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70 Lighthouse Road Unit 2885, Hilton Head Island
$2,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512178 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep.

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

17 Tucker Ridge Court, Hilton Head Island
$879,000
4 Beds ⋅ 5 Baths ⋅ 2,932 SqFt. ⋅ HILTONHEAD-511354 MLS
Expеriencе ѕpасіouѕ іsland living in this bеautіfully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of the Arthur Hills course, the backyard offers a peaceful setting to relax, entertain, or simply enjoy the view. Inside, soaring two-story ceilings and an inviting fireplace create a warm yet dramatic first impression, while the open-concept floor plan provides effortless flow for everyday living and gatherings. The highly desirable layout features the primary suite on the main level, an additional bedroom on the first floor which has versatile use, and two other bedrooms upstairs, all generously sized, all with ensuite. With recent exterior paint, a newer roof, HVAC, and other significant updates, this home is move-in ready and designed for years of worry-free enjoyment. Offering one of the largest sq ft four-bedrooms currently available on the island under $1 million, this is a rare opportunity to own exceptional space, value, and lifestyle in one remarkable property.

17 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

5 Royal James Drive, Hilton Head Island
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 3,286 SqFt. ⋅ HILTONHEAD-511550 MLS
Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

5 Royal James Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

63 Shipyard Drive Unit 704, Hilton Head Island
$609,000
2 Beds ⋅ 3 Baths ⋅ 1,530 SqFt. ⋅ HILTONHEAD-511985 MLS
Here'ѕ your oррortunіtу tο own а mеticulously maintаinеd villa in the heart of Shipyard that has been totally renovated and is TURN-KEY! Do not miss this chance to see this well cared for villa unit that has been used as a second home by current owner! There have been over 37k in recent renovations to bring in a nicely appointed kitchen with all new cabinets with quart countertops, sink/faucet and new microwave. This open galley kitchen is perfectly appointed and uses every inch wisely. Brand new pavers have been installed on both the oversized front porch entrance/service area and the spacious back patio! The bedrooms upstairs have cathedral ceilings and both bathrooms have been updated and are coastal chic! Each bedroom has a patio as another area to sit and relax and enjoy the beauty that Hilton Head has to offer. The primary bedroom has an oversized sliding glass door that provides a beautiful view of the Galleon golf course. The downstairs is an open concept and incorporates neutral 16 inch tiles throughout for easy wear.....the kitchen is also open to the living area and it's easy to stay connected to the visitors while the cook is in the kitchen. There is a full laundry room with extra space for well needed storage. Shipyard is a thriving and excellent plantation to enjoy all that is offered on Hilton Head Island. There are 3 nine hole golf courses, a restaurant and golf pro shoppe, Van Der Meer tennis facility and a newer beach club that offers storage underneath for those that are interested! The Shipmaster complex provides a spacious pool and tennis courts that are included in your regime fee. Shipyard has two separate entrances including one off of Highway 278 and the other on Pope Avenue which offers easy access to Coligny Plaza....considered by many to be the 'downtown' of HHI! This villa can be used as a primary, secondary or a rental property so it is very flexible...and animals are welcome for owners! Come see this villa TODAY! It won't last long!

63 Shipyard Drive Unit 704, Hilton Head Island

Listing courtesy of Keller Williams Realty.

37 Kingston Road, Hilton Head Island
$1,749,500
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS
OPEΝ HOUSΕ thіs Ѕаturdаy, 10/3 frοm 3ΡM-5PM and Sundaу, 10/4 from 11ΑM-1PM. Some things on Hilton Head Island are simply finite. A nearly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

