housesonhiltonheadisland.com Search Results

$980,000

Enjoy sweeping golf views and peaceful cul-de-sac living in this beautifully maintained home overlooking the 12th Fairway of Oyster Reef Golf Club. Offering 3 bedrooms and 2.5 baths, the thoughtfully designed floor plan blends spacious living areas with timeless comfort and functionality. The expansive primary suite serves as a private retreat with a sitting room, dual custom walk-in closets, and a renovated bath featuring quartz countertops, new tile, and separate vanities. Two guest bedroom share a convenient Jack-and-Jill bath. Filled with natural light, the open-concept living spaces include a gas fireplace, dining area, and oversized Carolina room ideal for entertaining or relaxing while taking in the golf course views. Outdoor living is equally inviting with a heated and cooled screened porch and an expansive flagstone and paver patio stretching across the rear of the home. Additional features include a private office, large laundry room, extensive built-ins and storage, stainless-steel appliances, Corian countertops, and a 2-car garage. Hilton Head Plantation owners enjoy exceptional amenities including 4 golf courses, a full-service marina, tennis, pickle ball courts, leisure trails, community pool, Dolphin Head Recreation Area waterfront park, Pine Island beach, and 24-hour gated security.

3 Beds ⋅ 3 Baths ⋅ 2,836 SqFt. ⋅ HILTONHEAD-509879 MLS

Enjoy sweeping golf views and peaceful cul-de-sac living in this beautifully maintained home overlooking the 12th Fairway of Oyster Reef Golf Club. Offering 3 bedrooms and 2.5 baths, the thoughtfully designed floor plan blends spacious living areas with timeless comfort and functionality. The expansive primary suite serves as a private retreat with a sitting room, dual custom walk-in closets, and a renovated bath featuring quartz countertops, new tile, and separate vanities. Two guest bedroom share a convenient Jack-and-Jill bath. Filled with natural light, the open-concept living spaces include a gas fireplace, dining area, and oversized Carolina room ideal for entertaining or relaxing while taking in the golf course views. Outdoor living is equally inviting with a heated and cooled screened porch and an expansive flagstone and paver patio stretching across the rear of the home. Additional features include a private office, large laundry room, extensive built-ins and storage, stainless-steel appliances, Corian countertops, and a 2-car garage. Hilton Head Plantation owners enjoy exceptional amenities including 4 golf courses, a full-service marina, tennis, pickle ball courts, leisure trails, community pool, Dolphin Head Recreation Area waterfront park, Pine Island beach, and 24-hour gated security.

16 Blackgum Place, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Hilton Head Isl Realty.

$995,000

Picture perfect move in ready home conveniently located in the Headlands neighborhood of Hilton Head Plantation. (Be sure to view the professionally produced video in link.) Freshly painted exterior, inviting courtyard entry welcome you to refreshed interiors. Cathedral ceiling Great Room with shiplap refaced fireplace surrounded by floating shelving. Transition into spacious Carolina Room with walls of tinted windows. Inviting dining room easily flows from Great Room into renovated kitchen with large center island with countertop seating for six. Split floorplan with primary ensuite (with updated bath) separated from guest suites. Home office/flex room tucked away and oversized laundry room abundant with storage. This home is ready for your family to enjoy the Island lifestyle.

3 Beds ⋅ 3 Baths ⋅ 2,530 SqFt. ⋅ HILTONHEAD-510122 MLS

Picture perfect move in ready home conveniently located in the Headlands neighborhood of Hilton Head Plantation. (Be sure to view the professionally produced video in link.) Freshly painted exterior, inviting courtyard entry welcome you to refreshed interiors. Cathedral ceiling Great Room with shiplap refaced fireplace surrounded by floating shelving. Transition into spacious Carolina Room with walls of tinted windows. Inviting dining room easily flows from Great Room into renovated kitchen with large center island with countertop seating for six. Split floorplan with primary ensuite (with updated bath) separated from guest suites. Home office/flex room tucked away and oversized laundry room abundant with storage. This home is ready for your family to enjoy the Island lifestyle.

