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$1,750
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505748 MLS
Enjoy peak summer on Hilton Head Island with this deeded Week 32 timeshare at Spinnaker in Shipyard - perfectly set in mid-August. This two-story villa features a bright, open layout designed for easy coastal living. The living area includes a large window, flat-screen TV, and sleeper sofa, while the kitchen offers granite countertops and everything needed for family meals. Step outside to a spacious deck with relaxing lagoon and golf course views. Upstairs, the master suite boasts high ceilings, a window seat, and a private bath with soaking tub and skylight. A second bedroom with twin beds and its own bath provides comfortable accommodations for guests. Spinnaker's amenities create a true resort experience. Enjoy the community pool and hot tub for relaxing afternoons, while kids love the splash pad and playground. Stay active with pickleball courts and a putting green, or unwind at the poolside cabanas. BBQ grills and a pavilion make outdoor dining easy and fun. Owners and guests also enjoy convenient beach access, so you're never far from the sand and surf. Beyond the resort, take full advantage of Hilton Head's world-class golf, scenic bike trails, shopping, dining, and beautiful beaches, making this the perfect annual getaway.

40 Barcelona Drive Unit 220, Hilton Head Island

Listing courtesy of Lighthouse 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.

$1,345,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504798 MLS
Beachfront townhome in Shorewood Villas offering 3 bedrooms and 3 full baths with sweeping views of Hilton Head's iconic sandy shoreline. Ideally located just a short stroll to Coligny Plaza, where you'll enjoy shopping, dining, coffee shops, entertainment, and beachside activities. The floor plan features a first-floor primary suite with two additional bedrooms upstairs. Interior updates include LVP flooring, a remodeled kitchen with quartz countertops, tile backsplash, and stainless steel appliances, along with beautifully updated bathrooms. Shorewood amenities include direct beach access, saltwater oceanfront pool, kiddie pool, hot tub, expansive sun deck plus upper deck, and gated security. Currently a strong short-term rental performer, this turnkey property is rental or move-in ready or would make an exceptional beachfront primary or second home.

21 S Forest Beach Drive Unit 223, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,960,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505522 MLS
Coastal splendor meets modern luxury in this freshly renovated 5 bedroom, 5 bath Palmetto Dunes home. Positioned fourth row ocean, this Low Country style property is a true self contained resort just steps from the southeast's favorite beach. The newly imagined interior boasts family gathering areas framed by ample natural light and beautiful wood flooring, while the expanded chefs kitchen showcases new appliances, quartz counters and ample storage. Guests will delight in the private swimming pool and expansive deck, all with striking views of Palmetto Dunes' saltwater lagoon system and centuries old oaks. The home's new screened porch is the ideal spot to recap the day's activities, all while enjoying cocktails and seafood boils under the night's early stars. Outdoor sports enthusiasts will love the spacious garage featuring a second laundry facility, full bathroom and large flex storage room. The home's newer roof, pex plumbing, home elevator and automated hurricane shutter protection allow for complete piece of mind. Classic styling and modern convenience blend perfectly with the bounty of Palmetto Dunes' resort offerings to create the ideal primary residence, second home or investment property.

153 Mooring Buoy, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$3,995,000
7 Beds ⋅ 7 Baths ⋅ HILTONHEAD-505616 MLS
Turnkey short- term rental with proven income history in top tier coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Directly across street to beach access!

8 Curlew Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$353,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505599 MLS
Welcome to this bright two-bedroom, two-bath villa in Hilton Head Beach & Tennis Resort, offering the perfect island retreat or investment opportunity. Enjoy a light-filled living area, stylish flooring, and a crisp white kitchen, along with a new sleeper sofa for added guest accommodations. Strong rental performance with approximately $20,000 already booked for 2026 year-to-date, providing immediate income for a new owner. The community is known for its incredible amenities, including direct ocean access, a large oceanfront pool, tennis and pickleball courts, playground, on-site dining and bar options, and more. Ideally located just steps from the beach and resort amenities, this villa offers the best of Hilton Head coastal living.