59 Carnoustie Road Unit 273, Hilton Head Island
$789,000
2 Beds ⋅ 2 Baths ⋅ 1,473 SqFt. ⋅ HILTONHEAD-511551 MLS
MAJΟR PRICE ΙΜPRΟVΕΜEΝΤ! A rare end-unit in οne οf Hilton Head Island's most desirable oceanfront resort communities. Beautifully furnished and completely turnkey, this exceptional villa offers the perfect blend of Lowcountry style, privacy, and effortless resort living.Soaring ceilings and expansive windows fill the interior with natural light while framing picturesque golf course views. The thoughtfully designed floor plan features two bedrooms, two bathrooms, and a spacious loft that provides exceptional flexibility as a home office, media room, or additional guest space.Set within the coveted Palmetto Dunes Oceanfront Resort, this villa places you moments from some of Hilton Head Island's best amenities, including the beach, community pool, Fazio Golf Course Clubhouse, tennis and pickleball, kayak and bike rentals, restaurants, and the General Store. Enjoy easy access to one of the island's most beautiful beaches while embracing the relaxed Lowcountry lifestyle.Whether you're looking for a private island retreat, a full-time residence, or a high-performing investment property, this rare end-unit offers an exceptional opportunity. Its turnkey condition, prime resort location, and strong short-term rental potential make it an ideal way to enjoy Hilton Head Island while generating income when you're away.

59 Carnoustie Road Unit 273, Hilton Head Island

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

107 Saw Timber Drive, Hilton Head Island
$800,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
BRAND ΝEW DUCT WORΚ ΑND ΗVΑC ❨maіn ѕystem) - fully tranѕferаble. Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

148 Windward Village Drive, Hilton Head Island
$619,000
2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS
Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

14 Field Sparrow Road, Hilton Head Island
$1,099,000
5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Exceptional Multi-Generational Golf Course Estate with Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

113 Shipyard Drive Unit 162, Hilton Head Island
$490,900
1 Beds ⋅ 2 Baths ⋅ 1,215 SqFt. ⋅ HILTONHEAD-511373 MLS
End of Summer Price Reduction! Escape to this spacious, beautifully appointed, and fully furnished 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Queen sleeper sofa in the living area. Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen is fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck for cozy seating while enjoying morning coffee or evening cocktails. Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

113 Shipyard Drive Unit 162, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

70 Lighthouse Road Unit 2896, Hilton Head Island
$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511359 MLS
Owner is also selling Week 17 (Unit 2900) and is open to offering a discounted price if both weeks are purchased together - an excellent opportunity to enjoy two consecutive weeks in paradise! Experience the relaxed sophistication of Hilton Head Island during deeded Week 16, ideally positioned in the last week of April, when spring is in full bloom and the island is at its most beautiful. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of Hilton Head's most sought-after communities. This desirable end-unit villa, located next to the pool, offers added privacy, extra natural light, and exceptional convenience. Overlooking the lush fairways of the golf course, it provides peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and the vibrant coastal arts and culture that make Sea Pines so special. Imagine beginning your mornings with refreshing ocean breezes and serene golf course views before setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. Late April offers warm, comfortable temperatures, colorful spring blooms, and ideal conditions for beach walks, outdoor dining, dolphin cruises, tennis, and all that Sea Pines has to offer-before the peak summer crowds arrive. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2896, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2900, Hilton Head Island
$1,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511357 MLS
Owner is also selling Week 16 (Unit 2896) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 17, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks the lush fairways of the golf course, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2900, Hilton Head Island

Listing courtesy of Lighthouse Realty.

113 Shipyard Drive Unit 200, Hilton Head Island
$640,000
2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-511116 MLS
Come to thе beach! Τhіs bеаutіfully uрdаted villa features nеwly rеmodeled bathrooms, a renovated kitchen and downstairs living area with an open-concept design. New Air Conditioner and Hot water heater, Smooth ceilings, recessed lighting, with an abundance of natural light creating a bright modern atmosphere, while the spacious living area overlooks the 7th fairway of the Shipyard Galleon Golf Course. Ideally located just steps from the beach, Van Der Meer Tennis Center, and The Sonesta Resort, this villa offers the perfect blend of relaxation and convenience. Residents and guests can also enjoy an oversized community pool and pool house. Whether you're looking for a high-performing short-term rental investment, a second home, or a full-time residence on Hilton Head Island, this exceptional property is an outstanding opportunity. Professional Decorator offering to furnish entire Condo with NEW FURNITURE. Opportunity to choose your colors and furniture style for approx. 10K total package.

