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$599,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508444 MLS
Beautifully furnished and updated 2 bedroom, 2.5 bath villa in very popular Shipmaster community. Great outdoor spaces. Large bedrooms can accommodate multiple bedding configurations for rental market. The living area has an oversized slider that overlooks an extended patio in a park like setting. The second floor has 2 large bedrooms with ensuite baths and sliding doors to private balconies. Walk, bike or drive .7 miles to the Shipyard Beach Club and boardwalk access. Close to private community pool and private tennis/pickleball court and a short walk to beach. Amazing rental potential, ideal for a primary residence or relaxing getaway.

63 Shipyard Drive Unit 1703, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508616 MLS
Ritzy South Shore Commons, steps to one of the best Atlantic Ocean beaches in the Country! One-level living with an unusually spacious floor plan. Timeless elegance with exceptional artisan craftsmanship and vintage accents set this property apart. A large separate dining room, gourmet cook's kitchen with island and eating area opening up to a delightful balcony, love the upgraded appliances! Built-in wet bar, wine fridge, private screened porch and a perfectly flowing floor plan offers plenty of opportunity for elegant entertaining, and decorating in any style. This is the pinnacle of Lowcountry living, that does not often come onto the market.

125 S Shore Drive Unit 1101, Hilton Head Island

Listing courtesy of Brokers Real Estate.

$2,595,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$999,500
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507800 MLS
Gorgeously updated, move-in ready home in Moss Creek set on a quiet 1/2 acre homesite with golf views of the Fazio South Course 3rd green. This 2-story property offers 3 bedrooms, 2.5 baths, plus two bonus rooms over the garage with a private entrance, currently used as an additional bedroom and den. The exquisitely designed, spa-inspired primary bath has been beautifully reimagined with a walk-in shower and refined, high-end finishes. Relax in style with newly installed custom shiplap feature wall, impressive wood mantle, new fireplace surround, and a redesigned floating staircase with stainless cable railings. The formal dining space flows seamlessly into the open living area with convenient access to the rear deck, ideal for indoor-outdoor gatherings with family and friends. The kitchen features new cabinetry and appliances, along with an eat-in nook/coffee lounge and adjacent, cozy screened porch. All new interior doors and trim, fresh interior paint, and recently painted exterior further enhance the home's clean, updated feel. Outdoor living stands out with all new landscaping, sod, paver walkways, and a custom fire pit, along with a composite rear deck overlooking the featured palms and impeccable golf course views. Residents of Moss Creek enjoy a private marina, two Tom Fazio golf courses, tennis and pickleball, waterfront pools with dining, fitness center, and kayak/boat launch and storage. Not to mention unmatched proximity to HHI bridge! Strong value, significant updates, and a premier setting-this is a compelling opportunity in one of Hilton Head's most established gated communities.

9 Timber Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,949,999
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-507573 MLS
Welcome to 6 Wild Turkey Run, a stunning Lowcountry home completely reimagined and nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room. Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. Listed $200K UNDER appraised value. MOTIVATED SELLER BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$635,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508226 MLS
Rare Sailmaster 2 bedroom, 2 1/2 bath directly overlooking the golf course. Enter through a private fenced gate to your own front courtyard. Featuring LVP throughout the unit, fresh paint & remodeled with many updates. Kitchen is updated & equipped with all appliances & everything needed down to the silverware. Upstairs bathrooms are updated & the bedrooms each have a private bath. New lighting fixtures with ceiling fans installed in every room. Both bedrooms have sliders going out to sitting balconies. Walk outside the main living area through sliding glass doors to your own private patio with grill, table, chairs & over look the golf course fairway. Pets only allowed by Owners. Fully furnished with everything you see, except the current tenants personal belongings. Including Brand New Flat Screen TV's in all rooms! Long Term Rental in place - lease expires 2/28/2027 - must honor lease. Buyers to verify all information

26 Sailmaster Common Unit 26, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$477,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507958 MLS
Discover effortless coastal living in this beautifully updated 3-bedroom, 3-bath Yacht Cove villa, ideally situated in one of Hilton Head's most convenient mid-island communities. Thoughtfully renovated and designed for comfort, this spacious villa offers the perfect blend of style, functionality, and Lowcountry charm. Step inside to an inviting open layout featuring modern finishes, abundant natural light, and a seamless flow between the living, dining, and kitchen spaces. The updated kitchen showcases sleek cabinetry, stainless steel appliances, and generous counter space, making everyday living and entertaining a breeze. The main living area opens to a large private back deck, It's the perfect spot for morning coffee, evening cocktails, or hosting friends. All three bedrooms are generously sized, each with access to a full bath, offering comfort and privacy for family, guests, or a flexible work-from-home setup. A rare find on Hilton Head, the oversized garage provides exceptional storage, a dedicated workbench, and ample room for tools, beach gear, bikes, ideal for hobbyists or anyone running a home-based business. Located mid-island, Yacht Cove offers unbeatable access to shopping, dining, Shelter Cove, and Hilton Head's world-class beaches.

