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$1,695,900
4 Beds 4 Baths 2,563 SqFt. HILTONHEAD-450637 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

10 Grandview Court Unit 8, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,695,900
4 Beds 4 Baths 2,258 SqFt. HILTONHEAD-450633 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

4 Grandview Court Unit 2, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,695,000
5 Beds 4 Baths 3,502 SqFt. HILTONHEAD-507534 MLS
Welcome to a home designed for enjoying the Hilton Head lifestyle. Tucked away on a quiet cul-de-sac in the Skull Creek neighborhood of Hilton Head Plantation, this inviting residence offers a peaceful setting surrounded by mature woods and a serene lagoon view. Inside, warm, coastal-inspired details create a comfortable and welcoming atmosphere. Thoughtful touches like shiplap, board-and-batten accents, wainscoting, crown molding, reclaimed wood, and beautiful luxury vinyl plank flooring give the home a relaxed yet refined character. The heart of the home is the gourmet kitchen, where gathering, cooking, and entertaining feel effortless.The main-level primary suite provides a private retreat, complete with a beautifully renovated bath and spacious walk-in closet. Upstairs, flexible space offers room for guests, hobbies, or movie nights, with the fifth bedroom currently enjoyed as a media room. Perhaps the favorite destination will be the large screened porch as a true extension of the living space. With its reclaimed wood and shiplap details, it is the perfect place to enjoy morning coffee, unwind after a day at the beach, or gather with friends while taking in the tranquil wooded and lagoon surroundings. With its peaceful setting, inviting interiors, and easy access to the best of Hilton Head Plantation, this home offers more than a place to live - it offers a place to slow down, gather, and enjoy island life. New shingle roof installed Q4 of 2022. 2 new hot water tanks installed in 2024. New Samsung smart TV fridge added in 2025. New Samsung smart laundry washer & dryer added in 2025. Brand new carpet upstairs and in primary walk in closet installed March 2026. New interior and exterior paint including garage door completed March 2026.

10 Manor Court Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,685,000
4 Beds 4 Baths 3,144 SqFt. HILTONHEAD-504477 MLS
Opportunity Knocks.. Over 3000+ Sqft beach house close to the beach , shops & dining.. Rarely can you find this much space at this price. Located just moments from the ocean and Coligny's popular shops and restaurants, this spacious Forest Beach home offers an exceptional coastal lifestyle in one of Hilton Head's most desirable locations. Situated on an oversized corner homesite shaded by majestic oaks, the property features 4 bedrooms, 4 bathrooms, and over 3,000 square feet of comfortable, light-filled living space. The open floor plan provides generous room for gathering and entertaining, while recent improvements-including a brand-new roof, new HVAC and remodeled storage building that add immediate value and functionality. With abundant parking, plenty of room for family and guests, and an unbeatable location near the beach, dining, and recreation, this nicely appointed beach home is well-suited as a primary residence, second home, or investment opportunity.

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,675,000
3 Beds 4 Baths 2,414 SqFt. HILTONHEAD-511146 MLS
Nestled on a quiet street just moments from the beach, this traditional Sea Pines home offers picturesque lagoon views, 3 bedrooms, and 3.5 baths. A warm and inviting foyer opens to a spacious living room with soaring ceilings and a wall of French doors that flood the home with natural light while framing the tranquil water views. Designed for both everyday living and entertaining, the open kitchen features a large center island with seating and a bright dining area surrounded by windows. The first-floor primary suite provides a peaceful retreat, while a dedicated office offers an ideal work-from-home space. Upstairs, two generously sized guest bedrooms, each with an en-suite bath, ensure comfort and privacy for family and friends. With its timeless architecture, inviting floor plan, and desirable location near the beach, this Sea Pines home offers the perfect blend of Lowcountry charm and relaxed coastal living.

9 Cannon Row, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,650,000
3 Beds 3 Baths 3,442 SqFt. HILTONHEAD-511482 MLS
Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

