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$3,890,000
5 Beds 5 Baths 4,796 SqFt. HILTONHEAD-512833 MLS
Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views and a private dock.A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to take full advantage of the picturesque waterfront setting.The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level.Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views.The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level.Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive, featuring waterfront decks, a pool, a private dock, and spectacular harbour views. Wexford offers a truly exceptional private club lifestyle, with an Arnold Palmer Signature golf course, tennis, pickleball, croquet, pool complex, private harbour, fire pit, and the newly opened Clubhouse and Harbour Center. With a vibrant social calendar and one of Hilton Head Island's most distinctive marina settings, Wexford provides an unparalleled combination of recreation, community, and waterfront living.

14 Castlebridge Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,199,000
4 Beds 3 Baths 3,031 SqFt. HILTONHEAD-512399 MLS
Beautifully updated and completely turnkey, 5 Honey Hill Court offers exceptional one-level living in Long Cove Club with 4 bedrooms, 3 baths, generous gathering spaces, and a peaceful lagoon setting surrounded by mature Lowcountry landscaping. Thoughtfully designed by architect Neil Gordon and Kurt Hermann, the home combines timeless Lowcountry character with a fresh, functional approach to everyday living. From the moment you step inside, the home feels bright, open, and thoughtfully updated. Wide-plank engineered hardwood flooring flows throughout the main living areas, complemented by fresh neutral finishes, detailed trim, and an easy floor plan designed for both everyday living and entertaining. The beautifully remodeled kitchen is a standout, featuring soft blue cabinetry, light stone countertops, stainless steel appliances, double wall ovens, an island with cooktop, abundant storage, and an open pass-through with bar seating connecting directly to the family room. The adjoining family room is anchored by a classic brick fireplace with custom millwork and built-in cabinetry, creating an inviting central gathering space. Just beyond, the dramatic Carolina room is one of the home's most memorable features, with a soaring wood-paneled vaulted ceiling, skylights, an oversized arched window, and walls of glass framing tranquil lagoon views. An additional living area with direct access to the back deck provides even more room to relax, entertain, or enjoy the peaceful setting. The spacious primary suite is a private retreat with a beautifully remodeled bath featuring an expansive double vanity, quartz-style countertops, dual mirrors, a large glass-enclosed walk-in shower, marble-look flooring, and a generous walk-in closet. Three additional bedrooms provide excellent separation for family and guests. A large back deck overlooks the lagoon and mature landscaping, offering the perfect setting for enjoying the quiet Lowcountry surroundings. The attractive one-level exterior features a welcoming brick entry, mature landscaping, and a side-entry 2-car garage. Ownership in Long Cove Club provides access to an exceptional collection of amenities, including the nationally recognized Pete Dye golf course, deep-water marina with access to Broad Creek, tennis and pickleball courts, bocce, heated junior Olympic-sized pool, clubhouse and member dining, dog park, community garden, playground, basketball court, and 24-hour gated security.

5 Honey Hill Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$610,000
2 Beds 2 Baths 1,371 SqFt. HILTONHEAD-512852 MLS
Completely updated inside and out, this charming coastal cottage with golf view at 52 Stable Gate offers move-in-ready, single-story living in sought-after Moss Creek. More than a surface renovation, major improvements include a new roof (2021), HVAC and ductwork (2024), updated electrical and smoke detectors, plus new Anderson kitchen window and two sliders with a 20-year warranty.Enjoy an updated kitchen and baths, automatic primary bedroom window treatments, a wraparound patio and private screened courtyard. The newly sodded yard features irrigation and an invisible fence, plus exterior storage.Just minutes from Hilton Head Island, Moss Creek offers an exceptional Lowcountry lifestyle with deep-water boat slips, launch and storage, waterfront pool, full-featured fitness center, golf, tennis, pickleball and countless other recreational and social amenities.

