Hiltonheadbuy.com Search Results

6 Woodward Avenue Unit B4, Hilton Head Island

Listing courtesy of Next Move Real Estate.

Build your dream home in one of Hilton Head Island's most sought-after gated communities. Located in Shipyard Plantation, 75 Kingston Dunes is the only residential lot currently available in this established coastal neighborhood. Positioned on a quiet street, just a short walk or bike ride to the beach, this homesite offers the opportunity to create a custom primary residence, vacation retreat, or investment property. Shipyard residents enjoy access to championship golf, Van der Meer Tennis Center, scenic leisure trails, and private beach access, all within a secure community with 24-hour security. With relatively low POA fees and a prime mid-island location near Coligny Plaza, dining, and entertainment, this is a rare chance to build in one of Hilton Head's most desirable communities.

HILTONHEAD-505629 MLS

Build your dream home in one of Hilton Head Island's most sought-after gated communities. Located in Shipyard Plantation, 75 Kingston Dunes is the only residential lot currently available in this established coastal neighborhood. Positioned on a quiet street, just a short walk or bike ride to the beach, this homesite offers the opportunity to create a custom primary residence, vacation retreat, or investment property. Shipyard residents enjoy access to championship golf, Van der Meer Tennis Center, scenic leisure trails, and private beach access, all within a secure community with 24-hour security. With relatively low POA fees and a prime mid-island location near Coligny Plaza, dining, and entertainment, this is a rare chance to build in one of Hilton Head's most desirable communities.

75 Kingston Dunes Road, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$1,125,000

Built by Graves Construction in 2022, this 3 bed/3.5 bath luxury townhome end-unit is move-in ready and close to the many amenities within Hilton Head Plantation. The first floor main living area has a high elevation (20.8 ft) and high ceilings that give plenty of natural light. Kitchen has quartz counters, soft-hinge drawers, under hood vent, tiled backsplash and plenty of storage. Spacious screened porch with new plantings just outside. Living area has built-in shelves/cabinets and a propane fireplace. Primary bed/bath on the 1st floor. 2nd floor has 2 bed/2 baths and a compact living area that's perfect for an office. Elevator goes from the 2-car garage area to all floors. Garage area has almost 1,400 extra sq ft of unfinished space with a new epoxy floor coating. Can be used as a home gym, workshop or for extra storage. Steps away from the pool, fitness center and food/beverage within the Country Club of Hilton Head. Hilton Head Plantation includes miles of walking/bike trails, 4 golf courses, Dolphin Head Rec area with a mile-plus waterfront leisure path overlooking the Port Royal Sound, recently renourished Pine Island Beach Park, tennis, nature preserve, marina and more.

3 Beds ⋅ 4 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-505579 MLS

Built by Graves Construction in 2022, this 3 bed/3.5 bath luxury townhome end-unit is move-in ready and close to the many amenities within Hilton Head Plantation. The first floor main living area has a high elevation (20.8 ft) and high ceilings that give plenty of natural light. Kitchen has quartz counters, soft-hinge drawers, under hood vent, tiled backsplash and plenty of storage. Spacious screened porch with new plantings just outside. Living area has built-in shelves/cabinets and a propane fireplace. Primary bed/bath on the 1st floor. 2nd floor has 2 bed/2 baths and a compact living area that's perfect for an office. Elevator goes from the 2-car garage area to all floors. Garage area has almost 1,400 extra sq ft of unfinished space with a new epoxy floor coating. Can be used as a home gym, workshop or for extra storage. Steps away from the pool, fitness center and food/beverage within the Country Club of Hilton Head. Hilton Head Plantation includes miles of walking/bike trails, 4 golf courses, Dolphin Head Rec area with a mile-plus waterfront leisure path overlooking the Port Royal Sound, recently renourished Pine Island Beach Park, tennis, nature preserve, marina and more.

1 Grandview Court, Hilton Head Island

Listing courtesy of The Ocean Broker.

