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$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.

$265,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-512847 MLS
Steps to the Beach! This nicely updated villa offers a convenient location, comfortable living space, and an established rental history. Features include an updated kitchen, a new bathroom with a beautiful walk-in shower, and tile flooring throughout. The cozy bunk beds make great use of the space, while the private balcony provides a nice spot to relax and enjoy the outdoors. Resort amenities include an oceanfront pool with seasonal food service, lighted tennis courts and pro shop, fitness center, playground, on-site restaurants, and 24-hour security. With the beach just steps away and plenty of amenities to enjoy, this villa is a great opportunity for a beach getaway or investment property.

40 Folly Field Road Unit C147, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,375,000
HILTONHEAD-512843 MLS
Rare opportunity to secure one of the largest and most private properties in North Forest Beach, just a short stroll from the beach. Tucked at the end of a quiet cul-de-sac, 18 Sandpiper Street offers an oversized wooded property nearly double the average lot size in Forest Beach, providing exceptional privacy and a unique opportunity to reimagine a property near the ocean. The expansive setting offers flexibility for creating an incredible outdoor living environment, including room for a private pool. A grandfathered detached shed adds another unique element with potential to complement the property's future vision. An existing 3BR/2BA single-level home currently occupies the property and has a strong history of owner-managed VRBO rentals, offering the ability to enjoy or generate income from the property while considering its long-term potential. Located moments from the beach, Coligny Plaza, Lowcountry Celebration Park, restaurants, shopping, and everything Forest Beach has to offer, homesites of this scale and privacy are increasingly difficult to find this close to the ocean. Whether preserving the existing home or reimagining the property for the future, 18 Sandpiper Street presents a rare opportunity in one of Hilton Head Island's most desirable beach communities. Also listed in Resides as a residential home.

18 Sandpiper Street, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$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.

$2,100,000
4 Beds 5 Baths 2,256 SqFt. HILTONHEAD-512797 MLS
This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees and boardwalk. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort, this home is perfectly suited for family getaways, a second home, or investment use. Offering 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. Two separate living spaces provide plenty of room for everyone to spread out, making it easy for adults and kids to enjoy their own space. The well-appointed kitchen is ready for everything from casual breakfasts to family dinners. All four bedrooms are located on the second level, offering access to deep patios-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard oasis featuring a pool, spa, and spacious patio area, ideal for afternoon swims, entertaining, cookouts and relaxed evenings. Whether you're looking for a permanent residence, vacation retreat, or rental property, this home offers exceptional flexibility and appeal. Fully furnished and ready to enjoy, this Forest Beach gem captures the best of the Hilton Head Island lifestyle.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$296,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-512831 MLS
Thoughtfully renovated with no expense spared, this beautifully updated villa offers exceptional value and effortless coastal living. The kitchen and baths have been tastefully upgraded, complemented by luxury flooring throughout and stylish furnishings that make this property truly move-in ready. Even the bunk beds have been thoughtfully designed to maximize comfort and functionality. Recent improvements include a newer HVAC system and water heater. The location is hard to beat-just steps from the oceanfront pool and beach, making it easy to enjoy all that this premier oceanfront resort has to offer. Owners and guests can take advantage of lighted tennis and pickleball courts, fitness facilities, on-site restaurant and oceanfront food and beverage service, bike rentals, and the convenience of on-site HOA and maintenance services. An established rental schedule is available from the owner, if desired, making this an excellent opportunity for those seeking a second home, vacation getaway, or income-producing property. With its extensive updates, prime location, desirable amenities, and turnkey presentation, this is an outstanding oceanfront value and opportunity!

40 Folly Field Road Unit A114, Hilton Head Island

Listing courtesy of Charter One Realty.

$265,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-512637 MLS
FIRST-FLOOR 1BR/1BA villa in the popular oceanfront Hilton Head Beach & Tennis Resort, offering the kind of easy, laid-back island setup buyers look for in a Hilton Head beach retreat ... Step inside to a bright, inviting interior with BRAND NEW APPLIANCES, tile flooring throughout, SMOOTH CEILINGS, generous cabinet storage, and two built-in wall bunks that make smart use of the space while adding extra sleeping accommodations for family and guests ... A queen pullout sofa brings the total sleeping capacity to five, while the tiled balcony gives you your own outdoor spot to unwind after a day at the beach ... The FIRST-FLOOR location makes coming and going especially convenient, with the laundry room just a few steps away and parking close by ... Sold FULLY FURNISHED and RENTAL READY, everything is already in place for a vacation getaway, second home, or income-producing SHORT-TERM RENTAL ... Best of all, you are just steps from the sand with access to a large oceanfront pool, Jamaica Joe's beachside dining and bar, three onsite restaurants, tennis, pickleball, bike rentals, fitness center, and 24-hour gated security ... A turnkey Hilton Head villa where beach days, resort amenities, and rental potential all come together in one easy-to-enjoy package.