55 Crosstree Drive, Hilton Head Island

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

$1,650,000
6 Beds 4 Baths 3,239 SqFt. HILTONHEAD-509596 MLS
Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,650,000
4 Beds 4 Baths 4,298 SqFt. HILTONHEAD-506298 MLS
Experience the pinnacle of Long Cove Club living in this absolutely gorgeous, Cambridge-built home, recently transformed by extensive high-end renovations. Situated on a premium, ultra-private homesite on a quiet street, this residence is enveloped by breathtaking views of a tranquil lagoon on two sides and views of the 11th green. Step into an elegant front courtyard-a private sanctuary featuring a dark-bottomed swimming pool and spa. Enjoy total peace of mind with brand-new pool equipment (pump, filter, heater, and control panel) and a completely rejuvenated landscape featuring new sod, irrigation, drainage, and plantings. Freshly painted stucco and professional tree work ensure a pristine first impression. The light-filled interior has been updated with a neutral, sophisticated palette. Notable enhancements include: Gorgeous new primary and guest bathrooms including new cabinetry, lighting and counters in both the upstairs and downstairs primary baths. Stunning New wide plank LVP flooring throughout. A custom fireplace and mantle, modern stair railings, and updated lighting fixtures from Cregger. New kitchen hardware/hinges and a showcase dining room that has been raised to the same level as the first floor and fully revitalized. A new downstairs HVAC unit and spray foam insulation ensure maximum energy efficiency. Freshly Painted Throughout: Every room, including cabinetry, has been professionally finished. Upstairs features a library with Designed with soaring ceilings, an abundance of skylights, and walls of glass, the floor plan offers a spacious den/office, a serene pool-side dining room, and multiple balconies to capture the coastal breeze. This is a rare, "turn-key" opportunity to own a legacy property where every detail has been handled for you.

8 Long Brow Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,645,000
5 Beds 6 Baths 4,165 SqFt. HILTONHEAD-511552 MLS
Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $112,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,645,000
3 Beds 3 Baths 1,762 SqFt. HILTONHEAD-511199 MLS
Wake up to the Atlantic at Captain's Walk - a rare, direct-oceanfront villa that's almost never open to tour. Six steps off your private back porch put you on the beach path, with sand underfoot in under two minutes. As a first-floor corner residence, it offers true single-level living - no elevators, no stairs to your door - looking straight out to the ocean. Inside, roughly 1,762 square feet of bright, open-concept living opens to the view. The updated kitchen features quartz countertops, custom cabinetry, and stainless-steel appliances, flowing into spacious dining and living areas with a sleeper sofa for extra guests, plus in-unit washer and dryer. All three bedrooms are en suite - a primary with a king and ocean views, a second with two queens, and a third with a king - comfortably sleeping eight. Just outside your door: an oceanfront pool, children's pool, cabana, expansive sundecks, a grilling area, and a boardwalk to the sand. Ownership unlocks all of Palmetto Dunes - an 11-mile lagoon system, three championship golf courses, a tennis and pickleball center, and the seasonal Dunes Buggy to Shelter Cove Marina's shops and dining. Offered fully turnkey, it's income-ready from day one - an established rental with a 10/10 guest rating across 28 reviews. And with owner pet privileges for up to two dogs, it's a rarity among resort rental villas. Homes like this rarely come open - see it while you can.

21 Ocean Lane Unit 401, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,645,000
6 Beds 4 Baths 3,333 SqFt. HILTONHEAD-504810 MLS
Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$1,625,000
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 that 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. 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. Freshly painted interior, New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,599,000
6 Beds 4 Baths 3,920 SqFt. HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$1,595,000
4 Beds 4 Baths 3,374 SqFt. HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,590,000
4 Beds 4 Baths 2,235 SqFt. HILTONHEAD-500985 MLS
Location, location! Overlooking the 2nd fairway of the world-famous Harbour Town Golf Links, this beautifully renovated 4-bedroom, 4-bath home offers the perfect Sea Pines lifestyle. Enjoy front-row views of the Heritage Classic Golf Tournament right from your backyard. Walk around the corner to Sea Pines Center to for dinner. Walk to the Harbor Town Pool in 5 minutes. The Beach Club is reached in no time by hopping on the Trolley at the stop right around the corner; or take a bike on the leisure trails. Recently renovated from top to bottom, the home feels brand new with fresh paint, all-new trim, doors, flooring, lighting and new furniture throughout. The Chef's Kitchen features a brand-new GE gas range with a downdraft and a new GE Refrigerator; a new HVAC system plus all-new duct work provides year-round comfort. Each bedroom has its own full bath, creating the perfect setup for family and guests. Only used as a 2nd home right now, rental projections are $98,800/year. Whether this will be your primary home, vacation retreat, or rental investment, it has a winning combo of modern updates, timeless comfort, and one of the most desirable locations in Hilton Head.