16 Rusty Rail Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$950,000

Discover this custom-built home tucked into a sanctuary-like setting on the quiet Crooked Pond cul-de-sac, boasting exceptional privacy with nature views and bordered by a thicket of community open space. Set on a generous 0.4-acre lot amidst mature Lowcountry landscaping, this home masterfully unites spacious, single-level living with a coveted indoor-outdoor lifestyle. The eastern exposure creates a naturally shaded, tranquil retreat, offering a cool respite from the afternoon sun. Designed for both comfort and entertaining, the thoughtful 3-bedroom, 3.5-bath floor plan features nine-foot smooth ceilings, elegant tray details, crown molding and strategically placed skylights, ensuring a welcoming flow. The spacious living room, the heart of the home, is anchored by a cozy gas fireplace and custom built-in cabinetry. Walls of glass frame the serene lagoon, bringing the peaceful, natural setting indoors from both the living room and family room. The chef's kitchen features a central island, generous cabinetry, and ample workspace, opening effortlessly to the breakfast nook and family room - ideal for entertaining and daily life. The private primary suite provides a secluded sanctuary, thoughtfully separated from the guest quarters. It features refined tray ceilings, abundant closet space, access to the lanai and a spacious ensuite bath with a whirlpool tub and separate shower. Two comfortable ensuite guest suites ensure privacy for visitors or an escape for an office/den. A true Lowcountry highlight is the expansive screened lanai. Overlooking the tranquil rear yard, this outdoor living space provides a private and peaceful setting-perfect for enjoying morning coffee, afternoon reading, or evening gatherings amidst the sights and sounds of nature. Practicality is addressed by the oversized garage, which offers ample room for vehicles and storage. The tranquil location is matched by convenience to the front gate of Hilton Head Plantation as well as to shopping, restaurants, and grocery stores. Residents of Crooked Pond enjoy exclusive neighborhood access to a pool, tennis, and pickleball courts, along with the Plantation's miles of leisure trails, golf courses, waterfront access, and the Dolphin Head Recreation Area. This exceptional homesite, with its privacy, space, and lagoon views, is a remarkable opportunity to secure the very best of Hilton Head Plantation living.

3 Beds ⋅ 4 Baths ⋅ 2,558 SqFt. ⋅ HILTONHEAD-510121 MLS

Discover this custom-built home tucked into a sanctuary-like setting on the quiet Crooked Pond cul-de-sac, boasting exceptional privacy with nature views and bordered by a thicket of community open space. Set on a generous 0.4-acre lot amidst mature Lowcountry landscaping, this home masterfully unites spacious, single-level living with a coveted indoor-outdoor lifestyle. The eastern exposure creates a naturally shaded, tranquil retreat, offering a cool respite from the afternoon sun. Designed for both comfort and entertaining, the thoughtful 3-bedroom, 3.5-bath floor plan features nine-foot smooth ceilings, elegant tray details, crown molding and strategically placed skylights, ensuring a welcoming flow. The spacious living room, the heart of the home, is anchored by a cozy gas fireplace and custom built-in cabinetry. Walls of glass frame the serene lagoon, bringing the peaceful, natural setting indoors from both the living room and family room. The chef's kitchen features a central island, generous cabinetry, and ample workspace, opening effortlessly to the breakfast nook and family room - ideal for entertaining and daily life. The private primary suite provides a secluded sanctuary, thoughtfully separated from the guest quarters. It features refined tray ceilings, abundant closet space, access to the lanai and a spacious ensuite bath with a whirlpool tub and separate shower. Two comfortable ensuite guest suites ensure privacy for visitors or an escape for an office/den. A true Lowcountry highlight is the expansive screened lanai. Overlooking the tranquil rear yard, this outdoor living space provides a private and peaceful setting-perfect for enjoying morning coffee, afternoon reading, or evening gatherings amidst the sights and sounds of nature. Practicality is addressed by the oversized garage, which offers ample room for vehicles and storage. The tranquil location is matched by convenience to the front gate of Hilton Head Plantation as well as to shopping, restaurants, and grocery stores. Residents of Crooked Pond enjoy exclusive neighborhood access to a pool, tennis, and pickleball courts, along with the Plantation's miles of leisure trails, golf courses, waterfront access, and the Dolphin Head Recreation Area. This exceptional homesite, with its privacy, space, and lagoon views, is a remarkable opportunity to secure the very best of Hilton Head Plantation living.

37 Crooked Pond Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,560,000

Sweeping 180-degree golf and lagoon views overlooking the 12th hole in Long Cove Club set the stage for this extraordinary Wayne Wyndham architectural masterpiece. This 5 bedroom (or 4 Bedroom plus office w/bath) and 4.5 Bath home has dramatic angled lines, soaring vaulted cypress ceilings, and walls of glass create a striking blend of warmth, light, and modern elegance. Designed for effortless luxury living and grand-scale entertaining, the chef's kitchen features dual 8-foot islands, premium Thermador appliances, an indoor gas grill, and a built-in bar that seamlessly connects to the expansive living spaces.The thoughtfully designed first-floor living plan includes a stunning owner's suite with spa-inspired bath and private outdoor shower, spacious great room, elegant dining room with coffered ceiling, and a media room/office outfitted with four TVs. A screened porch with fireplace overlooks the award-winning infinity-edge pool, hot tub, golf course, and lagoon beyond - creating a true private resort experience. Additional highlights include an oversized lot, sunny laundry room with butler's pantry, 1,300-bottle wine cellar, and an exceptional multi car (up to 8!) garage rarely found in luxury golf properties. A remarkable offering that blends architectural significance, breathtaking views, and unparalleled lifestyle in one of the Lowcountry's premier private communities.