40 Folly Field Road Unit G15, 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.

$859,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505470 MLS
There is still time for your buyer to take advantage of the summer season. With over $55,000 in bookings to date as of 5/14/26, this is a great investment opportunity. Enjoy ocean views from your private balconies overlooking the N Forest Beach area in this coastal retreat at Sea Crest Resort. This large 2 bedroom, 2 bath villa is completed furnished and has been a short-term rental and vacation home for several years. Boasting over 1300 square feet of living area, the main bedroom features a king-sized bed, attached ensuite with separate soaking tub and shower and private ocean view balcony. The guest suite offers two queen beds and an attached ensuite with separate soaking tub and shower. A full-size washer and dryer are included along with a full kitchen with upgraded countertops. There have been lots of renovations throughout the complex over the past three years including exterior painting, new roofing, waterscape improvements and beach renourishment projects, all impacting off-season rentals during the past three years. With those projects completed, the future looks bright for increased rental income.

10 N Forest Beach Drive Unit 2213, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$389,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505436 MLS
Oceanfront first floor! Great location to the beach and pool from this updated villa/ Great remodeled kitchen, smooth ceilings, tile floors throughout, sleeper sofa, tasteful decor. Great resort community with onsite bike rentals, beach bar, restaurants, 2 pools, fitness center, tennis, pickleball courts and 24 hour security. These oceanfront villas dont last long!

40 Folly Field Road Unit B130, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$459,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505353 MLS
Turnkey oceanfront Breakers with newly installed elevators! Fully equipped for immediate enjoyment or rental guests. Features include: New HVAC 2021; Full Size Kitchen w/newer SS appliances; granite breakfast bar & countertops; new cabinetry; updated bathroom; newer full-size washer/dryer; updated Coastal Chic furnishings; lighting; crown molding; luxury vinyl plank flooring throughout. New sleeper sofa and outdoor patio furnishings. All of this across the street from Coligny Plaza, shopping, dining, and more! Sit back and relax viewing the Ocean & Pool from your private balcony. This is a Beach Get-a-Way Dream!

4 N Forest Beach Drive Unit 234, Hilton Head Island

Listing courtesy of RE/MAX Island 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.

$3,250,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505022 MLS
This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy privacy with minimal care in this natural landscape environment. The quality craftsmanship features shiplap, beams, heart of pine flooring, chef's kitchen, an elevator, and multiple fireplaces. Both rear porches and a lower poolside terrace overlook a backyard swimming pool and the tidal salt marsh stretching out to Calibogue Sound and the intracoastal waterway. Beautifully updated with state of the art appliances and gas cooktop, the kitchen opens to the dining and great room with beautiful views to the marsh and sound. The current owners have continued to update and beautifully maintain this masterpiece of southern charm. Don't miss the second laundry room downstairs - perfect for towels from the pool and beach. Additionally, there is a recreation room and full bath downstairs for easy access from the pool.

20 Oyster Landing Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$844,900
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505288 MLS
Welcome to this charming 3-bedroom, 3-bath home in the highly sought-after Carolina Place neighborhood of Sea Pines. Offered fully furnished, this inviting home features a bright open floor plan and plenty of natural light! This home offer plenty of storage for bikes and chairs under the expansive deck, and offers a dedicated dining room, great for entertaining! Carolina Place residents enjoy access to one of the best community pools in Sea Pines, along with tennis and pickleball courts and a playground, making it an ideal setting for both active lifestyles and peaceful coastal living. Short term rentals allowed.

76 Shell Ring Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$26,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505280 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened in porch with additional covered deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 121-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$267,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$2,000,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-504997 MLS
Wake up every morning to the shimmering reflection of sunlight dancing across the water. Nestled on over a half-acre lakefront lot in the heart of coveted Palmetto Dunes, this stunning 4-bedroom, 4.5-bathroom retreat offers the kind of lifestyle that people dream about - and here, it's simply your everyday. From the moment you step inside, the home wraps you in warmth. The bright, open kitchen features a large island, granite countertops, and premium appliances - a natural gathering place where morning coffee tastes just a little better with that lake view out the window. The generous living and family rooms flow seamlessly together, giving everyone room to breathe and connect. The spacious primary suite is a true sanctuary, complete with a beautifully renovated en-suite bath. A flexible fourth bedroom adapts easily to a bunk room, media lounge, or whatever your lifestyle calls for. But the real magic happens outside. Step through the peaceful sanctuary that is the screened porch onto the deck, where a heated pool, spa, and cascading waterfall create a private resort atmosphere - all set against the serene backdrop of your own shimmering lake and private dock. Whether you're watching herons glide across the water at dusk or floating in the pool on a lazy afternoon, the peace here is palpable. And when adventure calls, you are steps from the beach via the closest path between Junket and Ketch, with Palmetto Dunes' world-class golf, tennis, and pickleball amenities just around the corner. This is more than a home. It's a feeling - and it's waiting for you at 9 Full Sweep.