40 Folly Field Road Unit B115, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$619,900
3 Beds 2 Baths 1,636 SqFt. HILTONHEAD-512809 MLS
Nestled in the sought after Club Course neighborhood of Sea Pines, 21 Acorn Lane offers an exciting opportunity to create your ideal Lowcountry retreat. This 3 bedroom, 2 bath home features a cathedral ceiling that adds to its open and spacious feel, while the expansive deck provides the perfect setting for outdoor entertaining or peaceful mornings surrounded by mature Lowcountry landscaping. Ready for renovation and a new vision, the home offers a great foundation for a buyer looking to update and make it their own. Ideally located with convenient access to the Sea Pines leisure trails, restaurants, shopping, golf, beaches, Harbour Town, South Beach Marina, and all of the world class amenities Sea Pines has to offer. An incredible opportunity to bring your vision to life in one of Hilton Head Island's most desirable communities.

21 Acorn Lane, Hilton Head Island

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

$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.

$4,795,000
4 Beds 5 Baths 4,386 SqFt. HILTONHEAD-512195 MLS
Oceanfront Living, Elevated. Set directly along the Atlantic Ocean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

136 S Shore Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$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.

$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.

$2,195,000
4 Beds 5 Baths 2,930 SqFt. HILTONHEAD-512616 MLS
Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$389,000
2 Beds 2 Baths 917 SqFt. HILTONHEAD-512708 MLS
When money matter...this one has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

239 Beach City Road Unit 1210, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,300,000
3 Beds 3 Baths 2,354 SqFt. HILTONHEAD-512318 MLS
Enter through the private gate and natural canopy of majestic oaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, this 3-bedroom, 3-bath traditional, Lowcountry-inspired modern ranch is move-in ready and the perfect size for full-time living or second-home lock-and-go adventures! Beautiful renovations begin with the welcoming new glass double-door entrance through to an inviting wide foyer anchored by a shiplap-trimmed wet bar and new beverage center perfect for entertaining. The adjoining Great Room features a wall of sliding glass doors, a new gas fireplace and hearth with Savannah brick, and a custom-made solid black Walnut, hand-milled mantel. The kitchen opens to the dining room for a Chef's table experience. Featuring Jenn-Air X-large refrigerator, KitchenAid and GE Monogram oven/micro and 36" gas cooktop, quartz countertops, Charlestown Cabinetry, and generous workspace that flows into an adjoining cozy cafe-setting breakfast area w/ garden view for morning coffee and casual dining. Large primary suite and bath offer a walk-in closet, new tile shower and glass doors w/marble seat and marble countertop, and Charlestown Custom Cabinetry. Two ample guest rooms w/new carpet adjoining bathrooms w/new ceramic tile flooring and bath and shower surrounds. Thoughtfully designed laundry room with shiplap wall and storage closet w/barn door. The resort-style, private outdoor living is replete with a 30 x 15 rectangular pool with paver surround and oversized patio, golf view, fire pit, mature landscaping, and loads of privacy, creating a setting that feels worlds away. Interior upgrades and renovations throughout include rich, dark engineered wood floors in the kitchen, great room, entryway, and dining room; smooth ceilings, quality neutral paint, windows, doors, trim and baseboards, lighting, carpet, and tile. Exterior upgrades include: roof, roofline, water heater, ductwork, lighting, gutters, landscaping, and spray foam insulation. Complete list in documents. Topping off this special residence is the extra-long driveway leading to a unique and highly desirable oversized, dual-opening, "drive-thru" garage with great storage. Enjoy the unmatched bespoke lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.

46 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$99,000
2 Beds 2 Baths HILTONHEAD-512524 MLS
An incredible opportunity to enjoy the best of Hilton Head Island with 13 weeks of ownership each year. This spacious, single-level 2-bedroom, 2-bath villa features an oversized balcony overlooking the Shelter Cove Marina-the perfect setting for morning coffee, sunset cocktails, and taking in the waterfront atmosphere.Ownership includes 13 weeks of usage (6 two-week intervals, plus one additional week in January), offering plenty of time to enjoy the island throughout the year. There is an elevator in the building. You can rent out the weeks you don't use. You can also trade weeks around with other owners. With its desirable Shelter Cove location and easy, low-maintenance lifestyle, this is a wonderful way to make Hilton Head feel like home-without the responsibilities of full-time ownership.

9 Harbourside Lane Unit 7303D, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

$1,450,000
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.

$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.

$797,000
1 Beds 2 Baths 816 SqFt. HILTONHEAD-512659 MLS
Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

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

$265,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-512619 MLS
Enjoy one of the most desirable locations within Hilton Head Beach & Tennis Resort! This beautifully appointed third-floor Ocean Villas condo offers one of the community's best uninterrupted ocean views and coveted location in the preferred wing, conveniently close to the elevator. Renovated several years ago, condo features updated bathroom, opened-up bedroom area providing additional space and updated kitchen with stainless steel appliances and granite countertops. Coastal furniture and décor create a relaxed Lowcountry atmosphere highlighted by distinctive natural oyster shell backsplash. The inviting living area takes full advantage of the spectacular ocean views, making this an ideal island retreat or vacation rental. Hilton Head Beach & Tennis Resort offers outstanding array of amenities including direct oceanfront beach access, the largest oceanfront swimming pool on Hilton Head Island, tennis and pickleball courts, fitness facilities, playground, bike rentals and on-site dining. B354 combines an exceptional oceanfront setting, desirable private third-floor location, thoughtful renovations and the extensive amenities that make this resort one of Hilton Head's most popular destinations.