$2,650,000

Discover modern luxury in this Palmetto Hall home nestled in a prestigious golf community and a serene and secluded area of HHI. This 5,291 sq ft property provides a blend of space, privacy, and convenience. Upon entering you will notice the two story entry hall and 12-foot ceilings create a sense of openness and grandeur coupled with stylish modern finishes. The open concept living area is bathed in natural light by a wall of glass doors overlooking a covered patio, outdoor fireplace, and woods leading to the golf course. There is a spacious chef's kitchen with dining area, Thermador appliances, walk in pantry, and adjacent service area inviting entertaining. This unique home boasts two primary suites downstairs and four bedrooms upstairs with an expansive flex space that suits a wide variety of uses. The wrap around second floor exterior balcony overlooking the golf course is a special retreat. The beautifully landscaped yard enhances the home's curb appeal and the backyard is perfectly suited for private outdoor living and a pool. Living close to schools, restaurants, shopping, a golf cart ride away from the picturesque Mitchellville Beach, two golf courses, the clubhouse, pool, tennis, and pickleball makes life and recreation easy. Explore the 3D Virtual Tour!

6 Beds ⋅ 7 Baths ⋅ 5,291 SqFt. ⋅ HILTONHEAD-505440 MLS

Discover modern luxury in this Palmetto Hall home nestled in a prestigious golf community and a serene and secluded area of HHI. This 5,291 sq ft property provides a blend of space, privacy, and convenience. Upon entering you will notice the two story entry hall and 12-foot ceilings create a sense of openness and grandeur coupled with stylish modern finishes. The open concept living area is bathed in natural light by a wall of glass doors overlooking a covered patio, outdoor fireplace, and woods leading to the golf course. There is a spacious chef's kitchen with dining area, Thermador appliances, walk in pantry, and adjacent service area inviting entertaining. This unique home boasts two primary suites downstairs and four bedrooms upstairs with an expansive flex space that suits a wide variety of uses. The wrap around second floor exterior balcony overlooking the golf course is a special retreat. The beautifully landscaped yard enhances the home's curb appeal and the backyard is perfectly suited for private outdoor living and a pool. Living close to schools, restaurants, shopping, a golf cart ride away from the picturesque Mitchellville Beach, two golf courses, the clubhouse, pool, tennis, and pickleball makes life and recreation easy. Explore the 3D Virtual Tour!

27 Madison Lane, Hilton Head Island

Listing courtesy of Realty One Group Inclusion.

$340,000

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.

2 Beds ⋅ 2 Baths ⋅ 1,060 SqFt. ⋅ 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

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$364,900

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.

2 Beds ⋅ 2 Baths ⋅ 1,145 SqFt. ⋅ 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

Listing courtesy of Collins Group Realty.

$844,900

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.

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.

$475,000

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.

2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ 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

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$259,999

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.

2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ 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

Listing courtesy of Sea Pines Real Estate South Beach.

$1,645,000

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.

6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ 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

Listing courtesy of Lowcountry Realty Group, LLC.

$124,990

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.

2 Beds ⋅ 2 Baths ⋅ 1,167 SqFt. ⋅ 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

Listing courtesy of Keller Williams Realty.

$360,000

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!

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.

$2,249,900

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.

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.

$235,000

Build your dream Lowcountry home in the sought-after Paddocks, a private gated marsh front community on Hilton Head Island. This vacant homesite offers the perfect setting for a classic Lowcountry design, surrounded by natural beauty and tranquil marsh views. The Paddocks is known for its peaceful atmosphere and exceptional amenities, including a community pool, marsh front clubhouse, deep-water dock access, and scenic walking paths that showcase the island's natural landscape. With its north island location, the community offers convenient access to Hilton Head's beaches, shopping, and dining, as well as easy access to the charm, restaurants, and waterfront of Old Town Bluffton. A rare opportunity to create a custom home in an intimate, marsh front community that blends privacy, natural beauty, and Lowcountry living at its finest.