113 Shipyard Drive Unit 200, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

59 Carnoustie Road Unit 284, Hilton Head Island
$799,999
2 Beds ⋅ 2 Baths ⋅ 1,473 SqFt. ⋅ HILTONHEAD-511105 MLS
Beautifully renovated 2 BR/2 BA end-unit Turnberry villa with a spacious loft that can easily be used as a third bedroom, home office, or additional living area. One of Turnberry's most desirable features is its open floor plan with soaring cathedral ceilings, creating a bright and spacious feel. As an end unit, this villa offers extra windows, plenty of natural light, and added privacy. Offered fully furnished, it's completely turnkey and ready to enjoy as a primary residence, vacation getaway, or income-producing rental. Enjoy peaceful, panoramic views across two fairways of the George Fazio Golf Course from the main living area and private patio. Conveniently located just steps from the community pool and Fazio Clubhouse, and only a short bike ride or walk to the beach, bike and kayak rentals, the General Store, restaurants, and all the amenities Palmetto Dunes has to offer.

59 Carnoustie Road Unit 284, Hilton Head Island

Listing courtesy of Dunes Real Estate.

20 Queens Folly Road Unit 1761, Hilton Head Island
$675,000
2 Beds ⋅ 2 Baths ⋅ 1,342 SqFt. ⋅ HILTONHEAD-511135 MLS
In the heart of Palmetto Dunes, this is the best floorplan in St Andrews. Featuring two bedrooms all on one levle with two remodeld full baths, an open, light-filled great room with soaring ceilings - and sunshine pours through the windows and skylights. As an end unit, you get a little extra breathing room and privacy, plus a wrap-around deck that connects both the living area and the primary bedroom - the perfect spot for morning coffee or evening wine while you watch the lagoon and golf course go quiet at dusk. There is a second porch off the beautifully remodeled kitchen. As well, the small room off the kitchen offers a pull out sleeper sofa and window coverings for the overflow when they all find out you have a place at the beach. Located in Palmetto Dunes with everything you'd want within easy access including private beach access, parking, three championship golf courses, tennis/pickleball courts, miles of lagoons for kayaking, and the resort's Dune Buggy service to shuttle you around without ever needing the car. Multi-level sun decks and the community pool round things out for lazy afternoons, and it's just a short bike ride to everything. There is even a bike path under highway 278 to Shelter Cove shops, restaurants and marina. Whether you're dreaming of a rental income property, a second home to escape to, or ready to make the big move to island living full-time, this villa gives you the space to energize, unwind, and settle into life on Hilton Head - in one of the island's most desirable neighborhoods.

20 Queens Folly Road Unit 1761, Hilton Head Island

Listing courtesy of Hilton Head Properties.

25 Fernwood Court, Hilton Head Island
$620,000
3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS
Welcomе to eaѕу livіng іn thе deѕіrable Fernwood communіty wіthin Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Wimbledon Court Unit 101-1, Hilton Head Island
$45,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510746 MLS
Located in the closest building to the beach, The Westin, and Golf. Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This 1st floor designer-furnished 2 bedroom, 2 bath Sanibel townhouse located in building 1, rarely available, offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, free golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.It won't last. New furnishings being installed this year.