40 Folly Field Road Unit B354, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$674,900
4 Beds 3 Baths 1,846 SqFt. HILTONHEAD-512599 MLS
Welcome to this great island home in Hickory Forest, located in HIlton Head Plantation, one of Hilton Head Island's most desirable residential communities. This house is located at the end of a private road & has a well designed floor plan offering a primary suite on the main level plus three additional bedrooms and a spacious loft upstairs, providing plenty of room for family, guests, or a home office. The home offers a newer HVAC (25), newer roof (22) & newer plank flooring. The updated kitchen features granite countertops, a new backsplash, updated lighting, newer appliances, a pantry, & a convenient breakfast/dining area. The inviting great room features a wood burning fireplace, cathedral ceiling & sliding glass doors overlooking a large two-tiered deck. The spacious primary suite offers a dual sink vanity, large walk-in closet & additional storage closet. Upstairs, you will find 3 additional bedrooms plus a versatile loft area. A private backyard retreat, perfect for relaxing, entertaining, or enjoying the Lowcountry lifestyle. Residents enjoy access to a wide range of amenities & outdoor activities, including beautiful leisure & biking trails, community pools, tennis & pickleball, golf & convenient access to the island's beaches, Broad Creek, shipping, dining & everyday services Tandem 2 car garage.

25 Honey Locust Circle, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$3,125,000
4 Beds 4 Baths 2,522 SqFt. HILTONHEAD-512045 MLS
Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of space, privacy, and opportunity just steps from the Atlantic. A private path from the backyard and pool leads directly to the beach walkway, making beach days effortless.Inside, the four-bedroom, three-and-a-half-bath home features an open floor plan with spacious living areas, a granite and stainless kitchen, a wet bar with wine refrigerator, and a bright sunroom designed for easy coastal living. Outside, the private pool and expansive patio provide the perfect setting for entertaining or relaxing after a day at the beach. Two car garage, driveway and unique additional parking area invite friends and family to park with ease.With its oversized lot, exceptional beach access, and prime Sea Pines location near Harbour Town, South Beach Marina, golf, tennis, dining, and miles of leisure trails, 16 Sandhill Crane presents a rare opportunity to own one of the area's most coveted third-row properties.

16 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,899,000
3 Beds 3 Baths 2,643 SqFt. HILTONHEAD-512472 MLS
MASSIVE RENOVATION-EVERY DETAIL REIMAGINED. This is not simply an updated home-it is the result of a complete transformation by a retired luxury homebuilder who purchased the property new in 1986 and, after moving in full-time in 2018, meticulously reimagined virtually every inch of this 3BR+Office home and grounds. The craftsmanship, quality, and attention to detail are evident at every turn. Highlights include a resort-style heated and chilled saltwater pool with waterfall, bubbler, and paver surround; Estate wire-brushed alder hardwood flooring and tile throughout; Sub-Zero and Wolf appliances; Cambria quartz countertops in the kitchen; granite countertops in every bath; extensive custom cabinetry and built-ins; Delta plumbing fixtures; solid-core doors; 5-inch crown molding; vaulted tongue-and-groove ceilings in the living room and screened porch; and a coffered ceiling in the office. Major system improvements include Jeld-Wen Low-E impact-rated windows and doors, HVAC systems, asphalt roof, stairway to large attic over garage, foam attic insulation, garage doors, epoxy garage flooring, paver driveway, and professionally designed landscaping by The Greenery. Perhaps the greatest luxury of all is the lifestyle. Enjoy your own private resort on a picturesque lake, then stroll just ten minutes to one of Hilton Head Island's pristine Atlantic beaches. This is a home where nothing has been overlooked and every day feels like a vacation.

7 Off Shore, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,249,000
3 Beds 3 Baths 2,320 SqFt. HILTONHEAD-512496 MLS
Better act quickly on this immaculate Hilton Head Plantation home, move-in ready and brimming with designer touches. A light-filled open floor plan centers on a wall of windows overlooking a spacious backyard with golf course views. The kitchen showcases white wood cabinets, stainless steel appliances, and a beautiful large island topped with quartz counters. Smooth ceilings and wide-plank wood flooring flow throughout, complemented by high-end appliances and a recently enclosed Carolina room with Pella windows for year-round enjoyment. The spacious primary suite offers two walk-in closets and a beautiful bathroom featuring a large walk-in shower and double vanity. Outside, a wrap-around rear deck and walkways invite relaxed living amid pristine landscaping, backed by the added peace of mind of a newer roof and HVAC systems. 29 Pheasant Run is located on a quiet street and just a short walk to the sound. Hilton Head Plantation is one of the island's premier gated communities, offering resort-style amenities-including access to Dolphin Head Beach, championship golf courses, tennis and pickleball courts, and scenic leisure trails.

29 Pheasant Run, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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