HILTONHEAD-504116 MLS

Build your dream Lowcountry home in the sought-after Paddocks, a private gated marsh front community on Hilton Head Island. This vacant homesite offers the perfect setting for a classic Lowcountry design, surrounded by natural beauty and tranquil marsh views. The Paddocks is known for its peaceful atmosphere and exceptional amenities, including a community pool, marsh front clubhouse, deep-water dock access, and scenic walking paths that showcase the island's natural landscape. With its north island location, the community offers convenient access to Hilton Head's beaches, shopping, and dining, as well as easy access to the charm, restaurants, and waterfront of Old Town Bluffton. A rare opportunity to create a custom home in an intimate, marsh front community that blends privacy, natural beauty, and Lowcountry living at its finest.

22 Welsh Pony Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,375,000

Looking for the convenience of one-level beach living without sacrificing location or investment potential? Located in North Forest Beach on Hilton Head Island, this rare 7th-row beach home offers the perfect combination of privacy, flexibility, and proven rental performance just a short stroll to the sand. Tucked away at the end of a quiet cul-de-sac, 18 Sandpiper Street sits on an oversized wooded homesite nearly double the average lot size in Forest Beach providing exceptional privacy and ample room to create your dream outdoor oasis, including the addition of a private pool. One-level homes this close to the beach are becoming increasingly difficult to find, making this an ideal choice for those seeking easy, low-maintenance living without the stairs or upkeep of a much larger home, while still enjoying all the benefits of a premier beachside location. The grandfathered detached shed offers a unique opportunity to be reimagined as a garage, workshop, or future pool house. Inside, the 3-bedroom, 2-bath floor plan features multiple living areas, a bright Carolina Room, a spacious patio for outdoor dining and entertaining, an outdoor beach shower, and generous parking. The peaceful, natural setting feels worlds away while remaining just moments from the beach, Coligny Plaza, shopping, and dining. The home has a strong history of owner-managed VRBO rentals, generating around $60,000 annually, while still serving as a comfortable private retreat. Whether you're searching for a lock-and-leave second home, a proven investment property, or the opportunity to create your own beach escape, 18 Sandpiper Street offers an increasingly rare combination of location, livability, and future potential in one of Hilton Head Island's most desirable beach communities.

3 Beds ⋅ 2 Baths ⋅ 1,666 SqFt. ⋅ HILTONHEAD-504436 MLS

Looking for the convenience of one-level beach living without sacrificing location or investment potential? Located in North Forest Beach on Hilton Head Island, this rare 7th-row beach home offers the perfect combination of privacy, flexibility, and proven rental performance just a short stroll to the sand. Tucked away at the end of a quiet cul-de-sac, 18 Sandpiper Street sits on an oversized wooded homesite nearly double the average lot size in Forest Beach providing exceptional privacy and ample room to create your dream outdoor oasis, including the addition of a private pool. One-level homes this close to the beach are becoming increasingly difficult to find, making this an ideal choice for those seeking easy, low-maintenance living without the stairs or upkeep of a much larger home, while still enjoying all the benefits of a premier beachside location. The grandfathered detached shed offers a unique opportunity to be reimagined as a garage, workshop, or future pool house. Inside, the 3-bedroom, 2-bath floor plan features multiple living areas, a bright Carolina Room, a spacious patio for outdoor dining and entertaining, an outdoor beach shower, and generous parking. The peaceful, natural setting feels worlds away while remaining just moments from the beach, Coligny Plaza, shopping, and dining. The home has a strong history of owner-managed VRBO rentals, generating around $60,000 annually, while still serving as a comfortable private retreat. Whether you're searching for a lock-and-leave second home, a proven investment property, or the opportunity to create your own beach escape, 18 Sandpiper Street offers an increasingly rare combination of location, livability, and future potential in one of Hilton Head Island's most desirable beach communities.

