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$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.

$729,000
4 Beds ⋅ 3 Baths ⋅ 2,065 SqFt. ⋅ HILTONHEAD-512779 MLS
A GEM! Fabulous, spacious and wonderfully upgraded with such a clever use of space! Four bedrooms OR 3 with study/office, delightful kitchen with a WOW (who knew) butler's pantry, super laundry and drop zone, spacious bedrooms with updated bathrooms, and large, open and light living areas with views onto a serene natural lagoon from screened in porch and deck! This home is a treat!!! On a quiet cul-de-sac in stunningly beautiful Moss Creek with outstanding amenities and a newly renovated Club House/restaurant, its a MUST SEE! PHOTOS COMING SOON!

42 Wax Myrtle Court, Hilton Head Island

Listing courtesy of Renew Realty, LLC.

$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.

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

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$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.

$699,990
4 Beds ⋅ 4 Baths ⋅ 1,871 SqFt. ⋅ HILTONHEAD-512410 MLS
Welcome to 20 Old Stoney Lane in Old Stoney Village, a beautifully designed 4-bedroom, 3.5-bathroom townhome built in 2023 on Hilton Head Island with a fully fenced backyard and garage. Offering a rare combination of space, functionality, and value, this is an excellent opportunity for buyers looking to be under $700,000 on HHI. The thoughtfully designed floor plan features dual primary suites, with one conveniently located on the main level and a second spacious primary suite with high ceilings upstairs. The upper level also includes two additional bedrooms, a full bathroom, and the laundry room, complete with cabinets above the washer and dryer for added storage. The main level features an inviting kitchen with gorgeous cabinetry, granite countertops, and stainless-steel appliances, opening to the living and dining areas. The living room makes a dramatic impression with a very high, two-story ceiling, creating an exceptionally open and spacious feel. Hard-surface flooring runs through the kitchen and living room. Step outside to the screened-in porch and fully fenced backyard, offering a comfortable private outdoor space for relaxing, entertaining, or enjoying the island lifestyle. With a one-car garage and a driveway that can hold four cars, you'll have plenty of convenient parking and storage. The north end location provides easy access to nearby recreation and conveniences ~ a rowing center, biking and walking trails, and restaurants (like Benny's and Crazy Crab super close by) ~ plus the home is just a short distance from the public-school complex. This is an exceptional value for buyers seeking a better-than-new townhome with plenty of room, flexible living arrangements, and easy access to everything the Lowcountry has to offer! Add charming 20 Old Stoney Lane to your Must See List!

20 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$499,990
4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-512638 MLS
Pristine, polished, and ready to go! This beautifully maintained 4-bedroom, 3.5-bath townhome in gated Allenwood is an absolute standout. Built in 2019. The main level features a gorgeous white kitchen with granite countertops (all appliances conveying), an inviting living room, half bath, and a large screened-in porch overlooking a lagoon with fountain ~ the perfect spot to start your day or wind down. Upstairs, the primary suite with high ceilings features a walk-in closet, dual sink extra-long vanity, and a view out to the lagoon. You'll also find two additional bedrooms, a full bath, and laundry on the top floor. The fourth bedroom and its full bath are located at the rear of the garage and offer a wonderful bonus: another screened-in porch ~ creating an ideal guest suite, office, or whatever you decide ~ the world is your oyster. All hard-surface flooring means no carpet anywhere. A one-car garage plus an extra-long two-car driveway provides plenty of parking. Allenwood has a great community pool, sidewalks, and is convenient to the public schools and fabulous waterfront restaurants. Available immediately and exceptionally pristine - this one is truly move-in ready and better than new!