9 Full Sweep, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$29,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505198 MLS
Model Open Daily. Buyer to pay $1,000 Capital Reserve Transfer Fee at closing. Perfect location to walk off your deck into the pool. Furniture replacement to be completed by Memorial Day. Ownership includes one start time on any one of 4 championship courses for 4 players daily for cart fee only. Free tennis or pickle ball.

14 Wimbledon Court Unit 118-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$4,190,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-504388 MLS
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

$254,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505142 MLS
Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly positioned mere steps away from all the resorts considerable amenities. Whether visitors come for championship golf, world-class tennis, water sports, or simply to relax by the ocean, they'll appreciate the convenience of being close to it all. Walkability and easy beach access are top priorities for vacation renters-and this villa delivers. Modern finishes and coastal-inspired decor create an inviting retreat that guests are eager to return to year after year. The kitchen features updated appliances and ample prep space. Spacious bedrooms and well-appointed baths provide comfort for families and groups, increasing rental appeal and revenue potential. With Hilton Head Island's established reputation as a premier vacation destination and a history of steady visitor demand, this villa represents a compelling opportunity for investors seeking both lifestyle enjoyment and income potential. Whether you self-manage or use a rental program, this is the type of property that stands out on line, books consistently, and keeps guests coming back. Capitalize on location, condition, and amenities (the three pillars of successful vacation rental investing) all in one exceptional Hilton Head Island condo.

663 William Hilton Parkway Unit 2101, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$967,400
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505137 MLS
Awaken to nearly unobstructed ocean views and coastal breezes from the primary bedroom, living room, kitchen, dining room, and private balcony of this immaculately renovated, turnkey 2/2 Shorewood. This villa has undergone extensive renovations and upgrades over the past six months, including 8-inch wide CoreTec luxury LVP with micro beveled edges, elegant Craftsman-style trim and wainscoting, newer coastal-inspired furnishings, smooth ceilings, shiplap accent walls, and a fresh coat of Sherwin Williams's finest paint. Additionally, the regime recently completed an extensive update to code-compliant Andersen StormWatch impact-rated windows and sliders via a special assessment that the seller has already paid in full. Featuring a renovated oceanfront zero-entry *heated* pool and jacuzzi, the Shorewood complex is uniquely positioned for nearly year-round rental potential. Gated front entry, ample covered parking, new elevators, and close proximity to Coligny Plaza and Celebration Park ensure that both you and your guests enjoy convenient access to Hilton Head Island's finest boutique shopping and vacation experiences. Considering the quality of the renovation and nearly panoramic ocean views, this villa is compellingly priced and uniquely positioned to dominate the upcoming rental season on closing day and beyond.

21 S Forest Beach Drive Unit 136, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$1,750
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505124 MLS
Own your slice of springtime paradise at Sea Pines Resort with this exceptional deeded Week 10 (mid-March) at 438 Plantation Club. This is a rare opportunity to secure one of the most desirable weeks of the year-when the weather is warm, the island is in bloom, and golf and beach days are at their very best. Overlooking the scenic fairways of Atlantic Dunes Golf Course, this 2-bedroom, 2-bath villa offers beautiful views and a relaxed coastal setting just a short walk from the beach. The open-concept living and dining area is filled with natural light, and a private balcony provides sweeping golf course vistas-perfect for enjoying crisp spring mornings. The fully equipped kitchen makes extended stays easy and comfortable. The spacious primary suite features a king bed, en-suite bath, and tranquil green views, while the second bedroom with twin beds is conveniently located near a full guest bath-ideal for family or friends sharing your week. As an owner, you'll enjoy access to the community pool and close proximity to Harbour Town and the Sea Pines Beach Club. Secure your annual mid-March getaway and create lasting Hilton Head traditions for years to come.