18 Sandpiper Street, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$775,000

Just steps to the beach, this 3-bedroom, 3.5-bath Beachwalk villa in Shipyard Plantation on Hilton Head Island is the perfect blend of income potential and easy coastal living. Designed with vacationers in mind, the flexible floor plan features two separate living areas-ideal for relaxing after beach days or accommodating multiple guests. The updated kitchen showcases white wood cabinetry and stainless steel appliances delivering the fresh, coastal look renters love. Newly renovated bathrooms and freshly painted interiors set the tone throughout, while charming coastal shiplap accents add texture and character. Light-filled interiors, numerous updates, and spacious bedrooms offer comfort for owners and guests alike. Sold turn-key and fully furnished, with short-term rentals allowed, this villa is ready to enjoy as a second beach home while generating rental income when not in use. Located in gated Shipyard Plantation with 24-hour security, golf, tennis, bike paths, and more--this is Hilton Head Island living at its best.

3 Beds ⋅ 4 Baths ⋅ 1,820 SqFt. ⋅ HILTONHEAD-503593 MLS

Just steps to the beach, this 3-bedroom, 3.5-bath Beachwalk villa in Shipyard Plantation on Hilton Head Island is the perfect blend of income potential and easy coastal living. Designed with vacationers in mind, the flexible floor plan features two separate living areas-ideal for relaxing after beach days or accommodating multiple guests. The updated kitchen showcases white wood cabinetry and stainless steel appliances delivering the fresh, coastal look renters love. Newly renovated bathrooms and freshly painted interiors set the tone throughout, while charming coastal shiplap accents add texture and character. Light-filled interiors, numerous updates, and spacious bedrooms offer comfort for owners and guests alike. Sold turn-key and fully furnished, with short-term rentals allowed, this villa is ready to enjoy as a second beach home while generating rental income when not in use. Located in gated Shipyard Plantation with 24-hour security, golf, tennis, bike paths, and more--this is Hilton Head Island living at its best.

125 Shipyard Drive Unit 110, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$310,000

Welcome to this updated, beachy end unit villa in Point Comfort Club, perfectly located on the South End of Hilton Head Island. This charming two-bedroom, one bathroom retreat is move in ready and designed for effortless Lowcountry living. As an end unit, the villa offers an ample amount of parking, a rare and valuable perk, along with added privacy and natural light. Inside, you will find fresh coastal finishes throughout, creating a relaxed and airy feel that instantly makes you feel at home. Enjoy being just minutes from beautiful beaches, shopping, and some of Hilton Head Island's favorite restaurants, making this an ideal primary residence, second home, or investment opportunity. Whether you are biking to the beach, grabbing dinner nearby, or simply enjoying the easy lifestyle of the south end, this villa checks all the boxes. This Point Comfort Club villa offers the perfect blend of location, style, and convenience and is a must-see!!

2 Beds ⋅ 1 Baths ⋅ 725 SqFt. ⋅ HILTONHEAD-503792 MLS

Welcome to this updated, beachy end unit villa in Point Comfort Club, perfectly located on the South End of Hilton Head Island. This charming two-bedroom, one bathroom retreat is move in ready and designed for effortless Lowcountry living. As an end unit, the villa offers an ample amount of parking, a rare and valuable perk, along with added privacy and natural light. Inside, you will find fresh coastal finishes throughout, creating a relaxed and airy feel that instantly makes you feel at home. Enjoy being just minutes from beautiful beaches, shopping, and some of Hilton Head Island's favorite restaurants, making this an ideal primary residence, second home, or investment opportunity. Whether you are biking to the beach, grabbing dinner nearby, or simply enjoying the easy lifestyle of the south end, this villa checks all the boxes. This Point Comfort Club villa offers the perfect blend of location, style, and convenience and is a must-see!!

6 Point Comfort Road Unit 5A, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,800

Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August). Swallowtail at Sea Pines, a beloved and cherished property, offers a luxurious, carefree vacation lifestyle in an ideal coastal setting. Perfectly situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil ocean mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep. Your Summer, Your Way, with flexibility included!