5 Beds ⋅ 5 Baths ⋅ 3,800 SqFt. ⋅ HILTONHEAD-509591 MLS

Sweeping 180-degree golf and lagoon views overlooking the 12th hole in Long Cove Club set the stage for this extraordinary Wayne Wyndham architectural masterpiece. This 5 bedroom (or 4 Bedroom plus office w/bath) and 4.5 Bath home has dramatic angled lines, soaring vaulted cypress ceilings, and walls of glass create a striking blend of warmth, light, and modern elegance. Designed for effortless luxury living and grand-scale entertaining, the chef's kitchen features dual 8-foot islands, premium Thermador appliances, an indoor gas grill, and a built-in bar that seamlessly connects to the expansive living spaces.The thoughtfully designed first-floor living plan includes a stunning owner's suite with spa-inspired bath and private outdoor shower, spacious great room, elegant dining room with coffered ceiling, and a media room/office outfitted with four TVs. A screened porch with fireplace overlooks the award-winning infinity-edge pool, hot tub, golf course, and lagoon beyond - creating a true private resort experience. Additional highlights include an oversized lot, sunny laundry room with butler's pantry, 1,300-bottle wine cellar, and an exceptional multi car (up to 8!) garage rarely found in luxury golf properties. A remarkable offering that blends architectural significance, breathtaking views, and unparalleled lifestyle in one of the Lowcountry's premier private communities.

14 Mckays Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Howard Hanna Allen Tate Lowcountry.

$9,375,000

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,575,000

Beautifully renovated single-level home overlooking the 3rd green of Sea Pines Country Club, tucked away on a quiet cul-de-sac street. This stunning retreat features a bright, open floor plan with three spacious bedrooms, two beautifully updated bathrooms, and abundant natural light throughout. Step outside to your private backyard oasis, complete with a newly added pool and spa overlooking the golf course. Enjoy convenient access to Sea Pines Country Club, world-class golf and tennis, Harbour Town, pristine beaches, and all the exceptional amenities Sea Pines has to offer.

3 Beds ⋅ 2 Baths ⋅ 2,476 SqFt. ⋅ HILTONHEAD-510015 MLS

Beautifully renovated single-level home overlooking the 3rd green of Sea Pines Country Club, tucked away on a quiet cul-de-sac street. This stunning retreat features a bright, open floor plan with three spacious bedrooms, two beautifully updated bathrooms, and abundant natural light throughout. Step outside to your private backyard oasis, complete with a newly added pool and spa overlooking the golf course. Enjoy convenient access to Sea Pines Country Club, world-class golf and tennis, Harbour Town, pristine beaches, and all the exceptional amenities Sea Pines has to offer.

16 Newhall Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Harbour & Home Real Estate.

$1,825,000

Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS

Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,395,000

Beautifully renovated and conveniently-located in the Club Course neighborhood of Sea Pines, this refined three-bedroom residence offers effortless Lowcountry living just a short walk from the Sea Pines Country Club and its exceptional amenities. Renovated in 2019, the home blends classic design with modern comfort, featuring an open, inviting floor plan, updated finishes, and seamless indoor-outdoor living. The single-level layout includes a primary suite with a full bath, walk-in closets, and thoughtfully designed living spaces filled with natural light. The kitchen features stainless steel appliances, a gas range, and quartz countertops and opens to the main living and entertaining areas, which include a wet bar, beverage refrigerator and wine cooler.The expansive deck overlooks the 2nd green and 3rd tee of the private Sea Pines Country Club course, creating a peaceful setting for relaxing or entertaining. Additional highlights include smooth ceilings, crown molding, designer lighting and fixtures, updated systems, and a newer roof and HVAC.

3 Beds ⋅ 3 Baths ⋅ 2,398 SqFt. ⋅ HILTONHEAD-509942 MLS

Beautifully renovated and conveniently-located in the Club Course neighborhood of Sea Pines, this refined three-bedroom residence offers effortless Lowcountry living just a short walk from the Sea Pines Country Club and its exceptional amenities. Renovated in 2019, the home blends classic design with modern comfort, featuring an open, inviting floor plan, updated finishes, and seamless indoor-outdoor living. The single-level layout includes a primary suite with a full bath, walk-in closets, and thoughtfully designed living spaces filled with natural light. The kitchen features stainless steel appliances, a gas range, and quartz countertops and opens to the main living and entertaining areas, which include a wet bar, beverage refrigerator and wine cooler.The expansive deck overlooks the 2nd green and 3rd tee of the private Sea Pines Country Club course, creating a peaceful setting for relaxing or entertaining. Additional highlights include smooth ceilings, crown molding, designer lighting and fixtures, updated systems, and a newer roof and HVAC.