14 Wimbledon Court Unit 101-1, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

18 Saw Timber Drive, Hilton Head Island
$975,000
4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS
Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

9 Promontory Court, Hilton Head Island
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 5,019 SqFt. ⋅ HILTONHEAD-510120 MLS
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

31 Shipyard Drive Unit 5B, Hilton Head Island
$595,000
2 Beds ⋅ 2 Baths ⋅ 1,280 SqFt. ⋅ HILTONHEAD-510017 MLS
Southern elegance and natural beauty await you in this 2026 Renovation walkable to the 27 hole Clipper/Galleon Shipyard Golf Club! Van Der Meer Tennis Club is a 15 minute walk. Completely new HVAC system by Gochnauer Air Conditioning & Heating, with warranty. Completely updated attics space with spray foamed insulation by Atlantic Spray Foam. Updated HVAC attic ducts and duct insulation in attic space, plus full unit duct cleaning process contacted by Low Country Ducts. Removal of old inefficient gas fire place system and installation of new high-end Simplifire 60" Allusion Platinum Recessed Linear Electric Fireplace with fully spray foam insulated exterior walls. Waterford Village offers a community pool, small gym & pickleball. Grill out and dine el fresco under the majestic Carolina pines and moss draped oaks while over looking the Shipyard Golf Course on your private deck. Stroll over to the community pool to cool off. Shipyard Beach Club is an easy bike ride on paved paths! Relax into the sectional sofa and enjoy the 70" Smart TV in the large family room. Cooking will be a breeze with stainless steel appliances and generous counter space in the fully equipped kitchen. Prepare your favorite zesty dishes and gather around the 6-person dining table for a quality meals with your family and friends. Brand new half bath has been added to the first floor! Exhausted from a long day on the beach, at the pool, on the tennis court or golf course; then sink into the King Master Suite with walk in shower and Smart TV. The guest bedroom offers two full beds with bath/shower combo and Smart TV. Top quality linens and toiletries provided. Drive or ride bikes to the Shipyard Beach Club (2miles from townhouse) to enjoy 11 miles of sandy white beaches and rolling waves on the shore.

31 Shipyard Drive Unit 5B, Hilton Head Island

Listing courtesy of Palmetto Residential Services.

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

70 Lighthouse Road Unit 2905, Hilton Head Island
$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2895, Hilton Head Island
$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508986 MLS
Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes alive with mild temperatures, blooming landscapes, and sunny coastal days. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most desirable settings. Ideally located between Harbour Town Lighthouse and the beautiful Beach Club, this desirable end unit next to the pool places you just a short walk from championship golf, pristine beaches, waterfront dining, and the vibrant arts and culture that make Sea Pines so special. Picture starting your mornings with cool ocean breezes and golden spring sunshine, biking beneath moss-draped live oaks along miles of scenic pathways, or enjoying afternoons on award-winning golf courses during one of the island's most comfortable times of year. Whether you're seeking relaxation or adventure, everything you need is right at your doorstep: your perfect spring escape, with the flexibility to enjoy it your way.

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

18 Lighthouse Road Unit 471, Hilton Head Island
$659,900
2 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-508598 MLS
Easy walk to the Beach and Plantation Club from this second floor, furnished, golf view villa with 2 bedrooms and 2 bathrooms. The Plantation Club has two, private swimming pools. The Sea Pines Plantation Clubhouse has golf and a restaurant. The Sea Pines Beach Club has a bar and restaurants. The villa is a short ride from the Sea Pines Center with restaurants and shops. The villa is a short ride to Harbourtown. The villa has many upgrades: 2016, new HVAC. 2020, new microwave and 1st bedroom mattress/boxsprings. 2021, new dishwasher and bedroom television. 2022, new guest bedroom matresses. 2023, new patio furniture. 2024, new living room tables, primary bathroom tiled shower, new tile floors, all new interior paint, new living room television, new living room curtains, new window blinds, all new door casings and baseboards. 2025, new refrigerator, clothes washer and dryer, hot water tank. All linens are included with the sale.

18 Lighthouse Road Unit 471, Hilton Head Island

Listing courtesy of Go Gated Realty Inc.

9 Timber Lane, Hilton Head Island
$989,500
3 Beds ⋅ 3 Baths ⋅ 3,407 SqFt. ⋅ HILTONHEAD-507800 MLS
Mosѕ Creek Certіfіcаtе Fеe ΝΟW negotiable betweеn buyеr and seller. 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.

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