52 Stable Gate Road, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$824,999
3 Beds 2 Baths 1,853 SqFt. HILTONHEAD-512421 MLS
Here's the perfect opportunity to create your forever home in Hilton Head Plantation. This home is located on one of the best streets in HHP because it's light, bright and quiet. Located on the cul-de-sac at the very end of the street you will ALWAYS enjoy your drive back to your house. Every square inch of this home is used smartly and it presents as light and bright which is such a huge asset! There is an open foyer as soon as you enter connected to the spacious living area and large dining area. The glass doors at the back of the house allow in all the South Carolina light and there's a beautiful oversized backyard with peek-a-boo views to the 17th hole of the Oyster Reef golf course-one of 4 golf courses in the plantation. Immediately behind the lot line there is an open area that gives the area an expanded spacious feel. There are 3 bedrooms and 2 full baths and they are situated for privacy. The primary bedroom has a beautiful bay window that faces the back of the property and nice space to create the perfect room. The primary bathroom is spacious and has both a shower and an oversized tub. This lot is almost a half acre and serene with the extra common space immediately behind the lot line. There's a full two car garage with an outside access door, a sink and a full laundry room as you enter the house through the garage. One step through the front door and it's OBVIOUS this home has been well maintained and loved. The roof was replaced in November 2025 so it has a full lifetime left. Hilton Head Plantation has TONS to offer anyone wanting to live on this island-it has 4 golf courses, a huge pool complex with a lazy river, tennis/pickleball and walking paths. The entire dolphin head beach area has been renovated to include a public pickle ball court, a newly renourished beach area, children's playground and a new community building!

28 Oyster Bay Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,249,000
4 Beds 5 Baths 3,048 SqFt. HILTONHEAD-512841 MLS
Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The Raintree floor plan gives each of its four bedrooms real separation, with en-suite baths throughout.Inside, tall vaulted ceilings and walls of windows pull the fairway view into the living room, where a fireplace anchors the space without competing with the light. A separate family room, with a fireplace of its own, opens to the kitchen and breakfast nook, distinct from the formal living area. The fourth bedroom sits over the garage, set apart enough to work well as a guest suite, and the garage below leaves room for a dedicated work area alongside the vehicles.Outside, a fenced pool sits behind a nicely grassed backyard, screened by privacy vegetation from everything but the fairway. The outdoor grill and patio make the space livable, not just decorative.The Country Club of Hilton Head is a short stroll away. Whether that means a quick nine or lunch at the clubhouse, the walk is part of what makes this address work.

55 Santa Maria Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,325,000
3 Beds 4 Baths 2,343 SqFt. HILTONHEAD-512807 MLS
Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple outdoor living areas, and distant views of the 18th fairway of Harbour Town Golf Links and Calibogue Sound. A paver driveway leads to the 1-car garage, while inside, the floor plan offers generous living and dining spaces with high ceilings, hardwood floors, granite countertops, a wet bar, and a fireplace. The galley-style kitchen is efficient and functional, and the primary suite is located upstairs along with additional guest accommodations. Sold furnished, this property is especially appealing as a turnkey rental opportunity, second home, or full-time residence. Multiple decks provide additional space to relax, entertain, and take in the surrounding Harbour Town setting. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, Harbour Town Marina, South Beach Marina, world-class golf, tennis and pickleball, dining, shopping, and easy access to the Harbour Town Golf Links, home of the PGA TOUR's RBC Heritage Presented by Boeing. With its size, furnished offering, garage, outdoor living spaces, and prime Harbour Town setting, 18 Spinnaker Court presents an outstanding opportunity to own in one of Hilton Head Island's most iconic communities.