207 Ceasar Place, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,395,000
4 Beds ⋅ 5 Baths ⋅ 4,200 SqFt. ⋅ HILTONHEAD-512634 MLS
Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situated on a .5 acre lot surrounded by moss draped oaks: A nature lovers delight! Inside you'll find a tremendously designed floor plan, perfect for entertaining! Spacious eat-in kitchen with butler's pantry, large family room, double-sided fireplace, 2nd living area, separate dining room, spacious first floor primary suite, great bedroom separation, all volume ceilings throughout, walls of windows and doors all leading out to a 60' deck with bench seating and a huge covered porch with views as far as you can see, climate controlled storage, and the list goes on. Moss Creek's fabulous amenities include 2 private golf courses, waterfront clubhouse/dining, marina, fitness center, kayak storage, playground, tennis/pickleball, bocce ball, dog park, fishing piers, and more!

15 Peninsula Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

$2,975,000
4 Beds ⋅ 6 Baths ⋅ 3,448 SqFt. ⋅ HILTONHEAD-511991 MLS
Incredibly rare opportunity for one of the islands best lots, in the best location, in the world-famous Sea Pines Resort! Steps from the beach, and water all around. Fulfill your Hilton Head Island beach property dreams with this very well priced offering. More details to come.

6 Beach Lagoon Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$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.

$1,399,000
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.

$1,375,000
4 Beds ⋅ 4 Baths ⋅ 3,022 SqFt. ⋅ HILTONHEAD-512280 MLS
Welcome to 26 Angel Wing Drive, a beautifully updated 4-bedroom, 3.5-bathroom single-family home situated directly on the 18th fairway of the Dolphin Head Golf Course in the prestigious Hilton Head Plantation. Enjoy sweeping, double fairway views of the 18th and 10th holes from your private backyard paver patio, sunlit Carolina Room, or soaring Great Room. Desirable first-floor Primary Bedroom w/renovated ensuite bath, 3 generous guest bedrooms upstairs. Light-filled open floor plan featuring a renovated kitchen, soaring vaulted ceilings in the Great Room. Fully re-piped plumbing, newer roof & mechanicals, and rebuilt chimney all combine for low-maintenance, worry-free island living. Located in the highly desirable low-fee gated community of Hilton Head Plantation, this home is a short walk to the Port Royal Sound, Dolphin Head Park, Pavilion, Pine Island Beach and the Bluff Trail. HHP community amenities include access to 4 championship 18-hole golf courses. The Spring Lake Recreation Area & Community Pool, as well as miles of biking/walking trails and community gardens. Experience the perfect blend of location, turnkey condition, and golf course lifestyle on Hilton Head Island!

26 Angel Wing Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$1,195,000
4 Beds ⋅ 3 Baths ⋅ 2,688 SqFt. ⋅ HILTONHEAD-512355 MLS
This meticulously updated home is complemented by one of the most appealing views in Golden Bear at Indigo Run. Situated on a private cul-de-sac, this property offers a thoughtful combination of updates, a well-designed floor plan, and a panoramic golf view that makes it truly special. The versatile floor plan offers four bedrooms and three full baths--or three bedrooms plus a dedicated office--providing flexibility for the way buyers live today. Built by one of Hilton Head Island's premier builders, this desirable design features a spacious great room that opens seamlessly to the kitchen, creating an inviting gathering space. Just off the great room, the three-season room may quickly become a favorite space in the house, with its peaceful setting overlooking the 5th green of the Golden Bear. Designed for comfortable single-level living, the home provides excellent separation between the primary suite and guest bedrooms. The primary suite is privately positioned on the left wing of the home, while the additional bedrooms are located on the opposite side--an increasingly sought-after feature for both everyday living and entertaining guests. The three-car garage, complete with new garage doors, is heated and cooled by a top-of-the-line Mitsubishi system, offering exceptional flexibility as a workshop, for golf equipment and storage. Numerous other improvements and updates have been made throughout the home, with a detailed list available upon request. Located in the sought-after Indigo Run community, this home offers privacy and convenience in equal measure--just five minutes from shopping and approximately ten minutes from the beach. Beautifully updated and thoughtfully designed, with a panoramic golf view and a floor plan suited to today's lifestyle, this is a home that deserves to be seen.