10 Yacht Cove Drive Unit 205, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$899,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507616 MLS
You're invited to my Open House at my Sea Pines listing in Greenwood Forrest Sunday and Friday from 1-330. I look forward to seeing you there! This charming two-bedroom, two-bathroom home is nestled in the desirable Greenwood Forest community, right in the heart of Sea Pines. Surrounded by mature landscaping, the property offers a private backyard retreat-perfect for enjoying a quiet, relaxed Lowcountry setting. Whether as a primary residence, second home, or investment opportunity, this home presents a wonderful chance to own in one of Hilton Head Island's most sought-after communities. Sweet Jasmine and Azaleas bloom during heritage golf tournament in the spring. There is a trail in the woods that takes about a two minute and puts you out directly behind Sea Pines center, to grab a coffee in the morning, get a pizza, eat breakfast at lowcountry produce, or a fine dinner at Truffles. 10 minute walk to Harbourtown, and also a 10 minute walk to the Beach Club. One of Sea Pines best central locations. Hear the sound of the Ocean in the distance. Make the move today! Call Wes at (864) 617-4770

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$439,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507571 MLS
Imagine waking up to lagoon views, salt air, and nowhere you have to be. That's the quiet magic of this first-floor end unit villa at Island Club - one of Hilton Head's most sought-after gated oceanfront villa communities. Whether you're looking for your personal coastal escape or an income-producing short-term rental, this villa delivers both beautifully. As an end unit, you get what most villas don't - extra square footage, a shaded wrap-around deck where you can take full respite from the sun while still soaking in every bit of the coastal breeze and lagoon views, and direct access straight from the parking lot - No hauling beach gear through hallways or elevators! Just park, unload, and breathe in the ocean air. Inside the unit you'll find stylish bathrooms, LVP flooring, and furnishings; most of which are included. This villa is move-in ready and rental-ready, with a strong short-term rental track record managed directly by the owner. Island Club's resort-style amenities are extensive - direct beach access, multiple pools, tennis and pickleball courts, a fitness center, picnic and grilling areas, and beautifully landscaped grounds, all behind a 24-hour gated entrance. This is Hilton Head living at its most effortless. The only question is - what will you do with all that freedom?

85 Folly Field Road Unit 140, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-507406 MLS
Step into a truly exceptional marshfront retreat where modern luxury meets intentional design in this stunning 2023 custom-built residence. Thoughtfully crafted with the highest level of detail and premium finishes throughout, this 5-bedroom, 4 full bath showpiece offers an unparalleled living experience on Hilton Head Island. From the moment you enter, the home showcases elevated craftsmanship and a seamless, open-concept layout designed for both everyday living and high-end entertaining. The gourmet kitchen serves as the centerpiece, featuring striking quartz countertops, custom cabinetry, and a full suite of Viking appliances, all curated to deliver both beauty and performance. A spacious, dedicated office provides the ideal work-from-home environment, while multiple living areas offer flexibility and comfort. The outdoor experience is nothing short of spectacular. Designed as a private resort, the backyard features a luxurious pool, expansive outdoor living space, and a fireplace perfect for year-round enjoyment. A convenient poolside half bath enhances functionality, while the private dock-complete with a 12x12 pierhead and floater-offers immediate access to the water, creating the ultimate Lowcountry lifestyle.This spectacular home also includes a well-appointed carriage house suite with its own kitchenette, ideal for guests, extended family, or rental potential. An oversized workshop adds even more versatility, catering to hobbyists or additional storage needs.With no HOA and no rental restrictions, this property presents a rare opportunity for complete flexibility-whether as a primary residence, second home, or high-performing investment property. A truly one-of-a-kind offering, this home represents one of the most impressive and versatile newer builds available on Hilton Head Island!