52 Club Course Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Collins Group Realty.

$625,000

Exceptional opportunity in the heart of Hilton Head Plantation! Located on a quiet street in a highly desirable setting, 11 Virginia Rail overlooks the 9th fairway of Oyster Reef Golf Club and offers incredible potential to make it your own. This home is ready for updates and a little TLC, making it the perfect canvas for buyers seeking value in an unbeatable location. Enjoy a short bike ride to the Port Royal Sound, Dolphin Head Recreation Area, and all the exceptional amenities Hilton Head Plantation has to offer, including golf, tennis, leisure trails, waterfront areas, dining, and more. Whether you are searching for a primary residence, second home, or investment opportunity, this is your chance to create something special in one of Hilton Head Island's most sought after communities.

3 Beds ⋅ 2 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-509547 MLS

Exceptional opportunity in the heart of Hilton Head Plantation! Located on a quiet street in a highly desirable setting, 11 Virginia Rail overlooks the 9th fairway of Oyster Reef Golf Club and offers incredible potential to make it your own. This home is ready for updates and a little TLC, making it the perfect canvas for buyers seeking value in an unbeatable location. Enjoy a short bike ride to the Port Royal Sound, Dolphin Head Recreation Area, and all the exceptional amenities Hilton Head Plantation has to offer, including golf, tennis, leisure trails, waterfront areas, dining, and more. Whether you are searching for a primary residence, second home, or investment opportunity, this is your chance to create something special in one of Hilton Head Island's most sought after communities.

11 Virginia Rail Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$1,750,000

Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS

Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$999,000

This beautifully updated 3BR/2.5BA single-story home in Hilton Head Plantation, sits on nearly a half-acre lot overlooking Oyster Reef Golf Club. With 2,355 sq ft, this move-in ready home has been fully renovated with all new flooring, smooth ceilings, paint, and light fixtures throughout. The living room features cathedral ceilings that bring in tons of natural light. There is also a Carolina Room and a separate study/office, giving you plenty of flexible living space. The eat-in kitchen has been completely remodeled with quartz countertops, new cabinetry, and new appliances. The spacious primary suite offers a large bedroom, generous closet space, dual vanities, and a large tiled shower. A two-car garage, storage shed and multiple attic accesses give you all the storage options. Major updates include new HVAC and ductwork in 2022, new hot water heater in 2023, and all new plumbing in 2024. Conveniently located close to Hilton Head Plantation amenities, as well as schools, shopping, dining, and more, this home offers updated, easy living in one of the island's most desirable communities.

3 Beds ⋅ 3 Baths ⋅ 2,355 SqFt. ⋅ HILTONHEAD-509810 MLS

This beautifully updated 3BR/2.5BA single-story home in Hilton Head Plantation, sits on nearly a half-acre lot overlooking Oyster Reef Golf Club. With 2,355 sq ft, this move-in ready home has been fully renovated with all new flooring, smooth ceilings, paint, and light fixtures throughout. The living room features cathedral ceilings that bring in tons of natural light. There is also a Carolina Room and a separate study/office, giving you plenty of flexible living space. The eat-in kitchen has been completely remodeled with quartz countertops, new cabinetry, and new appliances. The spacious primary suite offers a large bedroom, generous closet space, dual vanities, and a large tiled shower. A two-car garage, storage shed and multiple attic accesses give you all the storage options. Major updates include new HVAC and ductwork in 2022, new hot water heater in 2023, and all new plumbing in 2024. Conveniently located close to Hilton Head Plantation amenities, as well as schools, shopping, dining, and more, this home offers updated, easy living in one of the island's most desirable communities.

5 Tree Swallow Court, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Keller Williams Realty.

$35,000

Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509911 MLS

Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

14 Wimbledon Court Unit 502-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,138,655

Rare opportunity to own a charming one-level home in the heart of Sea Pines. Ideally situated on a peaceful lagoon setting and just a short bike ride to the beach, this beautifully maintained 2-bedroom, 2-bath residence offers effortless Lowcountry living. Features include Saturnia flooring, a double-sided gas fireplace, spacious living areas, an open, inviting floor plan and a 2 carport. Recent improvements include a new roof (2021), new HVAC (2025), and thoughtful renovations throughout. Offered furnished, making it an ideal primary residence, vacation retreat, or investment property. The generous homesite provides ample room to add a private pool, creating the perfect outdoor oasis. Enjoy all that Sea Pines has to offer, including beaches, golf, dining, shopping, and miles of leisure trails.

2 Beds ⋅ 2 Baths ⋅ 1,715 SqFt. ⋅ HILTONHEAD-509909 MLS

Rare opportunity to own a charming one-level home in the heart of Sea Pines. Ideally situated on a peaceful lagoon setting and just a short bike ride to the beach, this beautifully maintained 2-bedroom, 2-bath residence offers effortless Lowcountry living. Features include Saturnia flooring, a double-sided gas fireplace, spacious living areas, an open, inviting floor plan and a 2 carport. Recent improvements include a new roof (2021), new HVAC (2025), and thoughtful renovations throughout. Offered furnished, making it an ideal primary residence, vacation retreat, or investment property. The generous homesite provides ample room to add a private pool, creating the perfect outdoor oasis. Enjoy all that Sea Pines has to offer, including beaches, golf, dining, shopping, and miles of leisure trails.