18 Spinnaker Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$850,000
3 Beds 3 Baths 2,645 SqFt. HILTONHEAD-512783 MLS
Welcome to 32 Savannah Trail, an incredible opportunity to create your own Lowcountry retreat in the highly desirable Hilton Head Plantation. Located on the north end of Hilton Head Island and convenient to some of the island's best dining, shopping, and everyday amenities, this single-level home combines a spacious floor plan, beautiful setting, and plenty of potential. Situated on over a quarter of an acre, this three-bedroom home offers more than 2,600 square feet of living space, a two-car garage, and an expansive golf course view. From the moment you arrive, you'll notice the beautifully maintained landscaping and mature surroundings that give the property an established, welcoming feel. Inside, the home offers a generous footprint with all living spaces conveniently located on one level. While the property is ready for updating and a new owner's personal touch, the size and layout provide an excellent foundation for creating something truly special. Whether your vision includes opening up the main living areas, designing a new kitchen, creating an inviting primary suite, or simply refreshing the existing spaces, there is plenty of room to make this home your own. One of the property's standout features is its large golf course view. The backyard offers a peaceful Lowcountry setting with mature landscaping and plenty of potential to create an incredible outdoor living space for entertaining, relaxing, or enjoying Hilton Head's year-round lifestyle. Hilton Head Plantation is one of the island's most established gated communities, offering an exceptional location and a lifestyle that continues to make it one of Hilton Head's most sought-after neighborhoods. Enjoy convenient access to golf, boating, recreation, shopping, and some of Hilton Head Island's finest restaurants, all while coming home to the privacy and tranquility of a residential community. For the buyer looking beyond finishes and recognizing the value of location, square footage, and setting, 32 Savannah Trail presents an exciting opportunity. With three bedrooms, more than 2,600 square feet, single-level living, a two-car garage, over a quarter-acre homesite, beautifully maintained landscaping, and a sweeping golf course view, the possibilities are endless. Bring your vision and make this Hilton Head Plantation home your own.

32 Savannah Trail, Hilton Head Island

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

$155,000
HILTONHEAD-512770 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 200 is Poolside Perfection-So Close You Could Dive In! Double-Width Concrete Pad, Updated Power Pedestal, Beautiful Landscaping, and Conveying Furniture for Effortless Setup at Hilton Head Harbor RV Resort & Marina.

43 Jenkins Island Road Unit 200, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$152,900
HILTONHEAD-512769 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - RV Lot 152 at Hilton Head Harbor RV Resort & Marina is Available to Purchase Alone for $152,900, With a Gorgeous 2021 Cedar Creek 35' 5th Wheel for $242,400 or Buy Just the RV for $89,500. Corner Lot Features Updated Power Pedestal, Hardscaping and High-End Landscaping. Ready for Instant Resort Enjoyment.

43 Jenkins Island Road Unit 152, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$112,500
HILTONHEAD-512768 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Hilton Head Harbor RV Resort & Marina RV Lot 135 with Extra-Long Concrete Pad for Your RV, Plus Hidden Paver Patio Nook Tucked in Back for Ultimate Privacy Behind Tall Hedges. Cozy, Secluded Jewel on Inner Loop.

43 Jenkins Island Road Unit 135, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$167,900
HILTONHEAD-512767 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 117 Has Second-Row Waterfront Vantage for Harbor Watching From Shaded, Landscaped Lot With Extended Paver Patio and Updated Power Pedestal. Prime Proximity to Action Without Premium Price at Hilton Head Harbor RV Resort & Marina.

43 Jenkins Island Road Unit 117, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$98,000
HILTONHEAD-512766 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lost 97 Has Effortless Back-In Access on This Nearly Triple-Width Concrete Pad (Front to Back), Shaded by Stunning Live Oaks Along Outer Loop. Ideal for Easy Maneuvering and Shaded Comfort.

43 Jenkins Island Road Unit 097, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$135,000
HILTONHEAD-512765 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 42 is a Coveted Privacy Berm Stunner at Hilton Head Harbor RV Resort & Marina Featuring Hardscape Lighting and Walls, Paver Patio, Drainage System, Updated Power Pedestal, and Impressive Landscaping. Turnkey Sophistication in Private, Desirable Area.

43 Jenkins Island Road Unit 042, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$147,500
HILTONHEAD-512764 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 34 is a Rare Privacy Berm Treasure at Hilton Head Harbor RV Resort & Marina Lush With Sago Palms, Hardscaped Raised Patio and Adjoining Stone Wall. Elevated Design Delivers Privacy and Low-Maintenance Elegance.

