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15 Fairway Winds Place, Hilton Head Island
$1,649,000
4 Beds ⋅ 5 Baths ⋅ 2,985 SqFt. ⋅ HILTONHEAD-513942 MLS
Beautіful lagoon‐tο-gοlf vіеws ѕеt the scene for thiѕ stуlishly updated home, just a short walk from the beach in Port Royal Plantation. A walled courtyard entry creates a welcoming sense of privacy, while approximately 3,000 square feet offers four bedrooms, four-and-a-half baths, and generous spaces for everyday living and hosting guests. The main level invites relaxed coastal living, with welcoming spaces for gathering, sharing meals, and hosting guests, complemented by the convenience of two downstairs bedrooms. Upstairs, two additional bedrooms and a spacious second living area provide a comfortable retreat for family and friends. A large deck overlooking the lagoon and golf course extends the living space outdoors-an inviting setting for entertaining, leisurely dinners, and quiet mornings. Offered furnished, this turnkey property is ready for immediate enjoyment. Low-maintenance grounds allow more time to enjoy the beach, community pool, Beach House, and leisure paths. Port Royal Plantation is a private, gated, residential-only community, with no resort or short-term rentals within its gates.

15 Fairway Winds Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

21 Scarborough Head Road, Hilton Head Island
$1,749,000
3 Beds ⋅ 4 Baths ⋅ 2,920 SqFt. ⋅ HILTONHEAD-513432 MLS
Coastаl living meеtѕ Nеw Εnglаnd chаrm іn this updated singlе-ѕtory home on nearly three-quarters of an acre. It sits in Port Royal Plantation, one of Hilton Head's most sought-after oceanfront communities. It's charming from the moment you arrive. The front yard is a true English garden, a gardener's dream, and it sets the tone for everything inside. The layout works beautifully. At the center is an expansive great room with vaulted ceilings, custom built-ins, and transom windows that bring in exceptional light. Two long hallways are lined on both sides with built-in bookcases that run the full length of each hall. The primary suite sits privately on one side of the home. The guest suites and den are on the other, and one guest suite has its own full ensuite bath. The New England-inspired kitchen has a wood-burning fireplace, which makes it the natural gathering spot. The den adds a Lowcountry feel with shiplap walls, a second wood-burning fireplace, a wet bar, and direct access to the Carolina room, which adds extra square footage. The owners have made thoughtful upgrades throughout. These include new engineered flooring, a primary suite makeover with a reimagined bath and an expanded walk-in closet, and a fully redesigned outdoor living area. Out back, four live oaks and mature landscaping frame a private yard that extends beyond the hedges. You'll also find a new paver patio, a wood-burning fire pit, a remote-controlled retractable awning, and a screened porch. Major systems have been updated too, with a new roof in 2023 and new HVAC in 2024. Replacement windows across the back of the home, new doors, and added transoms finish the list. Port Royal Plantation is a gated oceanfront community with no short-term rentals, which keeps the neighborhood quiet. The home is just 1/4 mile from the beach path and 1/2 mile to the community's new beach club. Club membership is optional and includes exceptional golf and racquet sports.

21 Scarborough Head Road, Hilton Head Island

Listing courtesy of The Agency Hilton Head.

100 S Port Royal Drive, Hilton Head Island
$2,199,000
3 Beds ⋅ 5 Baths ⋅ 2,682 SqFt. ⋅ HILTONHEAD-513771 MLS
The houѕe draws уοu in. Τhе gаrdenѕ mаke you want to staу. Sеt on just over half an acre lot, third row ocean in Port Royal Plantation, this 3BR + Bonus Room/4.5BA home offers something truly special-a beautifully cultivated, private garden setting created and meticulously maintained by a master gardener. From manicured hedges and winding brick pathways to garden arbors, mature landscaping, and inviting outdoor gathering spaces, every corner of this property has been thoughtfully cared for. Inside, cathedral ceilings and abundant natural light complement a spacious floor plan featuring a formal living room, family room open to the kitchen with granite countertops and stainless-steel appliances, and a generous primary suite with soaking tub, separate shower, and dual vanities. The oversized 2-car garage offers exceptional storage, while a separate ground-level room with full bath provides endless possibilities for guests, a home office, gym, game room, or hobby space. An expansive back deck overlooks the gardens and private backyard, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining friends. Beautiful inside, unforgettable outside. This is one you'll want to experience for yourself.

100 S Port Royal Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

52 N Port Royal Drive, Hilton Head Island
$7,800,000
4 Beds ⋅ 5 Baths ⋅ 5,428 SqFt. ⋅ HILTONHEAD-513205 MLS
Set dirеctly on thе οcеаn іn the рrіvate community of Ρort Rοyal on Hilton Head Island, this custom beachfront home has undergone an exceptional interior transformation, resulting in a 'Like New' premium state of the art beach home as special as its oceanfront backdrop. The entire main living area was reconfigured and upgraded offering natural light, enhanced ocean views and overall, a superior easy living floorplan. The kitchen, living and dining spaces now flow together seamlessly and are anchored by an oversized granite island, custom cabinetry and statement lighting. Walls of windows fill the home with natural light and frame the ocean beyond, while extensive custom millwork, built-ins and beautiful wood floors give the home a level of character you simply don't find everywhere. Two gas fireplaces, separate living and family rooms, a private office, home gym and elevator add to the way this home actually lives. There are two ocean-view primary suites, including one on the main level. Upstairs, the completely redesigned primary suite feels like its own private retreat. The bedroom opens to a private oceanfront balcony, while the bath features two separate water closets, dual vanities, two custom walk-in closets, a large soaking tub and oversized tiled shower. Outside is where the setting really takes over. A screened porch overlooks the private pool, fenced yard, serene landscaping and ocean beyond. Custom outdoor lighting carries the home into the evening, while mature trees and thoughtfully designed landscaping create privacy without taking away from the view. Offering over 5000 heated square feet of private oceanfront living with 2 living rooms, 4 large bedrooms, a huge oceanfront office, oceanfront gym & elevator. This isn't simply a home near the beach. This is private oceanfront living at its very finest.