6 Balsams Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,500
4 Beds ⋅ 1 Baths ⋅ 1,597 SqFt. ⋅ HILTONHEAD-512465 MLS
Hello spend the even years of week 10 on HHI 2nd full week of March just right for that spring break getaway week. This week is a silver week and can be moved to the late fall early winter. Right across the street from the Banks/Celebration Park enjoy all that the south side has to offer; shop, play, have a beach day and then enjoy your resort on POPE AVE.

66 Pope Avenue Unit B202, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,299,000
4 Beds ⋅ 3 Baths ⋅ 2,298 SqFt. ⋅ HILTONHEAD-512456 MLS
No HOA! Rare find! .74 acres with marsh frontage. Enough land to subdivide into 2 lots, possibly 3. One existing home with 4 bedrooms and 3 bathrooms. This beautiful home has vaulted ceilings with wood and tile flooring throughout. A huge shaded Southern porch lends itself to an inviting and relaxing atmosphere while the rear sundeck off the kitchen offers additional outside space. Lush landscape and flower beds, including loquat and fruit trees add to the Lowcountry feel. The home has a large custom patio with a surrounding tiled seating area and fire pit. The attached 2nd story apartment has its own entrance, vaulted ceilings and 2 oversized light filled rooms with a separate kitchen. The lower level has 3 studio apartments, each with its own private entrance, full bath, individual heat and air units. This entire attached former garage and upstairs apartment can be reconfigured to a full size home, mother-in-law suite, ADU, or another garage with endless possibilities. This spacious .74 acreage has unlimited potential and is zoned for a 2nd residence, possibly 3. The sprawling driveway and yard offers room to store your, boat, toys, equipment, RV and more. Tucked away off the main road and five minutes to a boat launch and bridge to the mainland, creating a private compound. Walking distance to restaurants, bars, multiple town parks, schools, and the Island Recreation Center offering swimming, basketball, gym and much more. Current long-term rental income is $90K+ per year. Owner financing with 10% down, and/or open to trades. Owner is SCREA

23 Reggies Road, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ 3,063 SqFt. ⋅ HILTONHEAD-511975 MLS
Welcome to one of Hilton Head Island's most exclusive addresses. Nestled on private Ribaut Island, where Skull Creek meets the Port Royal Sound, this gracious Southern residence offers the rare opportunity to experience Lowcountry living in an intimate enclave of only 63 estate homes. A grand foyer welcomes you into beautifully appointed living spaces featuring rich Australian Cypress flooring, handcrafted Mexican tile, granite countertops, and tumbled travertine backsplashes that blend timeless elegance with coastal warmth. Designed for both entertaining and comfortable everyday living, this home offers an expansive family room, formal living room with a fireplace, elegant dining room, sunny breakfast area, and an inviting eat-in kitchen. The first-floor owner's suite provides privacy and comfort along with a nicely appointed bath with dual vanities, a soaking tub, separate walk-in shower, and generous closet space. Upstairs, guests enjoy exceptional accommodations with: Two bedrooms connected by a Jack-and-Jill bath and a fourth bedroom featuring its own private ensuite bath that could serve as an upstairs primary. relax on the front porch or the 2nd floor Balcony and enjoy the peaceful "peek-a-boo" views toward the sparkling waters of Port Royal Sound while enjoying the coastal breezes and sunsets that make Ribaut Island so special. Outside, discover a lifestyle unlike anywhere else on Hilton Head .Residents enjoy exclusive access to a private community dock with intracoastal waterway access, Community recreation area with a pavilion, swimming pool, tennis and pickleball courts, all within one of Hilton Head Plantation's most prestigious neighborhoods. Hilton Head Plantation itself spans nearly 4,000 acres with four championship golf courses, miles of walking trails, and private beach access at Dolphin Head. This is more than a home...It's an invitation to live the Lowcountry lifestyle at its finest.

