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$3,800,000
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

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

Courtesy of ERA Wilder Realty, Inc

$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

Courtesy of Howard Hanna Allen Tate Lowcountry

$2,049,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505262 MLS
Set along a peaceful tidal lagoon in the heart of Wexford, 3 Roxbury Circle is an exceptional courtyard home designed for effortless Lowcountry living. High ceilings, abundant natural light, multiple private guest suites, and seamless indoor-outdoor living create an ideal blend of comfort, privacy, and lifestyle. The main level centers around an open kitchen, dining area, and spacious great room, where coffered ceilings and custom built-ins add warmth and character. The bright kitchen features a cleverly hidden walk-in pantry and flows naturally into the main living space. Just beyond, a screened terrace with a built-in hot tub provides an inviting setting for relaxed evenings and entertaining. The main-level primary suite offers direct terrace access, generous walk-in closet, and beautifully appointed bath with a large zero-entry shower. Also on this level are a spacious ensuite guest bedroom, dedicated home office, and laundry room. Above the garage, a generously sized bedroom and full bath provide added privacy. A 3-stop elevator conveniently connects the garage, main level, and this guest level. Upstairs, an add'l ensuite guest suite features a sitting area and direct access to a private covered deck overlooking the tranquil surroundings. Outdoor spaces take full advantage of the picturesque lagoon setting. A rear bulkhead frames the homesite, while a wraparound deck and covered grilling area with a built-in gas grill extend the living and entertaining spaces. Add'l features include a 2-car plus golf cart garage with an epoxy-finished floor, built-in cabinetry, and utility sink, as well as a new roof in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just a short distance from the driving range, tennis center, clubhouse, Harbour Center, and pool complex. Members enjoy Wexford's distinctive private-club lifestyle, including a private marina, championship golf, Har-Tru tennis, pickleball, croquet, clubhouse dining, resort-style pools, community fire pit, and an active year-round social calendar. The recently opened new Harbour Center and expanded Clubhouse further enhance the experience with new gathering and social spaces at the heart of the community. With tranquil lagoon views, thoughtfully designed indoor and outdoor spaces, exceptional flexibility, and Wexford's extensive amenities close at hand, 3 Roxbury Circle offers a compelling opportunity to enjoy the best of Lowcountry living.

3 Roxbury Circle, Hilton Head Island

Courtesy of Charter One Realty

$475,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505362 MLS
Seller is offering a $5000 credit at closing with an acceptable offer! Discover the perfect getaway at this updated villa, ideally situated near Hilton Head Island's best beaches, dining, shopping, and entertainment. Rare opportunity to own a piece of HHI paradise with 2 private courtyards in Hilton Head Beach Club Villas! This 2-bedroom, 1.5 bath villa is being sold fully furnished and ready for the new owners and their guests! The open floor plan is bright & airy w/a full kitchen ready for your cooking & entertaining needs. The living area walks out to the spacious rear courtyard, complete with a dining table and gas grill nestled under the lush palm trees, with access to the sundeck and pool. You will find two bedrooms and a shared, recently remodeled bath upstairs. The Primary bedroom has a private balcony for enjoying coffee or a cocktail. The villa is a quick walk to the beach, Coligny Plaza with its shops and restaurants, or Low Country Celebration Park. Don't miss your opportunity to call this villa your favorite escape!! Currently, an active vacation rental that is managed by a local professional property management company!

11 Tanglewood Drive Unit 34, Hilton Head Island

Courtesy of RE/MAX Island Realty

$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

Courtesy of RE/MAX Island Realty

$340,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505238 MLS
Beautifully appointed and offered fully furnished, this elegant 2-bedroom, 2-bath residence in Summer House presents an exceptional opportunity for refined Lowcountry living. Thoughtfully renovated and impeccably maintained, the interior showcases stainless steel appliances, quartz countertops, open floor plan, separate bar area, and updated bathrooms. Recessed lighting enhances the light-filled spaces, while a screened balcony invites relaxed outdoor living. Located within a pet-friendly community, this move-in-ready property is ideally suited as a primary residence, private retreat, or long-term investment. An exceptional offering not to be missed. Summer House is pet-friendly, and amenities include poolside cabanas, hot tub, outdoor kit, clubhouse, car wash, and fitness center. Significant complex updates were completed in recent years.

