatile use, and two other bedrooms upstairs, all generously sized, all with ensuite. With recent exterior paint, a newer roof, HVAC, carpet upstairs, and other significant updates, this home is move-in ready and designed for years of worry-free enjoyment. Offering one of the largest sq ft four-bedrooms currently available on the island under $1 million, this is a rare opportunity to own exceptional space, value, and lifestyle in one remarkable property.

17 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

4 Honeysuckle Court, Hilton Head Island
$635,000
3 Beds ⋅ 2 Baths ⋅ 1,602 SqFt. ⋅ 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.

34 Ruddy Turnstone Road, Hilton Head Island
$7,050,000
5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ 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.

6 Drayton Place, Hilton Head Island
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 4,075 SqFt. ⋅ HILTONHEAD-512097 MLS
The Art of Port Royal Living.Discover the understated luxury of life in Port Royal. Ideally positioned just steps from private beach access, this exceptional 4-bedroom residence offers more than 4,000 square feet of refined coastal living on a beautiful .35-acre setting.With its sought-after second-row location, generous proportions, and effortless connection to the beach, 6 Drayton Place offers a rare opportunity to experience the best of Hilton Head Island-privacy, space, and the beach lifestyle, all without the oceanfront premium.A distinctive Port Royal offering for those who appreciate location, lifestyle, and timeless coastal living.

6 Drayton Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

20 Toppin Drive, Hilton Head Island
$580,000
2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-511687 MLS
This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

5 Royal James Drive, Hilton Head Island
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 3,286 SqFt. ⋅ HILTONHEAD-511550 MLS
Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

5 Royal James Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

226 S Sea Pines Drive Unit 1588, Hilton Head Island
$950,000
2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-512086 MLS
Rare opportunity in Sea Pines Resort! This beautifully located 2-bedroom, 2-bath, single-level Lagoon Villa at 226 S Sea Pines Dr #1588 puts you less than 1/4 mile from the beach and just steps from the popular South Beach Marina Village on Hilton Head Island. Enjoy an unbeatable location near South Beach Marina, Harbour Town, dining, shopping, entertainment, bike trails, and the Atlantic Ocean-all within the world-renowned Sea Pines Resort.The villa features brand-new impact-rated windows and doors, vaulted ceilings, an open and spacious living area, and a private patio overlooking the tranquil lagoon. The one-floor layout makes this property especially appealing as a Hilton Head vacation home, second home, or investment property.While this villa has never been rented, other villas in this regime have demonstrated strong rental performance, making this an exciting opportunity for an owner looking to enter the highly sought-after Sea Pines vacation rental market. Use it as your own island retreat, generate rental income, or enjoy the flexibility of both. Location is everything on Hilton Head Island-and this one delivers: beach access, South Beach Marina Village, dining, recreation, and the amenities of Sea Pines are all exceptionally close. A rare combination of location, updates, lagoon views, and investment potential in one of Hilton Head Island's most desirable resort communities.Virtual enhancement has been used in some photographs.

226 S Sea Pines Drive Unit 1588, Hilton Head Island

Listing courtesy of Charter One Realty.

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.

73 Skull Creek Drive Unit 210, Hilton Head Island
$795,000
3 Beds ⋅ 2 Baths ⋅ 1,623 SqFt. ⋅ HILTONHEAD-512053 MLS
Direct wаterfront in Μаrinеrѕ Ρoіnt, thіs three bedroom villа prеsents an exceptional opportunity to own along the water within the gates of Hilton Head Plantation. The enclosed waterside porch takes full advantage of the setting, with sunset vistas across the Intracoastal Waterway. Three spacious bedrooms provide comfortable accommodations for family and guests, while the villa complex pool is an added bonus. Exterior elevators make the second floor unit easily accessible as well. Hilton Head Plantation offers 24-hour gated security and a fantastic collection of amenities, including the Spring Lake Pavilion and pool, the newly refurbished Dolphin Head Beach with its waterfront park and pavilion, the Country Club of Hilton Head, and four golf courses. Beyond the gates, an abundance of acclaimed restaurants, shopping, boating and all that Hilton Head Island has to offer are just minutes away. With its direct waterfront setting, spacious floor plan and access to one of the island's most established communities, this Mariners Point villa presents an especially attractive opportunity.

73 Skull Creek Drive Unit 210, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

36 Deallyon Avenue Unit 100, Hilton Head Island
$469,900
2 Beds ⋅ 2 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-512051 MLS
Just minutes from the beach! This nicely renovated 2-bedroom, 2-bath first-floor flat in Springwood Villas offers 1,250 square feet of comfortable, easygoing living space. The open floor plan features luxury vinyl plank flooring, granite countertops and tasteful updates throughout, while the patio provides a peaceful setting overlooking the lagoon. Both bedrooms are generously sized, making the villa well suited for an island getaway or rental property. Springwood Villas offers a community pool and a convenient south-end location close to the beach, Coligny Plaza, Lowcountry Celebration Park, dining, shopping and entertainment. With an established rental history, this inviting villa presents a wonderful opportunity to enjoy the Hilton Head Island lifestyle while also offering income-producing potential.