12 Charlesfort Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$489,000
4 Beds ⋅ 4 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-512139 MLS
Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$725,000
4 Beds ⋅ 3 Baths ⋅ 1,527 SqFt. ⋅ HILTONHEAD-512277 MLS
Rare opportunity to own a beautifully renovated 4BR/3BA end-unit villa in South Forest Beach, just a short 5-minute walk to the beach. This coastal retreat features high-end flooring throughout, a renovated kitchen with custom cabinetry and new appliances, updated bathrooms, and bright, comfortable living spaces. With a flexible layout accommodating up to 11 guests, this villa offers excellent rental potential as a second home or investment property. Enjoy a prime location next to the community pool, with Coligny Beach, Coligny Plaza's shops and restaurants, and Lowcountry Celebration Park all just minutes away. An exterior owner's closet provides convenient additional storage for bikes and beach gear. A rare 4-bedroom end unit in one of Forest Beach's most desirable locations!

25 Deallyon Avenue Unit 120, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$1,295,000
4 Beds ⋅ 4 Baths ⋅ 3,126 SqFt. ⋅ HILTONHEAD-512185 MLS
Lake views, abundant natural light, and a spacious corner setting define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,900,000
4 Beds ⋅ 4 Baths ⋅ 3,895 SqFt. ⋅ HILTONHEAD-511549 MLS
Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,049,000
4 Beds ⋅ 3 Baths ⋅ 2,339 SqFt. ⋅ HILTONHEAD-512033 MLS
Welcome to Your Beachside Retreat in Folly Field! Located just minutes from Folly Field beach, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of coastal charm and modern comfort. Step inside to find an updated kitchen featuring quartz countertops, stainless steel appliances, and ample storage. The open kitchen to dining area overlooks the landscaped fenced backyard. The living area is ideal for entertaining, complete with LVP floors. The spacious fourth bedroom or den on the first level provides great flexibility, perfect as a guest suite, home office, or playroom. The main suite is on the first floor and has a newly renovated ensuite bath and hardwood flooring. Enjoy the privacy of your fenced backyard oasis, ideal for relaxing afternoons or hosting summer BBQs with family and friends. Nestled in a quiet and sought-after neighborhood in the Folly Field area, you'll love being close to the beach, top tier shopping, dining, and everything Hilton Head has to offer. Don't miss this incredible opportunity to own a move-in ready home in one of the islands most desirable communities! Rental income projected at $75,000 gross income without a pool and $95,000 with a pool installed.

10 Camellia Street, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,150,000
4 Beds ⋅ 3 Baths ⋅ 3,357 SqFt. ⋅ HILTONHEAD-511846 MLS
Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

11 China Cockle Way, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,825,000
4 Beds ⋅ 5 Baths ⋅ 3,642 SqFt. ⋅ HILTONHEAD-512172 MLS
Experience luxury golf-course living on the prestigious Primrose Lane in Indigo Run, a beautifully updated four-bedroom plus an office, 4.5-bath home with sweeping views of the 13th fairway. Designed with exceptional bedroom separation, each bedroom features its own private en-suite bath, offering comfort and privacy for family and guests. Hardwood floors flow throughout the home, while the spacious great room showcases a coffered ceiling, decorative tumble-stone fireplace, and custom bookshelves. The beautifully updated kitchen features quartz countertops, a gas cooktop, detailed backsplash, and updated appliances, creating a sophisticated and inviting space for everyday living and entertaining. The resort-style outdoor living space is equally impressive, featuring a newer pool with spa, waterfall, and bubbler overlooking the golf course, along with a custom outdoor kitchen. With elegant finishes, thoughtful updates throughout, beautiful golf views, and exceptional indoor-outdoor living, 20 Primrose is a move-in-ready luxury retreat in one of Indigo Run's most desirable settings.

20 Primrose Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

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