10 Lighthouse Road Unit APT 438, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$650,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505096 MLS
When only the best will do! Completely renovated in 2025, this ocean-view villa offers a turnkey opportunity just steps from the beach in FollyField. The professionally redesigned interior features a coastal-inspired kitchen with quartz countertops, Carrara marble backsplash, newcabinetry, and stainless appliances. Paneled accent walls, updated flooring, and a bright, open living and dining area create a fresh, modernbeach aesthetic throughout. Enjoy ocean breezes and views from the third-floor balcony, now finished with herringbone tile for a polishedoutdoor living space. The villa is offered furnished with 2 bedrooms and 2 full baths, making it ideal as a rental/investment property, primaryresidence or second home. This oceanfront community offers exceptional amenities including a large beachfront pool with food service, tennisand pickleball courts, fitness center, playground, bike rentals, on-site restaurants, leisure trails, and 24-hour security. New HVAC installed in 2023.An outstanding opportunity to enjoy updated ocean-oriented living at an exceptional value.

40 Folly Field Road Unit 326, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,325,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504945 MLS
Beautifully renovated 3-bedroom, 2.5-bath home set on a private 0.75-acre lot in the gated, beachfront community of Shipyard Plantation. This home is in excellent condition and has been thoughtfully redesigned throughout, featuring new white oak hardwood flooring, an updated kitchen with all new appliances, smooth painted ceilings, and new Andersen Windows. Additional upgrades include new attic insulation, and a new HVAC system with updated ductwork. The spacious layout offers a first-floor dedicated office and large primary suite complete with a sunroom, while two generously sized guest bedrooms are located upstairs-providing excellent separation and flexibility. The living room showcases high ceilings and abundant natural light, enhanced by elegant finishes, new lighting fixtures, and ceiling fans. All bathrooms have been fully and tastefully renovated with tile showers, a jetted tub, new vanities, and marble flooring, it's all been done for you. Custom wood trim work and molding can be found throughout, adding a refined touch to every space. The exterior features durable new siding, and a newly added side-entry two-car garage enhances both functionality and curb appeal. Each bedroom includes sliding doors with access to a patio or private balcony, seamlessly blending indoor and outdoor living. Surrounded by over 100 beautiful trees, the property offers exceptional privacy along with scenic golf views, creating a peaceful, resort-like setting. There is also ample room to add a full-size pool. Residents of Shipyard enjoy outstanding amenities, including private beach access, miles of leisure trails, golf, tennis facilities, and the security of a gated community-all in a prime location close to everything Hilton Head has to offer. Bike to the beach with ease and enjoy the best of coastal living

20 Gloucester Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,895,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,225,000
6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504973 MLS
Phenomenal 5th Row Beach home in North Forest Beach! Currently utilized as a thriving investment rental home. This fully furnished 6 bedroom, 4 bathroom coastal retreat boasts an additional loft- providing extra sleeping quarters with a full bathroom. Admire the stunning rooftop deck that overlooks the spacious green space, courtyard with barbecue area and custom in ground pool + large paver patio surround! (2018 new pool equipment) The updated kitchen displays delightful custom cabinetry, granite countertops and stainless steel appliances. Enjoy low maintenance living with luxury vinyl plank flooring throughout, not only is it easy to clean but its waterproof + scratch resistant, giving peace of mind (especially with the pool and beach right there!) Easily rinse off after the beach at your own personal outdoor shower and benefit from plenty of space for storage of beach/pool essentials right around the corner. This gorgeous turnkey home has so much to offer, the list just keeps going! Both HVAC system (2021- with yearly maintenance) insures a place to escape from the heat when you aren't enjoying the private fenced yard or direct beach access at the end of the street. This place has survived numerous hurricanes in its lifetime, likely due to how structurally sound it is-metal roof, cement block walls with brick overlay. This location is ideal! The North Forest Beach Area is perfect for heading away from the traffic and submerging in tranquility but not too far to take advantage of endless options for shopping dining and entertainment the Coligny Beach Park and Plaza offer! Whether you want to make this a short-term rental goldmine or your permanent beach residence, prepare to embrace the island life!

2 Nighthawk Street, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$4,200,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504969 MLS
This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$360,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-504951 MLS
This nicely updated 2nd floor villa at The Breakers is located almost directly on the beach and in front of Coligny Plaza for all your shopping, dining and entertainment needs. The infamous Tiki Hut is just down the beach too! The Breakers amenties include elevators, a solar-heated community pool, direct beach access, a playground and on-site security. Great rental history, as well!

4 N Forest Beach Drive Unit 208, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,995,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000
7 Beds ⋅ 7 Baths ⋅ HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

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