11 Muirfield Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,550,900
4 Beds 4 Baths 2,546 SqFt. HILTONHEAD-450638 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

12 Grandview Court Unit 10, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,500,000
5 Beds 5 Baths 3,032 SqFt. HILTONHEAD-510354 MLS
OPEN HOUSE this Saturday, 9/12 from 3PM-5PM. Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,499,000
4 Beds 3 Baths 1,932 SqFt. HILTONHEAD-511178 MLS
Experience the best of Palmetto Dunes living at 44 Off Shore, where modern coastal elegance meets the relaxed charm of Hilton Head Island. Overlooking the Robert Trent Jones Golf Course and just a short bike ride to the beach, this beautifully renovated single level home blends timeless island charm with thoughtful updates and outstanding investment potential. Designed for effortless coastal living, the open floor plan is filled with natural light and showcases soaring vaulted ceilings, a dramatic floor to ceiling stone fireplace, and expansive windows that frame picturesque golf course views. The renovated kitchen features quartz countertops, stainless steel appliances, a tile backsplash, and an open design that flows seamlessly into the living and dining areas, creating the perfect space for entertaining. Offering four spacious bedrooms and three beautifully updated bathrooms, including a newly added third bath, the home comfortably accommodates family and guests. The private primary suite is a peaceful retreat with dual vanities, a soaking tub, and a spacious walk-in shower. Outside, your private backyard oasis awaits with a new pool, expansive deck, mature landscaping, and tranquil golf course views, creating the perfect setting for relaxing or entertaining year round. With a strong rental history and access to Palmetto Dunes' three championship golf courses, world class tennis and pickleball, restaurants, and miles of scenic bike and leisure trails, 44 Off Shore is an exceptional opportunity as a primary residence, second home, or income producing investment.

44 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,495,900
4 Beds 4 Baths 2,201 SqFt. HILTONHEAD-450640 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

14 Grandview Court Unit 12, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$1,475,000
5 Beds 6 Baths 4,421 SqFt. HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,450,000
4 Beds 3 Baths 2,002 SqFt. HILTONHEAD-512678 MLS
Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the shopping, dining and amenities of Sea Pines Center, this inviting property offers the perfect combination of comfort, convenience and potential. Designed for easy island living, with lots of light pouring in from windows and skylights, this home provides tons of space for family and guests. Rare four bedrooms with garage would perfectly serve as a primary residence, second home or income-producing vacation property. 2 large bedroom suites have their own bath, one with private entrance, and two living spaces are ideal for multi-generation living and vacations. Wet bar and wood burning fireplace are perfect for entertaining with access to outdoor dining on the large deck accessible from the primary bedroom as well. There is a large dining area indoors as well as an oversized kitchen island with stools and kitchen sitting area. The garage space has ample storage and access. Enjoy the added appeal of neighborhood amenities, including a community pool, tennis and basketball-perfect for relaxing, staying active and making the most of the Sea Pines lifestyle .With an excellent rental history and strong rental projections, 19 Dewberry Lane presents an outstanding opportunity for buyers seeking both a personal island retreat and an incredible investment. Whether you're looking for a easy getaway close to the beach, a full-time Hilton Head home or a property with attractive rental income potential, this home checks all the boxes. Come experience the convenience, amenities and coastal charm that make this area one of Hilton Head Island's most desirable destinations and this home is a must see.

19 Dewberry Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$1,449,000
4 Beds 4 Baths 2,980 SqFt. HILTONHEAD-512495 MLS
Located on one of the most desirable streets in Hilton Head Plantation, this inviting 4 bedroom, 3.5 bath home is filled with natural light. The spacious great room features cathedral ceilings and a wall of windows overlooking your private heated pool and a beautiful pond, with the golf course beyond, while a shiplap-accented wall is anchored by a the gas fireplace. The updated kitchen invites you to cook in style, complete with a gas range, stainless steel appliances, and quartz countertops. The large primary suite offers soothing views and a spa-like bathroom with double vanities, a soaking tub, and a separate shower. Unwind on the screened porch while taking in your private oasis, and enjoy the peace of mind that comes with a newer roof and updated HVAC systems. This is one of the larger Hilton Head Island communities, offering resort-style amenities at a remarkably low annual fee. The pristine sands of Dolphin Head Beach offer a quiet coastal escape, while pickleball and tennis courts, numerous golf courses, playgrounds, and community activities cover every lifestyle.