219 Jonesville Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$505,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505432 MLS
Terrific 2 bedroom/2 bath villa just steps from the beach! This nicely updated, furnished and finished villa is a great vacation home with solid rental history (grossing approx $40k in 2025). This two-story unit boasts an open floor plan, newer mechanicals, and a great deck overlooking the lagoon. Two ample bedrooms with beds to sleep 6+. Turn key and ready for you to start enjoying this spring. Seascape villa owners have access to a private beachfront cabana with restrooms - a rare and special amenity! All this is just a short walk to Coligny Plaza, Celebration Park, and tons of shopping and dining. Whether you are looking for a beach getaway or a solid investment, make 3037 Seascape yours!

42 S Forest Beach Drive Unit 3037, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$285,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505609 MLS
2 bed/2 bath Fiddlers Cove is close to the beach access gate and ready to enjoy. Spacious balcony. Furnished with beachy decor. Kitchen has leathered granite countertops and white cabinets. Flooring is a combination of tile and LVP. Newer washer/dryer. Updated bathroom vanities. Fiddlers cove has 2 pools that are seasonally heated and chilled, hot tub, fitness center, 7 har-tru tennis courts, 4 packed har-true pickleball courts, 2 indoor racquetball courts, and charcoal/gas grills. 5-minute walk to the beach. Established rental through Evolve.

45 Folly Field Road Unit 21E, Hilton Head Island

Listing courtesy of The Ocean Broker.

$1,625,000
4 Beds ⋅ 4 Baths ⋅ 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.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505896 MLS
With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss!

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$6,500,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,730,000
6 Beds ⋅ 6 Baths ⋅ HILTONHEAD-505924 MLS
Experience the ultimate beach retreat 3 rows from the ocean, designed for unforgettable vacations and exceptional rental income. Just a short walk to the sand and moments from Coligny Plaza, this six bedroom, five and a half bath property blends coastal comfort with resort style amenities, creating a true Lowcountry getaway.Inside, the home offers a vibrant and welcoming layout ideal for entertaining and multi generational stays. A dedicated game room sets the tone for fun, featuring ping pong, air hockey, foosball, and a relaxed sitting area with television. The bedroom configuration is thoughtfully designed to maximize both privacy and flexibility. Three spacious primary en-suites with two offering their own screened porches for peaceful morning coffee or evening relaxation. The 3 other guest suites feature an ensuite guest suite, and 2 bunk bedrooms sharing a bath. The bunk rooms are perfect for groups and families.Outdoor living is equally impressive. The fenced backyard creates a private oasis complete with a sparkling pool, soothing hot tub, and a fully equipped poolside bar that opens directly to the outdoor entertaining space. The bar includes a refrigerator, television, and icemaker, while a convenient pool bath enhances functionality for guests enjoying the sun filled setting.Located in the heart of North Forest Beach, this home offers easy access to Hilton Head's most popular dining, shopping, and entertainment at Coligny Plaza. With its unbeatable location, strong rental appeal, and resort style amenities, this property represents an exceptional opportunity to own a high performing coastal investment and personal retreat.

6 Quail Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,099,000
5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505477 MLS
Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,950,000
6 Beds ⋅ 7 Baths ⋅ HILTONHEAD-505514 MLS
Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,174,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504283 MLS
The perfect southern boating base-luxury, elevator equipped, lock and leave living on Hilton Head Island. Stunning 3 bedroom Townhome located in Hilton Head Plantation. Built in 2024, this beautifully designed residence features 3 ensuite bedrooms, 3.5 bathrooms, and a private elevator. The open-concept living and kitchen area is complemented by a screened porch ideal for relaxing or entertaining. The inviting living room showcases a custom floor to ceiling built in, electric fireplace with 3 sided glass and a Samsung Smart TV. The primary suite is conveniently located on the first floor and the laundry area is equipped with newer GE Smart washer & dryer. The 2nd floor offers an open sitting area and 2 additional bedrooms, providing excellent separation and privacy. Additional highlights include a 2 car garage and an adjacent additional 650 square foot flex space with ceramic tile flooring. This climate controlled room features a mini split HVAC system, making it ideal for a home office or studio, along with ample storage. The home is equipped with premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and a monitored security system. Ideally located just a 2 minute walk to the Skull Creek Marina and Country Club of Hilton Head, residents enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more.