36 Deallyon Avenue Unit 100, Hilton Head Island

Listing courtesy of Charter One Realty.

90 Helmsman Way Unit 101B, Hilton Head Island
$499,990
1 Beds ⋅ 2 Baths ⋅ 1,019 SqFt. ⋅ HILTONHEAD-511782 MLS
Expеriencе еxсерtiοnаl waterfront living in thiѕ beаutifully renovated first-floor Dockmaster villa at Palmetto Bay Marina. This exclusive one-bedroom, one-and-a-half-bath end unit offers stunning Broad Creek views from its expansive private patio, perfect for enjoying spectacular sunrises, sunsets, and passing boats. Welcomed by a vibrantly landscaped entry patio, the bright and airy updated interior features direct water views with new hurricane windows and sliding glass doors, an electric fireplace, and a versatile office or bonus space off the primary bedroom enhanced by skylights that fill the room with natural light. The primary bedroom also features a cedar closet and shiplap walls in the updated bath with walk-in shower with rainfall shower head. The open kitchen offers Quartz countertops, Ruvati Italian-made sink, herringbone tile backsplash, and solid wood cabinets. The half bath features the original yellow pine solid wood floors with unique compass design, while the rest of the unit is flanked with wide-plank luxury vinyl. Enjoy the vibrant marina lifestyle with restaurants, water sports, and endless opportunities to get on the water just steps from your door. Boat owners will appreciate the convenience of docks directly in front of the condo, while residents may also enjoy access to the Palmetto Bay Marina Village pool. Offered fully furnished, this exceptional property is ready to enjoy as a full-time residence or coastal getaway. Palmetto Bay Marina does not allow short-term rentals, enhancing the relaxed residential atmosphere.

90 Helmsman Way Unit 101B, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

4 N Forest Beach Drive Unit 103, Hilton Head Island
$339,000
1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ 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.

40 Folly Field Road Unit A234, Hilton Head Island
$275,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ 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.

48 Crosswinds Drive, Hilton Head Island
$198,000
HILTONHEAD-512001 MLS
Outstanding homesite on Broad Creek in Crosswinds gated community. Build your dream home any time in this great beautiful community and location. Breathtaking moss draped live oaks, day dock, kayaking and community pool to enjoy the island outdoors. Outstanding location mid island across Broad Creek from award winning Shelter Cove Marina. Beach access only 5 minutes away!

48 Crosswinds Drive, Hilton Head Island

Listing courtesy of I Save Realty.

58 Planters Wood Drive, Hilton Head Island
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2,590 SqFt. ⋅ HILTONHEAD-511308 MLS
Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street just minutes from Harbour Town, this home offers the perfect combination of comfort, updates, and Lowcountry charm. Step inside to find beautiful new hardwood floors, smooth painted ceilings, and a spacious great room with soaring ceilings, a fireplace, and peaceful lagoon views. The updated kitchen features stainless steel appliances, granite countertops, a stylish backsplash, and opens seamlessly to the main living spaces. Additional features include a separate dining room and a wine bar, making this home ideal for entertaining. The first-floor primary suite offers a relaxing retreat with a spacious walk-in closet, double vanity, and walk-in shower. With two HVAC systems, a two-car garage, and abundant extra storage, this home is as functional as it is beautiful. Located in the heart of Sea Pines, enjoy convenient access to Harbour Town, beaches, leisure trails, golf, tennis, pickleball, dining, shopping, and all the incredible amenities Sea Pines has to offer.

58 Planters Wood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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.

14 Salt Spray Lane, Hilton Head Island
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ 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.

3 Leeward Passage, Hilton Head Island
$1,195,000
4 Beds ⋅ 5 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-511946 MLS
Beautifully updated and lovingly maintained, this Charleston-style townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

3 Leeward Passage, Hilton Head Island

Listing courtesy of I Save Realty.