43 Wagon Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$1,550,000

Step into this stunning 4 bedroom home featuring a great room with soaring 12-foot ceilings, a light-filled atmosphere, and a 4 Car Garage. You will love the wall of windows showcasing the expansive water-to-golf course views. The spacious kitchen is a chef's dream, appointed with an induction stovetop and double ovens, while beautiful floors flow throughout. The primary suite is features a spa-like bathroom, a custom walk-in closet and the rare convenience of a Magic Lift. A seldom-found second complete living area provides incredible flexibility for guests or multigenerational living. Built for those who appreciate quality this home offers an impressive list of upgrades including newer HVACs, a 2023 roof, and a spray-foamed attic for exceptional energy efficiency. A Magic Lift staircase adds easy attic access for storage, while the professionally landscaped grounds enhance the home's wonderful curb appeal. All of this is nestled within the prestigious gated community of Hilton Head Plantation, ideally situated close to top schools, beaches, and shopping.

4 Beds ⋅ 4 Baths ⋅ 3,865 SqFt. ⋅ HILTONHEAD-509910 MLS

Step into this stunning 4 bedroom home featuring a great room with soaring 12-foot ceilings, a light-filled atmosphere, and a 4 Car Garage. You will love the wall of windows showcasing the expansive water-to-golf course views. The spacious kitchen is a chef's dream, appointed with an induction stovetop and double ovens, while beautiful floors flow throughout. The primary suite is features a spa-like bathroom, a custom walk-in closet and the rare convenience of a Magic Lift. A seldom-found second complete living area provides incredible flexibility for guests or multigenerational living. Built for those who appreciate quality this home offers an impressive list of upgrades including newer HVACs, a 2023 roof, and a spray-foamed attic for exceptional energy efficiency. A Magic Lift staircase adds easy attic access for storage, while the professionally landscaped grounds enhance the home's wonderful curb appeal. All of this is nestled within the prestigious gated community of Hilton Head Plantation, ideally situated close to top schools, beaches, and shopping.

30 Knollwood Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$24,000

Model Open Daily

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509882 MLS

Model Open Daily

14 Wimbledon Court Unit 403-3, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Hilton Head Properties.

$67,000

Perfect vacation retreat overlooking a beautiful pool, walking distance to the beach or shuttle to beach, Westin, Golf and Tennis Center or Shelter Cove. 3 Large bedrooms. Two master suites. Beds can be converted from twins to kings. Bring the whole family down and enjoy the pool, beach and all the services of the Westin Resort and Spa for 10 weeks per year in 5 two week increments.

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509881 MLS

Perfect vacation retreat overlooking a beautiful pool, walking distance to the beach or shuttle to beach, Westin, Golf and Tennis Center or Shelter Cove. 3 Large bedrooms. Two master suites. Beds can be converted from twins to kings. Bring the whole family down and enjoy the pool, beach and all the services of the Westin Resort and Spa for 10 weeks per year in 5 two week increments.

14 Wimbledon Court Unit 124-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,475,000

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

5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS

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

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$935,000

Positioned within the coveted Dolphin Head enclave of Hilton Head Plantation, this beautifully maintained 3 bedroom, 3 bath home offers the quintessential Lowcountry lifestyle. Sweeping golf course views, a private pool, and one level living. Mature live oaks, lush landscaping, and the unhurried pace of one of the island's most beloved communities. Spanning 2,379 square feet, the home is thoughtfully designed with an updated kitchen that anchors the interior with modern finishes and a layout that flows naturally into the two main living areas. Practical upgrades elevate the ownership experience well beyond aesthetics. Spray foam insulation delivers energy efficiency year-round, keeping utility costs low and comfort levels high regardless of season. Space above the two-car garage offers generous storage. Outside the private pool anchors a gracious outdoor living area, a screen porch and sweeping views of the golf course. Dolphin Head is among Hilton Head Plantation's most distinguished addresses. Just a short walk to the Port Royal sounds and known for its natural beauty, canopied streets, and proximity to the neighborhoods extensive amenity offerings, including beach access at Dolphin Head Park, walking and biking trails, tennis facilities, a community pool, and the three public golf courses. Opportunities at this address, at this price point, with this view are rare. A must see!!