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,099,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504820 MLS
Shelter Cove Harbour community's most deluxe residence -- spacious & bright 2BR/2.5BA Main Sail Villa overlooking Shelter Cove Harbour & deepwater Broad Creek. Rarely listed Main Sail is Shelter Cove's newest & most well-appointed waterfront property with private gate access, outside & under-building parking along with convenient private storage room. Beautifully updated villa with quality Travertine tile throughout, smart Ethan Allen furniture package, large mounted Smart televisions in living room & each bedroom, ensuite bathrooms with walk-in closets, custom showers, electric commodes, & soaker tub. Excellent bedroom separation with open floorplan, lots of sunlight, large windows and sliders leading to screened balcony overlooking the harbour and 2nd balcony with casual pool/spa view. 2022 improvements include redesigned custom closets, new furnishings, new washer/dryer, plus new range with induction cooktop. Stroll to the harbour & marina to enjoy shops, restaurants, and the sunset over the Broad Creek. You'll enjoy the sense of privacy and elegance at Main Sail each time you enter the gate!

9 Shelter Cove Lane Unit 106, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$559,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504659 MLS
Move-in ready, year-round vacation cottage, located along the Brigantine course in Hilton Head's private Shipyard community. Fully furnished and move-in ready with flooring, kitchen counters, backsplash and appliances updated in 2022. The home has been tastefully decorated with a blend of beach casual and updated finishes. Enjoy lower cost of ownership with Cottages II parking and drive recently resurfaced as well as new roofing installed. Perfect unit for Hilton Head gateway or investment/rental property. Shipyard is a great, gated community with all the amenities one expects such as golf, tennis, pools, beach access. Nearby Sonesta Resort offers use of pool and beach access for a daily fee through Resortpass.com. Convenient access to both William Hilton Parkway and Pope Avenue provide easy access to Hilton Head's popular dining, entertainment, and shopping options. Come see for yourself!

12 Valencia Road Unit 20, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,249,900
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504552 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,599,000
6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504713 MLS
Turnkey. Proven. Profitable. Welcome to 99 Sandcastle Court-an exceptional, fully furnished short-term rental opportunity just a short walk from the sand at Folly Field Beach on Hilton Head Island. Built in 2020 and never before offered for sale, this 6-bedroom, 4-bath coastal retreat spans 3,222 square feet and delivers the rare combination of luxury design and consistent income performance. With over 50 five-star reviews in the past 24 months alone, this property has already established a powerful online presence, repeat guest base, and exceptional guest satisfaction, key drivers of short-term rental success. The heavy lifting has been done. Step into a fully operational, high-demand asset from day one. Designed to maximize occupancy and nightly rates, the spacious open-concept floor plan comfortably accommodates large groups and multi-family bookings, Hilton Head's most profitable rental segment. The expansive living area flows seamlessly into a chef-inspired kitchen and generous dining space, creating an inviting environment guests consistently rave about. The private heated pool and oversized back patio elevate the guest experience and extend the rental season, supporting premium pricing throughout the year. Outdoor entertaining space is a major draw for vacationers and this home delivers in a way that sets it apart from older inventory. Six well-appointed bedrooms and four full baths provide flexibility for owners and guests alike. Modern construction (2020) means lower maintenance expectations, updated systems, and enhanced insurability compared to legacy beach homes. Located within near distance to one of Hilton Head's most desirable beaches, this property offers a location that drives consistent occupancy year after year. Beach access, bike paths, dining, and island amenities are all just moments away-exactly what today's vacationers seek. Whether you're expanding your portfolio or securing a luxury second home that generates strong income while you're away, 99 Sandcastle Court is a rare opportunity to acquire a fully furnished, income-producing asset with an established track record in one of the Southeast's premier vacation markets. This is not a startup rental. This is a performing property ready for its next owner.

99 Sandcastle Court, Hilton Head Island

Listing courtesy of Impact Realty Group.

$740,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504572 MLS
This beautiful 3BR/3BA fully furnished villa offers the perfect blend of luxury & comfort. This serene getaway offers views overlooking the 6th fairway on Shipyard's Clipper golf course. Vaulted ceilings enhance the sense of space and light throughout the main living areas, while plentiful windows invite natural light and connect the indoors to the beautiful natural surroundings. A sunny Carolina Room with a fireplace and large windows invites natural light and fresh coastal breezes, perfect for enjoying an early cup of coffee or evening cocktail while gazing at the lush landscape and the fairway. Boasting 3 large bedrooms and 3 full bathrooms, a sunny Primary bedroom with an ensuite full bath with oversized garden tub and separate shower. The 2 secondary bedrooms complete the bedroom layout: one with an ensuite bath, the other with access to the 3rd full bath. This villa is designed to accommodate both families and guests comfortably. The floorplan provides desirable separation between the generous primary suite and the secondary bedrooms, ensuring privacy for all. Smart TVs are found throughout the villa. The beautifully updated kitchen is complete with new kitchen cabinets & SS appliances; it offers ample cabinetry and countertop space - perfect for meal preparation, entertaining, or simply enjoying a quiet morning at home. Residents and guests will love Golfmaster II's amenities, featuring a gated community pool with bathroom facilities, walking distance to pickleball/tennis and basketball courts, and a seasonal shuttle stop for quick trips to the Shipyard Beach Club. Just minutes from private beach access & HHI's South End, providing an ideal setting for a relaxing coastal escape. Miles of leisure trails & a short drive or bike ride to Coligny Plaza's local shops & restaurants or the many golf courses offered both in Shipyard and on HHI.