43 Jenkins Island Road Unit 034, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$158,700
HILTONHEAD-512763 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 33 is on the Exclusive Privacy Berm Location With Roomy Layout, Paver Patio, Landscape Wall, Privacy Shrubs, Stone Firepit, Updated Power Pedestal, and Dappled Shade. Secluded Haven for Ultimate Seclusion and Outdoor Gatherings at Hilton Head Harbor RV Resort & Marina.

43 Jenkins Island Road Unit 033, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$128,900
HILTONHEAD-512762 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Majestic Live Oak Tree Provides Natural Shade Over This ICW-View Lot #6 at Hilton Head Harbor RV Resort & Marina With Wide Concrete Access and Extra-Deep Pad for Longer RVs. Updated Power Pedestal Ensures Modern Convenience in Tranquil, Easy-Entry Setting.

43 Jenkins Island Road Unit 006, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$129,000
HILTONHEAD-512761 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 5 is an Expansive Wide-Open Lot at Hilton Head Harbor RV Resort & Marina With Extended Parking and Jaw-Dropping IntraCoastal Waterway Sunrise Vista - Sip Morning Coffee by Custom Landscape Wall, Flower Bed, and Cozy Sitting Area. Water Views Make This Lot a Daily Vacation Escape.

43 Jenkins Island Road Unit 005, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$150,000
HILTONHEAD-512760 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lots 2 & 3 are Twin Waterfront Delights - Watch Boats Glide Along ICW From This Expanded Double-Width Concrete Pad, Ideal for Parking Extra Vehicle Alongside Your RV. Mirror-Image Opportunity for Savvy Buyers Seeking Prime Water View at Hilton Head Harbor RV Resort & Marina. Purchase One or Both; Either Way, You're a Winner!

43 Jenkins Island Road Unit 003, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$150,000
HILTONHEAD-512759 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lots 2 & 3 are a Twin Waterfront Delight-Watch Boats Glide Along ICW From This Expanded Double-Width Concrete Pad, Ideal for Parking Extra Vehicle Alongside Your RV. Mirror-Image Opportunity for Savvy Buyers Seeking Prime Water View at Hilton Head Harbor RV Resort & Marina. Purchase one or both; either way you're a winner!

43 Jenkins Road Unit 002, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$115,000
HILTONHEAD-512758 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 94 is a Vibrant Landscaped Paradise Blooming With Azaleas, Crepe Myrtle, Palm Trees and Red Tip Shrubs for Privacy and Year-Round Beauty. Extra Parking and Updated Power Pedestal Complete This Enjoyable, Secluded Spot at Hilton Head Harbor RV Resort & Marina.

43 Jenkins Island Road Unit 094, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$950,000
4 Beds 3 Baths 2,201 SqFt. HILTONHEAD-512744 MLS
Don't miss this rare 4-bedroom home in the quiet Club Course section of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. Renovated in 2021, this turnkey property offers an updated, easy-living floor plan with beautiful finishes throughout.The kitchen was fully remodeled with updated cabinetry, countertops, and appliances, while the bathrooms were also refreshed and the hardwood flooring refinished throughout. The open floor plan connects the living area to the dining space and Carolina room, with a classic brick fireplace anchoring the main living room.Step outside to a spacious back deck overlooking the golf course, creating a peaceful setting for relaxing or entertaining. Additional updates include a newer HVAC system replaced in 2021.Whether you're looking for a fantastic rental property, second home, or low-maintenance full-time residence, this 4-bedroom Sea Pines home offers a rare combination of space, location, and thoughtful updates. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, world-class golf, tennis and pickleball, Harbour Town, South Beach Marina, dining, shopping, and endless opportunities to enjoy the Lowcountry lifestyle.