380 Marshland Road Unit F23, Hilton Head Island

Courtesy of Daniel Ravenel Sotheby's International Realty

$364,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505025 MLS
Rare Hilton Head opportunity featuring an oversized detached garage-a highly sought-after amenity that is difficult to find on the island. This beautifully maintained 2-bedroom, 2-bath villa in the desirable Summerfield community offers exceptional value under $400,000. The open-concept floor plan showcases soaring ceilings, abundant natural light, and a spacious living area that flows seamlessly into the dining space and private balcony. Recent updates include luxury vinyl plank (LVP) flooring, fresh interior paint, and a brand-new HVAC system, providing a move-in-ready experience. The generous primary suite offers comfort and privacy, while the second bedroom is ideal for guests, a home office, or additional living space. The oversized detached garage provides ample room for a vehicle, golf cart, bikes, beach gear, and extra storage. Located within a gated community with a community pool, Summerfield is just minutes from Hilton Head's beaches, shopping, dining, and miles of leisure trails. Whether you're seeking a primary residence, second home, or investment opportunity, this villa delivers a combination of location, functionality, and value that is hard to match. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

59 Summerfield Court Unit 523, Hilton Head Island

Courtesy of Collins Group 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

Courtesy of Sea Pines Real Estate - Beach Club

$1,050,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505303 MLS
Light, bright & charming, this 3 bedroom, 3 1/2 bath home in private Long Cove Club is waiting to be yours. Elevated, on a corner lot & cul de sac road with tranquil lagoon view. Interior features include a cathedral ceiling & wall of windows in the family room with a beautiful stone gas fireplace. Other features include custom woodwork, generous granite kitchen island and dining area, stainless steel appliances, tile floors on the main living area. The en suite primary bedroom with granite is also on the main level. Second floor has 2 spacious en suite bedrooms. A sizeable deck with a Sunshade awning overlooks the lagoon. Air conditioned & heated large storage room is off the ample 2 car garage. As a LCC resident, you will enjoy the world class amenities which include the Pete Dye designed golf course, deep water marina, tennis, full service clubhouse, community pool, pickleball & bocce ball. There are many group activities within the Club. This home has been well maintained, enjoyed & loved by the owners as a second home. Excellent condition throughout the home.

1 Foot Point Road, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry

$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

Courtesy of Howard Hanna Allen Tate Lowcountry

$475,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505157 MLS
Completely renovated, this 2-bedroom, 2-bath Treetops villa offers a wonderful opportunity for both personal enjoyment and investment in the heart of South Forest Beach. Thoughtful improvements throughout create a comfortable and inviting space ready to enjoy. Recent upgrades include LVP flooring throughout, a hurricane-impact sliding glass door, and updated bathrooms. The primary suite features a beautifully tiled walk-in shower and double vanity, creating a spa-like retreat. The guest bedroom is designed to maximize comfort and flexibility, accommodating a king-size bed with an additional twin bunk above, ideal for hosting family and guests. The spacious screened-in porch provides an outdoor living space to enjoy year-round, whether sipping morning coffee or relaxing after a day at the beach. Owners and guests enjoy easy access to Coligny Plaza and the Atlantic Ocean. Treetops offers three community pools, tennis courts, and convenient access to shopping, dining, parks, and the island's scenic bike trails. Whether you're seeking a second home or an investment property, this villa offers an excellent opportunity in one of Hilton Head's most convenient and popular locations.