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503905 MLS

Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August). Swallowtail at Sea Pines, a beloved and cherished property, offers a luxurious, carefree vacation lifestyle in an ideal coastal setting. Perfectly situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil ocean mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep. Your Summer, Your Way, with flexibility included!

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,650

Experience the magic of Hilton Head Island during prime deeded summer week 32 (mid-August). Swallowtail at Sea Pines offers a luxurious, carefree vacation lifestyle at its finest. Ideally nestled between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you just steps from world-class golf, pristine beaches, waterfront dining, and a vibrant arts scene. Whether you envision peaceful oceanfront mornings, unforgettable sunset sails, or days on championship fairways, everything you love is just moments away. Your Summer, Your Way, with flexibility included!

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503900 MLS

Experience the magic of Hilton Head Island during prime deeded summer week 32 (mid-August). Swallowtail at Sea Pines offers a luxurious, carefree vacation lifestyle at its finest. Ideally nestled between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you just steps from world-class golf, pristine beaches, waterfront dining, and a vibrant arts scene. Whether you envision peaceful oceanfront mornings, unforgettable sunset sails, or days on championship fairways, everything you love is just moments away. Your Summer, Your Way, with flexibility included!

70 Lighthouse Road Unit 2870, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$245,000

Welcome to Hilton Head Resort, where luxury meets leisure in one of the island's most sought-after properties. Enjoy year-round amenities including beach access with private volleyball courts, multiple pools (including indoor options), hot tubs, gym with indoor track, and outdoor tennis courts. Indulge in onsite dining at Coco's beachfront grill or grab a bite at the deli. This 2-bed/2-bath villa offers a well-appointed kitchen/living space, spacious bedrooms, and versatile living options whether you're living like a local or capitalizing on rental potential. Welcome home to endless possibilities on Hilton Head Island.

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-503864 MLS

Welcome to Hilton Head Resort, where luxury meets leisure in one of the island's most sought-after properties. Enjoy year-round amenities including beach access with private volleyball courts, multiple pools (including indoor options), hot tubs, gym with indoor track, and outdoor tennis courts. Indulge in onsite dining at Coco's beachfront grill or grab a bite at the deli. This 2-bed/2-bath villa offers a well-appointed kitchen/living space, spacious bedrooms, and versatile living options whether you're living like a local or capitalizing on rental potential. Welcome home to endless possibilities on Hilton Head Island.

663 William Hilton Parkway Unit 4315, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$355,000

Tucked away in a private, serene residential community, this ground-floor villa offers a peaceful setting with beautiful views of the nature preserve. Ideally located mid-island, you'll enjoy easy access to both the north and south ends of the island. The home has been thoughtfully refreshed with recent renovations, including new LVP flooring throughout, smooth ceilings, and an updated bathroom featuring new tile and vanity. A screened porch provides the perfect spot to relax and take in the surrounding Lowcountry landscape. Summer House offers outstanding amenities, including a custom community pool, fitness center, car wash, and gated entry, creating a quiet, residential atmosphere while remaining close to everything the island has to offer.

2 Beds ⋅ 2 Baths ⋅ 1,060 SqFt. ⋅ HILTONHEAD-503457 MLS

Tucked away in a private, serene residential community, this ground-floor villa offers a peaceful setting with beautiful views of the nature preserve. Ideally located mid-island, you'll enjoy easy access to both the north and south ends of the island. The home has been thoughtfully refreshed with recent renovations, including new LVP flooring throughout, smooth ceilings, and an updated bathroom featuring new tile and vanity. A screened porch provides the perfect spot to relax and take in the surrounding Lowcountry landscape. Summer House offers outstanding amenities, including a custom community pool, fitness center, car wash, and gated entry, creating a quiet, residential atmosphere while remaining close to everything the island has to offer.