3 Beds ⋅ 3 Baths ⋅ 2,379 SqFt. ⋅ HILTONHEAD-509872 MLS

Positioned within the coveted Dolphin Head enclave of Hilton Head Plantation, this beautifully maintained 3 bedroom, 3 bath home offers the quintessential Lowcountry lifestyle. Sweeping golf course views, a private pool, and one level living. Mature live oaks, lush landscaping, and the unhurried pace of one of the island's most beloved communities. Spanning 2,379 square feet, the home is thoughtfully designed with an updated kitchen that anchors the interior with modern finishes and a layout that flows naturally into the two main living areas. Practical upgrades elevate the ownership experience well beyond aesthetics. Spray foam insulation delivers energy efficiency year-round, keeping utility costs low and comfort levels high regardless of season. Space above the two-car garage offers generous storage. Outside the private pool anchors a gracious outdoor living area, a screen porch and sweeping views of the golf course. Dolphin Head is among Hilton Head Plantation's most distinguished addresses. Just a short walk to the Port Royal sounds and known for its natural beauty, canopied streets, and proximity to the neighborhoods extensive amenity offerings, including beach access at Dolphin Head Park, walking and biking trails, tennis facilities, a community pool, and the three public golf courses. Opportunities at this address, at this price point, with this view are rare. A must see!!

88 High Bluff Road, Hilton Head Island

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

$774,999

Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

4 Beds ⋅ 4 Baths ⋅ 2,490 SqFt. ⋅ HILTONHEAD-509078 MLS

Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

12 Hammock Oaks Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,500,000

An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS

An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,949,000

Set on an exceptionally rare oversized estate lot-over 1.1 acres tucked privately off the road-32 Plantation Drive offers one of the most serene and spacious residential settings in all of Sea Pines. With only a handful of homes in the community boasting more than an acre, this property stands out as a true Lowcountry retreat. Thoughtfully positioned to maximize privacy and natural beauty, the home overlooks its heated private pool and a tranquil lagoon, creating a peaceful backdrop from nearly every room. Mature landscaping, a fenced backyard, and an expansive deck complete the secluded outdoor oasis. Inside, the home blends timeless character with coastal-chic décor, curated by a local interior designer. Wide-plank heart pine floors, high ceilings, and abundant natural light set an inviting tone throughout. The layout includes three spacious bedrooms and three-and-a-half baths, with updated cabinetry in two of the bathrooms for a fresh, refined feel. Generous living spaces include two distinct living areas, a formal dining room, and a charming breakfast area, offering flexibility for both everyday living and entertaining. Three wood-burning fireplaces add warmth and ambiance, while multiple dedicated workspaces support today's lifestyle needs. Located in a prime Sea Pines location, the home sits just 1.1 miles from Harbour Town and short bike ride from the beach, golf, tennis, and the community's signature amenities.

3 Beds ⋅ 4 Baths ⋅ 2,975 SqFt. ⋅ HILTONHEAD-509843 MLS

Set on an exceptionally rare oversized estate lot-over 1.1 acres tucked privately off the road-32 Plantation Drive offers one of the most serene and spacious residential settings in all of Sea Pines. With only a handful of homes in the community boasting more than an acre, this property stands out as a true Lowcountry retreat. Thoughtfully positioned to maximize privacy and natural beauty, the home overlooks its heated private pool and a tranquil lagoon, creating a peaceful backdrop from nearly every room. Mature landscaping, a fenced backyard, and an expansive deck complete the secluded outdoor oasis. Inside, the home blends timeless character with coastal-chic décor, curated by a local interior designer. Wide-plank heart pine floors, high ceilings, and abundant natural light set an inviting tone throughout. The layout includes three spacious bedrooms and three-and-a-half baths, with updated cabinetry in two of the bathrooms for a fresh, refined feel. Generous living spaces include two distinct living areas, a formal dining room, and a charming breakfast area, offering flexibility for both everyday living and entertaining. Three wood-burning fireplaces add warmth and ambiance, while multiple dedicated workspaces support today's lifestyle needs. Located in a prime Sea Pines location, the home sits just 1.1 miles from Harbour Town and short bike ride from the beach, golf, tennis, and the community's signature amenities.

32 Plantation Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,550,000

Tucked away on a quiet cul-de-sac in the heart of Sea Pines Resort, this spacious and recently renovated 3-bedroom, 3.5-bath home delivers the kind of golf views and easy coastal lifestyle buyers dream about. Located on sought-after Spanish Moss, the home overlooks the Heron Point 12th fairway and green with walls of windows that bring the views right inside. From the charming ivy-covered courtyard with hot tub and entertainment area to the soaring vaulted ceilings and expansive entertaining spaces, this home feels warm, open, and inviting from the moment you walk in. The flowing floor plan features a sunroom, fireplace, granite countertops, generously sized bedrooms with private baths, and plenty of room together with family and friends after a day at the beach or golf course. Set on a large lot with room for a garage addition, this property offers endless potential to create your own private Sea Pines retreat. Just minutes from Harbour Town Golf Links, beaches, dining, biking trails, and all the best of Sea Pines, this is the perfect full-time home, vacation getaway, or investment opportunity in one of Hilton Head's most sought-after resort communities.