137 Cordillo Parkway Unit 8005, Hilton Head Island

Courtesy of Daniel Ravenel Sotheby's International Realty

$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

Courtesy of Hilton Head Properties

$599,000
2 Beds ⋅ 1 Baths ⋅ 26005874 MLS
A rare find in the highly desirable Spanish Wells area of Hilton Head Island. This marsh front lot invites you to enjoy 1.1 acres of peace and tranquility! The cute little brick house though needing repair holds abundant potential to make a dream come true!This lot features majestic oak trees and views! Located close to everything Hilton Head This lot is waiting for you!!! Neighboring 1.1 acre lot is also available.

13 Sassafras Lane, Hilton Head Island

Listing courtesy of Listing Agent: Teena Manzira from Listing Office: Flamelilly Real Estate Group.

$599,000
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505263 MLS
A rare find in the highly desirable Spanish Wells area of Hilton Head Island. This marsh front lot invites you to enjoy 1.1 acres of peace and tranquility! The cute little brick house though needing repair holds abundant potential to make a dream come true! This lot features majestic oak trees and views! Located close to everything Hilton Head This lot is waiting for you!!! Adjacent 1.1 acre lot also available.

13 Sassafras Lane, Hilton Head Island

Courtesy of Flame Lilly Real Estate Group

$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

Courtesy of Real Broker, LLC

$984,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504832 MLS
Experience elevated coastal living with panoramic marina views - all from the top floor overlooking the beautiful Shelter Cove Harbour & Marina. This beautifully renovated residence captures sweeping views and unforgettable sunsets. As a penthouse, you will enjoy added privacy, elevated ceilings, and an abundance of natural light. No detail has been overlooked in this renovation. Modern finishes, updated flooring, a redesigned kitchen with contemporary cabinetry, and premium countertops - all complement the relaxed coastal setting. The bathrooms have been stylishly remodeled with Carrara tile, creating a spa-like retreat. The open concept living flows seamlessly to a private balcony overlooking the marina - ideal for morning coffee, evening cocktails, and front row views of Shelter Cove's year-round activity.

7 Shelter Cove Lane Unit 7556, Hilton Head Island

Courtesy of Dunes Real Estate

$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

Courtesy of EXP Realty LLC

$239,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505178 MLS
Well-appointed and ideally situated, this 1-bedroom, 1-bath villa in Brighton Bay Villas offers low-maintenance living in one of the island's most convenient South End locations. LVP flooring flows throughout the interior, creating a clean, cohesive feel. The updated bathroom features a spacious walk-in shower, and a separate laundry room adds everyday functionality. Step onto the private balcony overlooking the community pool-complete with additional storage-perfect for enjoying quiet mornings or relaxed evenings. Residents enjoy access to a community pool, fitness center, car wash station, and assigned, covered parking underneath. Palmetto Bay Marina is right next door for easy access to dining and entertainment. A smart opportunity for a primary residence, second home, or investment-offering comfort, convenience, and a strong South End location.

80 Paddle Boat Lane Unit 808, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

$259,999
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504757 MLS
This first-floor 2BR/2BA villa in Palmetto Commons presents a compelling long-term investment opportunity in the heart of Hilton Head Island. Located in a small, stable community of just 64 residences, the property benefits from low turnover, consistent demand, and owner-friendly dynamics that support reliable tenancy. Recent improvements-, including fresh interior paint and new LVP flooring, reduce near-term capital exposure and enhance durability for long-term renters. The first-floor layout and private patio offer accessibility and usable outdoor space. Minutes from beaches, shopping, dining, and major employment corridors, this is a low-maintenance asset designed for steady income and long-term hold performance.

141 Lamotte Drive Unit H1, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach

$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

Courtesy of Hilton Head Properties

$1,645,000
6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504810 MLS
Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Courtesy of Lowcountry Realty Group, LLC

$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

Courtesy of Maxey Blackstream Christie's International Real Estate

$252,500
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

Courtesy of Luxury Homes of Hilton Head

$945,000
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 year, 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 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 rental market on closing day and beyond.