380 Marshland Road Unit E18, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$250,000

Condo in prime Hilton Head location! This 2BR, 3BA townhouse-style unit includes a spacious bonus room and newer HVAC. Ideal for short- or long-term rentals with strong income potential. Located in The Oaks, a pet-friendly community featuring a pool, playground, and private tennis/pickleball courts. Walk to dining, shopping, Starbucks, and entertainment - no bridge traffic! Just a short drive to beaches, schools, and more.

2 Beds ⋅ 2 Baths ⋅ 1,175 SqFt. ⋅ HILTONHEAD-503081 MLS

Condo in prime Hilton Head location! This 2BR, 3BA townhouse-style unit includes a spacious bonus room and newer HVAC. Ideal for short- or long-term rentals with strong income potential. Located in The Oaks, a pet-friendly community featuring a pool, playground, and private tennis/pickleball courts. Walk to dining, shopping, Starbucks, and entertainment - no bridge traffic! Just a short drive to beaches, schools, and more.

400 Wm Hilton Parkway Unit 110, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$284,900

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

2 Beds ⋅ 2 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-501152 MLS

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

663 William Hilton Parkway Unit 4325, Hilton Head Island

Listing courtesy of Town Square Realty LLC.

$349,900

Beautiful Penthouse Villa, fully furnished and Just Painted! This home has a Fireplace, Spacious and private Screened Porch, wood floors (NO CARPET), washer/dryer in unit, walk in closets in each bedroom, furniture grade Vanities in each bathroom, granite counters, stainless steel appliances. The porch has lovely views plus a storage closet. This is a perfect 2nd home getaway or a primary residence as the Location is central to reach anywhere on Hilton Head Island, especially the beach, golf courses, tennis, Cross Island Parkway and Hilton Head Island Airport (HHH). Since it has everything, even the plates and silverware, you can begin enjoying this idyllic retreat immediately. Hard to find something this nice at this price on the island. (Note: this is a 3rd floor walk up, no elevator) Don't miss this opportunity to own instead of renting.

2 Beds ⋅ 2 Baths ⋅ 1,060 SqFt. ⋅ HILTONHEAD-500697 MLS

Beautiful Penthouse Villa, fully furnished and Just Painted! This home has a Fireplace, Spacious and private Screened Porch, wood floors (NO CARPET), washer/dryer in unit, walk in closets in each bedroom, furniture grade Vanities in each bathroom, granite counters, stainless steel appliances. The porch has lovely views plus a storage closet. This is a perfect 2nd home getaway or a primary residence as the Location is central to reach anywhere on Hilton Head Island, especially the beach, golf courses, tennis, Cross Island Parkway and Hilton Head Island Airport (HHH). Since it has everything, even the plates and silverware, you can begin enjoying this idyllic retreat immediately. Hard to find something this nice at this price on the island. (Note: this is a 3rd floor walk up, no elevator) Don't miss this opportunity to own instead of renting.

380 Marshland Road Unit J38, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,799,999

Stunning Custom-Built 4-Bedroom Home in Prime Folly Field, Hilton Head - Steps from the Beach. Discover your dream coastal retreat in the highly desirable Folly Field neighborhood of Hilton Head Island. This exceptional custom-built 4-bedroom (plus unique loft), 3-bath home offers 2,523 square feet of timeless elegance and modern luxury on a generous lot. Just a short 7-10 minute stroll to Folly Field Beach Park, this property delivers the perfect blend of beach access, privacy, and investment potential. Step inside to an inviting open-concept floor plan flooded with natural light. Soaring vaulted ceilings and a dramatic wall of windows frame the gorgeous great room, creating an airy, spacious feel ideal for relaxing and entertaining. The chef's dream gourmet kitchen features elegant marble countertops, high-end stainless steel appliances (including a premium Bertazzoni range, Bosch, and Blomberg), and beautiful custom stone and tile work. Charming barn doors, a step-down living area, and an expansive balcony add character and functionality. Bonus First-Floor Apartment: This home includes a completely separate 1-bedroom, 1-bath apartment with its own full kitchen and private lanai - offering two distinct living/rental units for the price of one. Whether you're looking for a primary residence, second home, or turnkey investment, the strong short-term rental demand in Folly Field makes this a high-performing opportunity.

