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$75,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505469 MLS
This beautifully renovated Tennis Villa features a modern kitchen, updated bathrooms, new flooring, and stylish furnishings throughout. The bright end unit offers extra natural light and includes two bedrooms, two bathrooms, and a pull-out sofa, comfortably accommodating 6-8 guests. Located in the HHBT community, owners enjoy amenities such as a large outdoor pool, two onsite bars and restaurants, bike rentals, pickleball courts, and tennis courts. This property is a DEEDED 1/5 ownership share of Villa F13,not a timeshare, providing 10+ weeks of guaranteed use per year. Ownership is for personal use only, with no rentals and no pets permitted.

40 Folly Field Road Unit APT F13, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$389,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ 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.

$474,000
1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ 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 ⋅ 2,317 SqFt. ⋅ 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 ⋅ 4,066 SqFt. ⋅ 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 ⋅ 1,585 SqFt. ⋅ 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 ⋅ 540 SqFt. ⋅ 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.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ 3,097 SqFt. ⋅ 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 ⋅ 3,880 SqFt. ⋅ 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.

$262,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ 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 ⋅ 1,109 SqFt. ⋅ 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 ⋅ 996 SqFt. ⋅ 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 ⋅ 2,122 SqFt. ⋅ 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 ⋅ 3,656 SqFt. ⋅ 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 ⋅ 3,130 SqFt. ⋅ 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 ⋅ 2,918 SqFt. ⋅ 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 ⋅ 518 SqFt. ⋅ 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 ⋅ 4,685 SqFt. ⋅ 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 ⋅ 4,400 SqFt. ⋅ 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 ⋅ 2,922 SqFt. ⋅ 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.

$895,000
3 Beds ⋅ 2 Baths ⋅ 2,035 SqFt. ⋅ HILTONHEAD-504680 MLS
This beautifully updated residence offers laminate wood flooring throughout, designer lighting, and beautiful furnishings. The great room features a fireplace set against a striking shiplap wall, and a seamless flow into the dining area and Carolina room, ideal for everyday living and entertaining. The kitchen is inviting with warm wood countertops, custom cabinetry, stainless appliances, and a dedicated coffee bar area. The kitchen opens to the dining area and leads directly to the outdoor deck with Trex decking, perfect for indoor to outdoor gatherings. Two guest bedrooms each offer closets, sharing a beautifully appointed bath. The owner suite provides a private retreat with a walk-in closet and a spa-inspired bath featuring dual granite vanities, tile flooring, shiplap detail, and an impressive tiled shower. Enjoy the expansive outdoor living with an impressive Trex deck & cable railing overlooking a grassy open space, ideal for morning coffee, afternoon cocktails, and enjoying the Lowcountry breezes. A paver walkway leads from the driveway along the side of the home to the deck, and the driveway accommodates at least four cars. Enjoy the unmatched lifestyle of Sea Pines with beaches, boating, biking, and world-class recreation just moments from your door in this move-in-ready coastal retreat.

157 Otter Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,245,000
4 Beds ⋅ 5 Baths ⋅ 3,192 SqFt. ⋅ HILTONHEAD-504812 MLS
Imagine waking up to peaceful long-range marsh views, spending your days enjoying the best of Hilton Head Island, and retreating each evening to unforgettable year-round sunsets from your own private master deck. Located within Hilton Head Plantation, this luxury new-construction home captures the heart of Lowcountry living with expansive marsh vistas, direct western sunset views, and access to world-class resort-style amenities, including the newly replenished Dolphin Head Beach. From the moment you arrive, this coastal masterpiece invites you to experience a lifestyle defined by beauty, privacy, craftsmanship, and tranquility. Designed to impress inside and out, this 4-bedroom home, plus a private office, 4 full bathrooms, and 1 half bath, showcases exceptional attention to detail and high-end finishes throughout. Features include custom-built inset cabinetry, a gourmet kitchen with premium appliances, Level 5 quartzite countertops, impact-rated windows, extensive trim work, shiplap accents in every room, and a 3-stop elevator. Multiple decks and outdoor spaces-perfect for quiet mornings, evening sunsets, and moments that make island living feel extraordinary. Outside, enjoy a private pool with sun ledge and water feature, a paver pool deck, and a paver driveway, all thoughtfully designed for luxury coastal living. Perfectly positioned as a primary residence or second home on Hilton Head Island, this move-in-ready property is more than just a house-it is a statement. A rare opportunity to own a true coastal dream home with some of the island's most beautiful sunset and marsh views. Schedule your private showing or live video walkthrough today and experience one of the finest new construction homes for sale on Hilton Head Island.

12 Salt Wind Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$279,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-504633 MLS
Unit A212 at Hilton Head Beach & Tennis is a charming, turnkey villa perfectly positioned for easy beach living and strong rental appeal. This well-maintained condo offers a bright, open living space with a comfortable flow, a functional kitchen, and a relaxing balcony where guests can enjoy the gentle ocean breezes and classic island ambiance. Located within a beloved oceanfront gated community, owners and renters have access to exceptional amenities including direct beach access, community pool, tennis and pickleball courts, on-site dining, and beautifully landscaped grounds. Ideally situated on the north end of the island near shopping, dining, golf, and miles of bike paths, A212 is an excellent opportunity for a vacation getaway, second home, or income-producing short-term rental with enduring Hilton Head charm.

40 Folly Field Road Unit A212, Hilton Head Island

Listing courtesy of Charter One Realty.

$255,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-504764 MLS
Welcome to Unit 2319 at Hilton Head Resort, 2 bedroom/ 2 bath ocean-oriented condo offering a coastal retreat and fantastic investment opportunity. This inviting condo features stylish updates and a comfortable beach inspired design, creating a space that guests love and owners can enjoy year round. Thoughtfully cared for and move in ready, it offers an easy ownership experience from day one. This condo offers proven rental history along with tasteful coastal updates that enhance both comfort and appeal. Thoughtfully decorated and well maintained, it attracts repeat guests and provides consistent income potential. Sold fully furnished, it is ready for immediate enjoyment while continuing to generate rental revenue from day one. Hilton Head Resort is a favorite destination for vacationers thanks to its extensive amenities. Enjoy top-notch resort amenities, including two outdoor pools, an indoor pool with a hot tub and sauna, a fitness center, six tennis/pickleball courts, and a picnic/grill area. Its centrally located position on the island provides convenient access to beaches, golf, shopping, dining, and entertainment. With its desirable Building Two location, strong rental appeal, and turnkey condition, Unit 2319 presents a wonderful opportunity to own on Hilton Head Island at an attractive value point.

663 William Hilton Parkway Unit 2319, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$3,999,999
3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-504606 MLS
Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

21 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,599,000
6 Beds ⋅ 4 Baths ⋅ 3,222 SqFt. ⋅ 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.

$267,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-504679 MLS
Coastal design and nicely updated this 2nd floor villa has some beautiful upgrades and pretty ocean views. Floors throughout are tile that look like wood. Kitchen is fully equipped & has updated cabinetry, nice appliances, quartz counters, cute tile backsplash and a butcher block island for added storage. Bathroom is completely redone with newer vanity, lighting and tiled walk in shower. Bedroom has private entry into bath and has it's own TV. Bunks in the hall for the younger guests and a sleeper sofa for extra adults. You can't beat the location too as your are steps from the beach and all of the amenities this resort has to offer. Restaurants, seasonal beach bar, 24/7 security, on site bike rentals, fitness, laundry, and so much more. This is TURN KEY so nothing to do but relax and enjoy just in time for Spring!

40 Folly Field Road Unit B215, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

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