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$1,390,000
3 Beds 4 Baths 2,871 SqFt. HILTONHEAD-512115 MLS
Rarely does a like-new home in Hilton Head Plantation pair this level of renovation with a premier address, a private saltwater swimming pool, and screened lanai. Beautifully reimagined in 2026, this private (single-story) residence features, tall ceilings, gorgeous plank flooring, current color selections, and an intelligently designed floor plan. The fully remodeled kitchen is an absolute showcase... Complete with quartz countertops, a downdraft vent range, updated stainless steel appliances, and a generous pantry behind craftsman-style barn doors. The three (en-suite) bathrooms have all been completely transformed and offer a modern and luxurious feel. The private pool was resurfaced in 2025 and includes new pool equipment! The house-wide plumbing was replaced with PEX for additional peace-of-mind! Add to the list spacious bedroom suites, a gas fireplace, a private office nook, epoxy floors in the garage, abundant closets/cabinetry, and professional landscaping outside. This is a high-elevation lot with a pleasant golf backdrop on a quiet, (limited traffic) street near Hilton Head Plantation's main gate. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

43 Knollwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

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

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,290,000
4 Beds 4 Baths 3,480 SqFt. HILTONHEAD-512173 MLS
Beautifully updated home in Moss Creek, one of the Hilton Head Island area's premier private golf and marina communities. Offering 3,480 square feet, this spacious mid-century modern Lowcountry home features 4 large bedrooms, including 2 primary suites, and 3.5 beautifully updated baths. The flexible layout includes a private guest suite with 2 bedrooms and a full bath, plus an additional primary suite with ensuite bath - ideal for family and guests. The completely updated kitchen features quartz countertops, new appliances, soft-close cabinetry, and elegant gold hardware. French oak wide-plank flooring flows throughout the main living areas, complemented by smooth ceilings, high-end lighting, and fresh interior and exterior paint. Enjoy the sought-after Moss Creek Lowcountry lifestyle with two 18-hole golf courses, private marina, tennis and pickleball, fitness and clubhouse amenities, all in a gated community conveniently located between Hilton Head Island and Bluffton, SC. A beautifully updated home offering space, flexibility, and the golf-and-marina lifestyle that makes Moss Creek such a special place to call home.

55 Saw Timber Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$899,000
4 Beds 4 Baths 2,232 SqFt. HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$749,000
3 Beds 2 Baths 1,393 SqFt. HILTONHEAD-512006 MLS
Updated three-bedroom Village North villa in Hilton Head Plantation. Perfectly positioned to capture unforgettable Lowcountry sunsets, this move-in-ready residence offers a rare combination of waterfront living, thoughtful upgrades, and exceptional value. Enhancements throughout include custom window treatments throughout including the Carolina Room, custom-designed closet systems with integrated soft lighting in all three bedrooms and the utility room, a beautifully renovated guest bathroom, and an extensively updated primary vanity and dressing area with refined finishes and fixtures.The enclosed waterfront porch extends the living space year-round, creating the perfect place to unwind while enjoying the ever-changing scenery along the Intracoastal Waterway. Cable and water are included in the low monthly regime fee. In addition to the exterior storage closet just outside the front door, this villa also conveys an oversized storage unit near the community pool-a valuable feature rarely available within Village North.Residents of Hilton Head Plantation enjoy four championship golf courses, miles of leisure trails, tennis, restaurants, multiple marinas with direct Intracoastal Waterway access, including two conveniently located adjacent to Village North on Skull Creek, and the newly renovated Dolphin Head Recreation Area overlooking Port Royal Sound. Combining panoramic Intracoastal views, exceptional sunset exposure, thoughtful updates throughout, and the highly desirable three-bedroom floor plan, this is a rare opportunity to own one of Village North's most sought-after waterfront villas.

6 Village North Drive Unit 107, Hilton Head Island

Listing courtesy of Engel & Volkers.

$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.

$595,000
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.

$127,900
HILTONHEAD-512103 MLS
Welcome to effortless island living! Lot 154 is located in the popular Hilton Head Harbor RV Resort. Enjoy expansive outdoor living space perfect for coastal evenings and entertaining. The resort features 2 pools, a hot tub, tennis courts, playground, and a stunning waterfront Point Pool overlooking the intercoastal Waterway, where dolphins are often seen swimming by. Top it off with an excellent 5-star restaurant on site. The community is pet friendly and golf cart accessible. This lot has been renovated with pavers, firepit, seating, outdoor furniture, landscaping and lighting. Stay cool under the beautiful shade trees. You have everything you need for a relaxed Lowcountry living get away. It also provides rental income when you are not using it. The onsite property management company will take care of everything for you.

43 Jenkins Island Road Unit 154, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$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.