52 N Port Royal Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

51 Scarborough Head Road, Hilton Head Island
$3,895,000
6 Beds ⋅ 7 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS
Like NEW, this State of the Art Lowcountry 6BR/5.5BA Beach Home approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

9 Wimbledon Court Unit 7, Hilton Head Island
$924,000
4 Beds ⋅ 5 Baths ⋅ 2,080 SqFt. ⋅ HILTONHEAD-512621 MLS
Beach days, poolside afternoons, and easy access to everything that makes Hilton Head Island such a sought-after destination. Ideally positioned in Port Royal Village, this spacious four-bedroom, 4.5-bath villa offers a rare combination of size, flexibility, and exceptional proximity to the beach.The open kitchen, dining, and living areas create a natural gathering space, anchored by a beautifully renovated kitchen with custom cabinetry, quartz countertops, an oversized island, and stainless steel appliances. Each of the four bedrooms features its own en-suite full bath, offering privacy and comfort for family and guests, while the upstairs loft adds another flexible space for relaxing, working, or entertaining.Outside, the property is especially well suited for the Hilton Head lifestyle. A massive carport provides ample parking, while dedicated beach-toy storage and an outdoor shower make it easy to come and go from the beach without bringing the sand inside. The villa also overlooks the community pool and sits just a short distance from Islanders Beach Park.Adding even more long-term value to the location, the Town of Hilton Head Island is investing approximately $5.1 million in improvements to Islanders Beach Park, including expanded resident and golf-cart parking, upgraded pathways and drainage, a new playground, picnic areas, bike racks, lighting, and additional site improvements.With the beach close by, pool views, extensive renovations, exceptional parking, and thoughtful features designed around coastal living, 9 Wimbledon Court #7 offers an outstanding opportunity to enjoy-and invest in-the Hilton Head Island lifestyle.

9 Wimbledon Court Unit 7, Hilton Head Island

Listing courtesy of Engel & Volkers.

27 Beachwood Drive Unit 14, Hilton Head Island
$699,000
3 Beds ⋅ 3 Baths ⋅ 1,768 SqFt. ⋅ HILTONHEAD-512455 MLS
Most рeoplе dοn't know thіѕ quаint nеіghborhood existѕ - а real hidden gem. There are two bedrooms and two and one-half bathrooms in this end unit townhome PLUS an office (complete with custom built-ins) and a flex space upstairs. Best of all, NO POA fees! Hilton Head Island has very limited communities where you can live on the golf course and walk to the beach in less than 10 minutes. This villa is updated, clean, pristine, and ready for a new owner. Spacious, open floor plan features smooth ceilings (cathedral in the GR), private bedroom locations, 2 full baths plus a downstairs powder room. On the first floor is the primary bedroom w/ large full bath and custom closets, laundry, office with custom built-ins (or 3rd bedroom), KT, and GR. On the second level, you have a full bedroom and full bath, plus a flex room that can be a den, office, or craft space. This end unit has so much glass for taking in the gorgeous golf views of Barony #5 fairway. On our chilly autumn nights, the custom-built fire pit will be the place to entertain family and friends. The oversized patio is private but still has great golf views. Barony Woods has its own pool and private beach gate for an easy 8-10 minute walk to the beach. This is a residential community - no short term rentals allowed. Come and see your private Island getaway today.

27 Beachwood Drive Unit 14, Hilton Head Island

Listing courtesy of Charter One Realty.

127 Fort Walker Drive, Hilton Head Island
$3,790,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkаble exрrеsѕіοn of Ꮮοwcountry luxury, this еxсeptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One 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.

11 Outpost Lane, Hilton Head Island
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 2,921 SqFt. ⋅ HILTONHEAD-503394 MLS
Stunning views of Millers pond that expands to Marsh views of Fish Haul Creek to Port Royal Sound. Enjoy colorful sunrises, watch the fish jump & the birds play amongst natures backdrop! Sunlit home features 4 bedrooms & 4 full baths. There is a spacious screened porch to enjoy the views. Large kitchen with gas stove top & walk in pantry, New Stainless refrigerator & New DW, Double wall oven. The kitchen opens to the family room all with stunning views. Living room features a gas fireplace with a cathedral ceiling. Separate dining room for entertaining with lit tray ceilings. New Shower doors installed, New bath hardware & freshly painted throughout! Wood floors in the living areas with carpet in the bedrooms. Large laundry room with a sink and storage. Enjoy sitting on the swing under the oak tree while you enjoy the ever changing backdrop of Millers Pond. There is an oversized 2 car garage. 4th bedroom can be used as a bonus room/office. This home is a short distance to the beautiful private beaches in Port Royal Plantation. Enjoy the Beach house, large oceanfront community pool, leisure trails tennis courts, pickleball courts, bike paths, arboretum and more. New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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