5 Newport Drive Unit 7102, Hilton Head Island
$749,000
2 Beds ⋅ 3 Baths ⋅ 1,445 SqFt. ⋅ HILTONHEAD-511929 MLS
Waterfront Ꮮuxury Lіvіng in Ρаlmеtto Dunеѕ! Set within the exсlusіve waterfront enclave of Newport Villas, this fully renovated first-floor residence offers a rare blend of refined coastal luxury and effortless island living in the heart of Palmetto Dunes. With serene lagoon and live oak views just beyond your doorstep, this 2-bedroom, 2.5-bath villa delivers the ultimate Lowcountry lifestyle - where elegance meets the water's edge. An open-concept layout showcases expert design, high quality finishes , and a welcoming fireplace, all enhanced by abundant natural light through new sliding glass doors. The designer kitchen flows seamlessly into the living and dining areas, creating an elegant setting for entertaining or relaxed island living. The expansive primary suite serves as a private retreat, featuring a sitting area, generous closet space, and tranquil views of the lagoon and mature live oak canopy. Thoughtfully updated throughout, the villa is truly turnkey. Approximately 1,445 square feet, the residence includes two bedrooms, two full baths, one half bath, and convenient parking just steps from the entry. Set within the heart of Palmetto Dunes, residents enjoy access to three miles of pristine Atlantic beaches, championship golf, world-class tennis and pickleball, miles of leisure trails, Shelter Cove Marina, waterfront dining, boutique shopping, and year-round entertainment. Newport Villas further enhances the lifestyle with arguably the best community pool on the island, tennis and pickleball courts, and beautifully maintained grounds overlooking the marsh and lagoon. An exceptional opportunity for a luxury island retreat that is a custom home disguised as a villa offering the best Hilton Head Island has to offer.

5 Newport Drive Unit 7102, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

70 Lighthouse Road Unit 2871, Hilton Head Island
$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.

133 Arrow Road Unit 67, Hilton Head Island
$249,000
HILTONHEAD-511920 MLS
Awesome opportunity and prime address in sought-after location with highest rental potential. Ideally located at the clubhouse, pool, amenities and resort entrance, this beautifully maintained motorcoach lot offers the perfect combination of convenience, comfort, and outstanding income potential. Designed to accommodate a 45-foot motorcoach plus two vehicles, the property features a newer paver pad and the resort's largest allowable storage shed. The inviting outdoor living space is perfect for entertaining, complete with an outdoor kitchen, granite bar, stainless steel fixtures, plus all top-quality furnishings as seen are included. Lot 67 is recognized as one of the resort's premier rental properties, offering exceptional income potential while providing an outstanding personal retreat in one of the resort's most desirable family locations. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated modem for wi-fi, cable tv, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainme

133 Arrow Road Unit 67, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

70 Lighthouse Road Unit 2875, Hilton Head Island
$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.

283 Moss Creek Drive, Hilton Head Island
$749,000
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-511026 MLS
Wake up to the natural beauty of Henri's Pond in this exceptionally well-maintained 3 BR, 3 BA Moss Creek home. Water, wildlife and peaceful Lowcountry scenery create an ever-changing backdrop, best enjoyed from the large screened porch overlooking the pond-an ideal setting for morning coffee, outdoor dining or relaxing with friends. Inside, the home is fresh, comfortable and move-in ready with July 2026 improvements including new LVP flooring throughout much of the first floor and primary bedroom, fresh interior paint and smooth ceilings. Equally important, major components including the roof, HVAC and ductwork, and PEX plumbing have been updated, reflecting years of thoughtful ownership and maintenance. A spacious detached 1-car garage with attached carport provides valuable parking and storage, complemented by a paver driveway, walkway and outdoor living area facing Henri's Pond. Enjoy the complete Moss Creek lifestyle with two private 18-hole golf courses, tennis and pickleball, nature trails, dog park, and nearby Bostwick Park offering two pools, fitness center and deep-water marina. With 3 bedrooms, 3 full baths, an upstairs flex space with office, and full bath and approximately 2,000 sq. ft., 283 Moss Creek Drive combines a manageable floor plan, exceptional condition and one of the home's greatest luxuries-a beautiful waterfront setting that can't be recreated. Come experience Henri's Pond from the screened porch.

283 Moss Creek Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

36 Deallyon Avenue Unit 52, Hilton Head Island
$470,000
2 Beds ⋅ 2 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511844 MLS
Enjoy comfortable island living in this charming first-floor villa featuring a private courtyard and relaxing views of the lagoon and commmunity pool. Ideally located just minutes from Coligny Plaza, the beach, shopping, dining, and a variety of community activities. Whether you're lookinf for a vacation getaway, investment property, or full-time residence, this villa offers excellent potential as a short-term or long-term rental. Ideal for investors, second-home buyers, or those seeking a vacation retreat with income-producing opportunities. New kitchen and floors renovation in 2023. Don't miss this fantastic opportunity to own a piece of paradise.

36 Deallyon Avenue Unit 52, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

37 Kingston Road, Hilton Head Island
$1,749,500
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS
Some thіngs on Hіltοn Hеаd Ιslаnd аre simply finitе. A nеarly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

42 Bermuda Pointe Circle, Hilton Head Island
$1,195,000
5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

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