1 Gloucester Road Unit E-2, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$489,900
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504282 MLS
Looking for a Hilton Head beach villa where exceptional rental performance meets an unbeatable walk-to-everything lifestyle? Tucked away in a private setting within the heart of Forest Beach, 24 Coligny Villas offers the rare opportunity to enjoy the convenience of Coligny while feeling removed from the crowds. Just a short walk to Coligny Beach, Coligny Plaza, Lowcountry Celebration Park, and dozens of restaurants, shops, coffee cafés, and entertainment options, this is one of Hilton Head Island's most desirable locations for both owners and vacation guests. Unlike many nearby communities, Coligny Villas is quietly nestled away from the main road, creating a peaceful retreat while keeping everything the island's premier beach destination has to offer just outside your door. This beautifully maintained 2-bedroom, 2.5-bath villa features a spacious floor plan, private patio with grill, in-unit washer and dryer, and is offered fully furnished and ready to enjoy. The property has consistently outperformed comparable villas through exceptional owner-managed rentals, generating impressive occupancy and repeat guests thanks to its outstanding location and thoughtful management. Whether you're searching for a proven investment, a lock-and-leave second home, or the perfect combination of personal enjoyment and rental income, 24 Coligny Villas delivers immediate income potential and an unmatched beach lifestyle in one of Hilton Head Island's highest-demand vacation destinations.

17 Lagoon Road Unit 24, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$5,099,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,800,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503338 MLS
Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

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

$255,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503368 MLS
Welcome to Hilton Head Resort! This beautifully renovated 2-bedroom, 2-bath villa offers the perfect blend of comfort, convenience, and coastal charm. Overlooking the tennis courts, this light and bright villa is fully furnished and move-in ready. Ideal as a primary residence, second home, or short-term rental investment. Inside, you'll find a tastefully updated interior with a cheerful coastal vibe and thoughtful details throughout. The open-concept living area flows seamlessly into the dining space and updated kitchen, featuring LVP flooring throughout for easy maintenance and style. Conveniently located near the laundry room, grilling area, and outdoor pool, this villa's position within the community couldn't be more ideal. Enjoy easy access to the private boardwalk to the beach, or take advantage of the seasonal shuttle for a quick and relaxing ride to the sand. Hilton Head Resort is a gated ocean-oriented community known for its outstanding amenities, including direct beach access, two outdoor pools, an indoor heated pool, indoor track, six lighted tennis courts, jacuzzi, sauna, and a fitness center. You'll also love the beach bar located at Building 1's pool, a favorite gathering spot for owners and guests alike. Located mid-island near Shelter Cove, you're just minutes from shops, dining, entertainment, and all that Hilton Head Island has to offer. Experience resort-style living every day in this move-in-ready coastal retreat!

663 William Hilton Parkway Unit 4332, Hilton Head Island

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

$284,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501152 MLS
Beachfront resort! Seller offering $5k towards closing costs/upgrades. This fully furnished villa is located in the gated community and stands out as one of the larger 2 bedroom, 2 bath units approximately 100 sq. ft. bigger than most comparable condos. Located in building 4 this rare unit features full washer and dryer (a hard to find upgrade in this community). Additional highlights include bamboo wood flooring, an updated kitchen, and meticulous maintenance throughout. The washer, dryer, and water heater were all replaced in February, giving buyers peace of mind. Community amenities include a complimentary golf cart shuttle that takes you across the boardwalk during peak season to enjoy food & drinks at popular beachfront tiki bar. Residents and guests also enjoy two outdoor pools, tennis courts, hot tub, fitness room, running track, and sauna.

663 William Hilton Parkway Unit 4325, Hilton Head Island

Listing courtesy of Town Square Realty LLC.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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