26 Flagship Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,449,000
4 Beds 3 Baths 2,500 SqFt. HILTONHEAD-510645 MLS
Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,419,000
2 Beds 2 Baths 1,392 SqFt. HILTONHEAD-505519 MLS
The best Hampton Place villa - positioned on the third floor, this exceptional villa offers a true oceanfront experience with open, unobstructed views from the living area, private balcony, and both bedrooms. This 2-bedroom, 2-bath residence features smooth ceilings, an open floor plan, updated flooring, all-new Andersen windows, stainless steel appliances, and a full-size laundry area, creating a bright and comfortable coastal retreat. The spacious great room flows seamlessly to a large oceanfront balcony-perfect for enjoying refreshing sea breezes and stunning sunrise views over the Atlantic. Filled with natural light and offered fully furnished, this villa is ideal as a refined second home or an income-producing investment with established short-term rentals. Hampton Place offers premier oceanfront amenities including two pools, hot tub, children's pool, fire pit, oceanview reading deck, poolside fitness facility, gas grills, private beach boardwalk, covered parking, and a large private storage area. Located in the Leamington section of the gated Palmetto Dunes Resort, owners enjoy miles of pristine beach, golf, tennis, pickleball, dining, and scenic biking and walking trails-coastal living that is elevated, effortless, and complete.

47 Ocean Lane Unit 5303, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,400,000
2 Beds 2 Baths 1,442 SqFt. HILTONHEAD-511444 MLS
AN ABSOLUTE WINNER! This beautifully furnished oceanfront villa in Palmetto Dunes offers an exceptional combination of location, comfort, and rental performance, grossing over $80,000 last year. Enjoy gorgeous ocean views across the pool area to the beach from the private balcony, complete with new sliding glass doors and windows. The spacious open-concept living, dining, and kitchen areas feature relaxing coastal colors, designer fixtures, stainless steel appliances, and stylish updates throughout. The kitchen and both bathrooms have been beautifully updated, and the villa is fully equipped for effortless enjoyment. Recent improvements include windows, painting, and a new roof in 2018, with no current or upcoming special assessments! Elevator access, covered parking, beautiful grounds, direct beach access, and outstanding resort amenities complete the package. The Vacation Company website is filled exclusively with 5-star reviews-a proven vacation rental and an inviting coastal retreat!

57 Ocean Lane Unit 3305, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,399,000
4 Beds 4 Baths 3,568 SqFt. HILTONHEAD-512499 MLS
Just a short walk to Port Royal sound, 17 Stonegate is a custom-built residence originally designed as the builder's own personal home. 4 bedrooms and 3.5 baths are arranged across an open floor plan anchored by a wall of windows and tall ceilings. The light filled great room with a gas fireplace is the perfect setting to relax. The chef-like kitchen features high end wood cabinetry, stainless steel appliances, a gas range, and quartz countertops. You will love the hardwood flooring throughout your home. First floor primary suite includes a spa-like bathroom and a large walk-in closet with custom shelving. Upstairs, three additional bedrooms offer great separation, along with two full baths and a bonus sitting area. Outside, a spacious patio overlooks lush, tropical foliage. The 2023 roof, newer HVAC, and spray foam insulation provides extra peace of mind. Enjoy all that Hilton Head Plantation has to offer, with numerous community amenities just moments away.

17 Stonegate Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,399,000
5 Beds 5 Baths 4,069 SqFt. HILTONHEAD-512082 MLS
Welcome to 23 Long Brow Road, a distinguished Lowcountry residence with 5 bedrooms and 4 and a half baths, nestled within the exclusive, gated community of Long Cove Club on Hilton Head Island. This elegant home showcases a thoughtfully designed floor plan with spacious living areas, refined finishes, and seamless indoor-outdoor living ideal for both everyday enjoyment and sophisticated entertaining. Recent 2026 enhancements include brand-new luxury plank viny flooring on the first level, adding a fresh, modern aesthetic, along with a new HVAC system ensuring exceptional comfort and efficiency, a brand new refrigerator and fresh paint inside this beautiful home. The residence features inviting gathering spaces with a warm stone fireplace anchoring the family room, a large well-appointed kitchen, a private first-floor primary suite with fireplace, expansive outdoor area with a private pool overlooking a serene lagoon, and a 3-car garage with ample storage. Long Cove is one of the most coveted private communities where residents enjoy unparalleled championship golf, deep water marina, tennis, pickleball, bocce ball, among other social events and gatherings all in or near their gorgeous clubhouse, and 24-hour gated security. Come see this exceptional property and experience the beauty, and lifestyle that 23 Long Brow Road has to offer.

23 Long Brow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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