3 Beds ⋅ 4 Baths ⋅ 2,520 SqFt. ⋅ HILTONHEAD-509696 MLS

Tucked away on a quiet cul-de-sac in the heart of Sea Pines Resort, this spacious and recently renovated 3-bedroom, 3.5-bath home delivers the kind of golf views and easy coastal lifestyle buyers dream about. Located on sought-after Spanish Moss, the home overlooks the Heron Point 12th fairway and green with walls of windows that bring the views right inside. From the charming ivy-covered courtyard with hot tub and entertainment area to the soaring vaulted ceilings and expansive entertaining spaces, this home feels warm, open, and inviting from the moment you walk in. The flowing floor plan features a sunroom, fireplace, granite countertops, generously sized bedrooms with private baths, and plenty of room together with family and friends after a day at the beach or golf course. Set on a large lot with room for a garage addition, this property offers endless potential to create your own private Sea Pines retreat. Just minutes from Harbour Town Golf Links, beaches, dining, biking trails, and all the best of Sea Pines, this is the perfect full-time home, vacation getaway, or investment opportunity in one of Hilton Head's most sought-after resort communities.

20 Spanish Moss Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: EXP Realty LLC.

$1,195,000

Pristine, thoughtfully updated residence with sweeping golf, tidal marsh and lagoon views on the picturesque 15th fairway of Country Club of Hilton Head and one of HHP's premier streets. Features and recent improvements include custom cabinetry, built-ins and millwork by master craftsmen, walls of windows to view, wood/natural stone/tile flooring, smooth/textured tray & vaulted ceilings, granite/quartz counters, subway tile backsplash, recessed LED lighting, plantation shutters, designer fixtures/hardware/lighting, wood burning fireplace, built-in speakers, stainless steel appliances, energy saving spray foam insulation, newer mechanicals & roof, refreshed interior & exterior paint, handsome brick paver driveway/walkway/rear & grilling patios, epoxy finish garage floor, large outdoor service area w/shower & covered storage, maximum closet and storage space, etc. Very livable floor plan offers expansive Great Room, Formal/Casual Dining, center island Chef's Kitchen open to Dining, Family Room and much desired 4 season Carolina Room + Laundry Room w/built-in workstation, 2 Car Garage, Powder Room & 4BR/3BA featuring well-appointed primary suite w/5-star bath. All sited on elevated lot with inviting curb appeal, majestic live oaks, attractive/durable cypress siding, landscape & carriage lighting, mature plantings, irrigation system and quiet cul-de-sac locale close to all this community has to offer including Spring Lake (pools, tennis, firepit, boardwalk, pavilions), miles of leisure trails, nature preserves, 4 golf courses, gardens, Dolphin Head Recreational Area (waterfront leisure path, playground, picnic tables & pavilion) + freshly renourished Pine Island Beach Park on Port Royal Sound. What's not to love about 17 Christo Drive & Hilton Head Plantation!

4 Beds ⋅ 4 Baths ⋅ 2,938 SqFt. ⋅ HILTONHEAD-509839 MLS

Pristine, thoughtfully updated residence with sweeping golf, tidal marsh and lagoon views on the picturesque 15th fairway of Country Club of Hilton Head and one of HHP's premier streets. Features and recent improvements include custom cabinetry, built-ins and millwork by master craftsmen, walls of windows to view, wood/natural stone/tile flooring, smooth/textured tray & vaulted ceilings, granite/quartz counters, subway tile backsplash, recessed LED lighting, plantation shutters, designer fixtures/hardware/lighting, wood burning fireplace, built-in speakers, stainless steel appliances, energy saving spray foam insulation, newer mechanicals & roof, refreshed interior & exterior paint, handsome brick paver driveway/walkway/rear & grilling patios, epoxy finish garage floor, large outdoor service area w/shower & covered storage, maximum closet and storage space, etc. Very livable floor plan offers expansive Great Room, Formal/Casual Dining, center island Chef's Kitchen open to Dining, Family Room and much desired 4 season Carolina Room + Laundry Room w/built-in workstation, 2 Car Garage, Powder Room & 4BR/3BA featuring well-appointed primary suite w/5-star bath. All sited on elevated lot with inviting curb appeal, majestic live oaks, attractive/durable cypress siding, landscape & carriage lighting, mature plantings, irrigation system and quiet cul-de-sac locale close to all this community has to offer including Spring Lake (pools, tennis, firepit, boardwalk, pavilions), miles of leisure trails, nature preserves, 4 golf courses, gardens, Dolphin Head Recreational Area (waterfront leisure path, playground, picnic tables & pavilion) + freshly renourished Pine Island Beach Park on Port Royal Sound. What's not to love about 17 Christo Drive & Hilton Head Plantation!