21 S Forest Beach Drive Unit 136, Hilton Head Island

Courtesy of FATHOM REALTY

$124,990
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505111 MLS
Seniors and ages 55+ can say goodbye to the worry of home maintenance and embrace a vibrant, carefree lifestyle at The Seabrook at Hilton Head, located on beautiful Hilton Head Island. This move-in ready 2-bedroom, 2-bath condo offers a light-filled, comfortable living space designed for convenience, relaxation, and peace of mind. Recent updates include a new HVAC system installed in 2024, plus the convenience of an in-unit washer and dryer. Downsize with ease-bring your furniture and your pet, as pets are welcome.Enjoy secure, maintenance-free living with no yard work or home repairs, giving you more time to focus on what matters most. Residents benefit from professionally prepared meals in the Seabrook Dining Room, enriching social activities, wellness opportunities, and a welcoming community atmosphere that supports an active, engaging lifestyle.Located less than one mile from the ocean, this buying opportunity is ideal for seniors looking to downsize without sacrificing quality, comfort, or independence. The Seabrook offers the perfect setting to trade the burdens of homeownership for a fulfilling new chapter filled with convenience, connection, and coastal living. No short-term rentals are permitted.

300 Woodhaven Drive Unit 1204, Hilton Head Island

Courtesy of Keller Williams 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

Courtesy of EXP Realty LLC

$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

Courtesy of Sea Pines Real Estate - Beach Club

$1,989,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505035 MLS
Discover the ultimate blend of comfort, location, and income potential in this beautifully updated 4-bedroom, 4.5-bath home in the heart of Palmetto Dunes Resort. Perfectly positioned along the renowned 11-mile lagoon system, this property offers tranquil water views, privacy, and direct access to one of the island's most sought-after outdoor amenities.Designed for both relaxation and entertaining, the home features a heated pool and spa overlooking the lagoon - an ideal setting for enjoying coastal breezes or unwinding after a day at the beach. Inside, the remodeled kitchen shines with updated finishes and modern functionality, creating a welcoming space for gathering with family and guests. A recently added fourth full bathroom enhances comfort and convenience, while the flexible den/office-currently used as an additional sleeping area-adds valuable versatility for owners and renters alike.With four spacious bedrooms, 4.5 baths, and multiple living areas, the layout comfortably accommodates larger groups, making it a standout performer in the short-term rental market with strong, consistent income.Just a short bike ride to the beach and moments from world-class golf, tennis, pickleball, dining, and marina access, this lagoon-front retreat offers the very best of Hilton Head Island living - whether as a primary residence, second home, or investment property.

73 Port Tack, Hilton Head Island

Courtesy of ERA Wilder Realty, Inc

$990,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504820 MLS
Shelter Cove Harbour community's most deluxe residence -- spacious & bright 2BR/2.5BA Main Sail Villa overlooking Shelter Cove Harbour & deepwater Broad Creek. Rarely listed Main Sail is Shelter Cove's newest & most well-appointed waterfront property with private gate access, outside & under-building parking along with convenient private storage room. Beautifully updated villa with quality Travertine tile throughout, smart Ethan Allen furniture package, large mounted Smart televisions in living room & each bedroom, ensuite bathrooms with walk-in closets, custom showers, electric commodes, & soaker tub. Excellent bedroom separation with open floorplan, lots of sunlight, large windows and sliders leading to screened balcony overlooking the harbour and 2nd balcony with casual pool/spa view. 2022 improvements include redesigned custom closets, new furnishings, new washer/dryer, plus new range with induction cooktop. Stroll to the harbour & marina to enjoy shops, restaurants, and the sunset over the Broad Creek. You'll enjoy the sense of privacy and elegance at Main Sail each time you enter the gate!

9 Shelter Cove Lane Unit 106, Hilton Head Island

Courtesy of Dunes Real Estate

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