4 Beds ⋅ 3 Baths ⋅ 2,523 SqFt. ⋅ HILTONHEAD-452326 MLS

Stunning Custom-Built 4-Bedroom Home in Prime Folly Field, Hilton Head - Steps from the Beach. Discover your dream coastal retreat in the highly desirable Folly Field neighborhood of Hilton Head Island. This exceptional custom-built 4-bedroom (plus unique loft), 3-bath home offers 2,523 square feet of timeless elegance and modern luxury on a generous lot. Just a short 7-10 minute stroll to Folly Field Beach Park, this property delivers the perfect blend of beach access, privacy, and investment potential. Step inside to an inviting open-concept floor plan flooded with natural light. Soaring vaulted ceilings and a dramatic wall of windows frame the gorgeous great room, creating an airy, spacious feel ideal for relaxing and entertaining. The chef's dream gourmet kitchen features elegant marble countertops, high-end stainless steel appliances (including a premium Bertazzoni range, Bosch, and Blomberg), and beautiful custom stone and tile work. Charming barn doors, a step-down living area, and an expansive balcony add character and functionality. Bonus First-Floor Apartment: This home includes a completely separate 1-bedroom, 1-bath apartment with its own full kitchen and private lanai - offering two distinct living/rental units for the price of one. Whether you're looking for a primary residence, second home, or turnkey investment, the strong short-term rental demand in Folly Field makes this a high-performing opportunity.

9 Mimosa St, Hilton Head Island

Listing courtesy of Charter One Realty.

$299,000

This roughly .36ac commercial/residential mix use parcel has around 74' of prime William Hilton Parkway frontage. All utilities available! It is located mid-island within the historic Gullah community of Chaplin which is one of the Town of Hilton Head Island's initiative areas. There are plans to redevelop Chaplin Park across the street and also plans for a 100+ac park at Port Royal. This lot is within walking distance to the beach and sits next door to a beautiful newly built, 3 townhome site development which in slated to expand. Don't let this amazing opportunity pass you by. Abandoned Mobile Home is "As-is"

HILTONHEAD-436745 MLS

This roughly .36ac commercial/residential mix use parcel has around 74' of prime William Hilton Parkway frontage. All utilities available! It is located mid-island within the historic Gullah community of Chaplin which is one of the Town of Hilton Head Island's initiative areas. There are plans to redevelop Chaplin Park across the street and also plans for a 100+ac park at Port Royal. This lot is within walking distance to the beach and sits next door to a beautiful newly built, 3 townhome site development which in slated to expand. Don't let this amazing opportunity pass you by. Abandoned Mobile Home is "As-is"

598 William Hilton Parkway, Hilton Head Island

Listing courtesy of Atlantic Real Estate Inc.

$3,500,000

This could possibly be the last undeveloped parcel of this size on Hilton Head Island. Total acreage = 4.06. This parcel backs up to the fire department training center and the HH Airport. Plans to upgrade the current airport with 43k additional sq ft. New gates/jetways, more parking, enhanced security and modern baggage claim. FAA grant of $20 million will go toward the project budget of $53 million. This available 4 acre parcel will benefit from expanded and upgraded airport traffic! Currently zoned as "light industrial". Utility transformers on front and back right side corners. Convenient mid Island location.

HILTONHEAD-429026 MLS

This could possibly be the last undeveloped parcel of this size on Hilton Head Island. Total acreage = 4.06. This parcel backs up to the fire department training center and the HH Airport. Plans to upgrade the current airport with 43k additional sq ft. New gates/jetways, more parking, enhanced security and modern baggage claim. FAA grant of $20 million will go toward the project budget of $53 million. This available 4 acre parcel will benefit from expanded and upgraded airport traffic! Currently zoned as "light industrial". Utility transformers on front and back right side corners. Convenient mid Island location.

00 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.