$950,000
2 Beds 2 Baths 1,086 SqFt. HILTONHEAD-512086 MLS
Premier investment in Sea Pines Resort's South Beach Marina Village and less than 1/4 mile to the beach. This 1-floor 2BR/2BA Lagoon Villa features brand new impact rated windows and doors. While this unit has never been rented other rentals in this regime rent VERY well. Highly desirable location near the beach, South Beach Marina, dining, and entertainment. Features include vaulted ceilings, a spacious living area, and a private lagoon-view patio. Sea Pines remains Hilton Head Island's most established short-term rental market, making this an exceptional opportunity for immediate income, appreciation potential, and personal enjoyment. (Virtual enhancement has been used in some photographs)

226 S Sea Pines Drive Unit 1588, Hilton Head Island

Listing courtesy of Charter One Realty.

$379,790
1 Beds 1 Baths 800 SqFt. HILTONHEAD-512030 MLS
Fun and eclectic desirable end-unit boasts an extra side window, balcony, privacy and a full-on frontal view of the Marina and Broad Creek. Custom Art Deco black and white checkered floors compliment the bedroom with gorgeous new ceramic tile floors in the fitchen highlighted by a new contemporary light fixture and quartz countertops. Custom Shiplap adds to the nautical coastal feel as you overlook deepwater, and the yachts floating outside of your doors. Palmetto Bay Club gym on-site. This villa is in the hub of some of the Island's most popular shopping, restaurants and bars, but remains private and quiet nestled in the exclusive Palmetto Bay Club. Long-term rental projection of $2500/month. Owner is SCRA.

100 Helmsman Way Unit 212, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$525,000
1 Beds 2 Baths 1,019 SqFt. HILTONHEAD-511782 MLS
Experience exceptional waterfront living in this beautifully 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.

Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,000,000
3 Beds 3 Baths 2,348 SqFt. HILTONHEAD-512024 MLS
Perfectly positioned on a quiet cul-de-sac in the prestigious Long Cove Club, 3 Grove Court enjoys expansive views across the fairway and greenside lagoon of neighboring Wexford's 15th hole, creating a peaceful, open backdrop with exceptional privacy. Just moments from Long Cove's renowned amenities, this beautifully maintained home offers an inviting blend of comfort, quality, and timeless Lowcountry living. Designed to maximize natural light, the open floor plan features expansive windows that frame the picturesque golf and lagoon views throughout the main living areas. The thoughtfully renovated kitchen is equipped with a commercial-grade DCS six-burner gas range, premium custom cabinetry with LED lighting, a granite island, and an elegant glass tile backsplash, making it equally suited for everyday living and entertaining.The spacious living areas are accented by two gas fireplaces, while the beautifully remodeled primary bath provides a spa-inspired retreat. Recent improvements include a freshly painted exterior, a newly added rear porch that creates the perfect setting to relax and enjoy the tranquil views, a new HVAC system, new flooring, remodeled bathrooms, custom wet bar and a new refrigerator. Offering a rare Long Cove location with sweeping views of Wexford's championship golf course, thoughtful updates throughout, and exceptional outdoor living, 3 Grove Court is ready to be enjoyed as either a primary residence or a Lowcountry retreat. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

3 Grove Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$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.

$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.

$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.

$2,995,000
4 Beds 6 Baths 6,366 SqFt. HILTONHEAD-511890 MLS
Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$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.

$779,000
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.

$1,295,000
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.

$900
2 Beds 2 Baths HILTONHEAD-511802 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 13! Seize the opportunity to own deeded Week 13 in the heart of Hilton Head Island's premier Sea Pines community. This stunning Swallowtail property, situated along the 12th fairway of the Heron Point Golf Course, offers the perfect blend of golf course tranquility and coastal adventure. Positioned between Harbour Town's iconic lighthouse and the Beach Club's sun-kissed shores, Swallowtail offers easy access to championship golf, pristine beaches, waterfront dining, and luxury boutiques. Whether you're spending your mornings on the green, afternoons lounging on the beach, or evenings exploring the charming Harbour Town, Swallowtail offers the low-maintenance luxury lifestyle you've been dreaming of. Don't miss the chance to make this slice of paradise yours - secure your Week 13 getaway today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,500
2 Beds 2 Baths HILTONHEAD-511798 MLS
Owner is also selling Week 18 (Unit 2875) 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 17, 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 18 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 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$925,000
2 Beds 3 Baths 2,032 SqFt. HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,950,000
HILTONHEAD-511653 MLS
An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$675,000
3 Beds 4 Baths 1,983 SqFt. HILTONHEAD-511291 MLS
Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$5,900,000
7 Beds 8 Baths 5,203 SqFt. HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$830,000
3 Beds 3 Baths 2,673 SqFt. HILTONHEAD-511037 MLS
BRAND NEW DUCT WORK AND HVAC (main system) - fully transferable. Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,195,000
3 Beds 4 Baths 2,772 SqFt. HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

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