150 Otter Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,550,000
4 Beds 5 Baths 3,710 SqFt. HILTONHEAD-512736 MLS
Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$835,000
3 Beds 3 Baths 2,280 SqFt. HILTONHEAD-512734 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath single-level home in desirable Moss Creek! Designed for effortless one-level living, this spacious home offers an inviting layout with comfortable living spaces, generous bedrooms, and plenty of natural light. Built for today's lifestyle, the kitchen, family, living, and dining areas are open, yet have good separation. Step outside and enjoy your own private backyard oasis featuring a heated and cooled pool, perfect for relaxing, entertaining, and enjoying the outdoors year-round. Mature landscaping keeps your pool area totally private. Composite decking will last forever, and the pergola adds to the gathering areas. The crawl space has been encapsulated - a nice way to help maintain the comfort of the interior. Whether you're hosting friends or unwinding after a long day, this home offers the ideal blend of comfort, style, and resort-like living. Moss Creek is an amenity-rich community that offers plenty for everyone. Boating, 2 challenging golf courses, tennis and pickleball, nature trails, a clubhouse with lively social engagement, and an amazing fitness center. Here you will find the pools, fitness equipment, classes, personal trainers, and wellness programs. Once you see this fabulous home and community- you will not want to be anywhere​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ else.

68 Timber Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$849,000
3 Beds 2 Baths 1,590 SqFt. HILTONHEAD-512728 MLS
Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features a move-in-ready foundation with plenty of opportunity to add your own personal touches.The inviting living room features a tray ceiling, fireplace, and built-in cabinetry, creating a comfortable space for relaxing or entertaining. Step outside to the oversized rear deck-ideal for outdoor dining, entertaining family and friends, or simply unwinding at the end of the day. Enjoy the convenience of being able to leave the car at home and walk or bike to nearby restaurants, shopping, the movie theater, and grocery stores. The combination of a quiet residential setting and easy access to everyday conveniences makes this location especially appealing.With one-level living, three bedrooms, two full baths, generous outdoor space, and approximately 1,600 square feet, this home is a great alternative to villa living. Whether you're looking for a primary residence, second home, or Hilton Head Island getaway, this property offers tremendous potential and value. Bring your finishing touches and make it your own! Inspections welcome but home sold AS-IS.

5 Possum Lane, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$6,795,000
7 Beds 6 Baths 4,000 SqFt. HILTONHEAD-512572 MLS
Where Palmetto Dunes meets the sea, you get the sunrise before anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long.

8 Dinghy, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,495,000
5 Beds 3 Baths 2,504 SqFt. HILTONHEAD-512460 MLS
Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,195,000
4 Beds 5 Baths 4,199 SqFt. HILTONHEAD-512563 MLS
Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$173,500
HILTONHEAD-512674 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - Lot 162 is a Large, Shaded Corner Lot With Mature Hardwood Trees! Enjoy Natural Shade From Beautiful Hardwoods While Having Plenty of Room for Your Guests. A Peaceful, Wooded Site Perfect for Relaxing Outdoors at Hilton Head Harbor RV Resort & Marina.

43 Jenkins Island Road Unit 162, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

$184,500
HILTONHEAD-512673 MLS
Hilton Head Harbor RV Resort & Marina is a premier waterfront community located directly on the Intracoastal Waterway on Hilton Head Island, South Carolina. All lots feature fee-simple ownership and come fully equipped with concrete pads, water, sewer, 30- and 50-amp electric service, cable TV, and WiFi. The homeowners association handles basic grounds maintenance (mowing, blowing, and trimming) as well as daily on-site trash pickup.Resort amenities include two saltwater pools (one with scenic Intracoastal views), an in-ground hot tub, a tennis court also lined for pickleball, an exercise room, and a laundry facility. On-site boating and recreation options feature a deep-water boat launch, full-service marina with fuel and dockage, watersports rentals, and a highly regarded 5-star restaurant. - No Expense Spared on Lot 186! One of the Largest and Most Stunning Lots at Hilton Head Harbor RV Resort & Marina. Corner Lot Professionally Designed With Custom Stone Pavers and Brick, Raised Patios, Landscape Walls, Updated Power Pedestal and Ample Room for EVERYTHING!!!

43 Jenkins Island Road Unit 186, Hilton Head Island

Listing courtesy of Hilton Head Holidays Inc.

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