17 Christo Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$519,000

Welcome Home to Chinaberry, Hilton Head Island. One of the Island's most established and sought after communities, where towering trees line quiet streets and a true sense of neighborhood is alive and well. Lovingly cared for by a young family, 56 Monticello Drive is ready to welcome its next chapter. The single-level floor plan offers three bedrooms and two full baths and updated flooring, providing comfortable, easy living. A generous bonus room above the two-car garage adds invaluable flexibility - the perfect space for a home office, playroom, media room, golf simulator room or occasional guest retreat. The sellers have taken every step to ensure a seamless transition for the new owners. A brand new roof was recently installed, delivering the peace of mind that every buyer deserves from day one. The home has been meticulously prepared for its next owners, reflecting the pride of ownership evident throughout. Step outside and you'll see the natural landscape buffer along the rear and right side of the lot creates a sense of seclusion that is hard to come by - your own private retreat tucked within the neighborhood. The backyard itself is a blank canvas, open and versatile, just as the current family has enjoyed it: evenings around the fire pit, weekends at the grill, camping with the kids. Whatever your outdoor vision, this yard is ready for it. Chinaberry's lush canopy, neighborhood playground, and welcoming atmosphere make it a wonderful place to put down roots. And for those who crave the best of the island, you're just a short bike ride from the Rowing Center, Hudson's Seafood on the Docks, The Boathouse, and Dockside - a lineup of Lowcountry waterfront dining and recreation that residents simply never take for granted.

3 Beds ⋅ 2 Baths ⋅ 1,786 SqFt. ⋅ HILTONHEAD-509835 MLS

Welcome Home to Chinaberry, Hilton Head Island. One of the Island's most established and sought after communities, where towering trees line quiet streets and a true sense of neighborhood is alive and well. Lovingly cared for by a young family, 56 Monticello Drive is ready to welcome its next chapter. The single-level floor plan offers three bedrooms and two full baths and updated flooring, providing comfortable, easy living. A generous bonus room above the two-car garage adds invaluable flexibility - the perfect space for a home office, playroom, media room, golf simulator room or occasional guest retreat. The sellers have taken every step to ensure a seamless transition for the new owners. A brand new roof was recently installed, delivering the peace of mind that every buyer deserves from day one. The home has been meticulously prepared for its next owners, reflecting the pride of ownership evident throughout. Step outside and you'll see the natural landscape buffer along the rear and right side of the lot creates a sense of seclusion that is hard to come by - your own private retreat tucked within the neighborhood. The backyard itself is a blank canvas, open and versatile, just as the current family has enjoyed it: evenings around the fire pit, weekends at the grill, camping with the kids. Whatever your outdoor vision, this yard is ready for it. Chinaberry's lush canopy, neighborhood playground, and welcoming atmosphere make it a wonderful place to put down roots. And for those who crave the best of the island, you're just a short bike ride from the Rowing Center, Hudson's Seafood on the Docks, The Boathouse, and Dockside - a lineup of Lowcountry waterfront dining and recreation that residents simply never take for granted.

56 Monticello Drive, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Lighthouse Realty.

$569,500

This is the only 5-bedroom furnished home on Hilton Head Island under $600k. From the front door you are welcomed by a 2-story foyer pierced with tons of natural light. The foyer is spacious and showcases a grand staircase which provides you that "This is Home" feeling. This nearly 2,500 sq ft home has been updated in all the right places and is move-in ready. Off the foyer you have a private bedroom currently used as an office and is one of the best seats in the house. The open kitchen, dining and living room has huge windows and glass sliding doors allowing you to fully enjoy the private wooded and fenced backyard. The kitchen has stainless steel appliances, granite countertops and a large pantry for additional storage. The large dry bar currently used for the coffee/tea/cocktail oasis is also ideal for a self-serve food station great for entertainment. Upstairs you will find a spacious loft large enough to accommodate several possibilities including fitness equipment, movies, gaming or play area for children. The owner's suite is oversized making it perfect for an ultimate retreat. There is a large soaking tub and tiled walk-in shower. The large walk-in closet has been customized with built-in shelving for maximized organization. Every bedroom in this home has built-in closets. The garage is painted and has epoxy floors. Additional upgrades include a newer hot water heater and HVAC. This north end location in the small community of Allenwood. It is gated and has a community pool. It is a15 minute walk to Hilton Head Schools, Rec Center and Boys and Girls Club, Hudson's, Doc Side and Boat House. Just minutes from multiple Golf courses. Easy access to the south end of Hilton Head and Bluffton. Seller is offering a $5,000 flooring credit.

5 Beds ⋅ 3 Baths ⋅ 2,461 SqFt. ⋅ HILTONHEAD-509834 MLS

This is the only 5-bedroom furnished home on Hilton Head Island under $600k. From the front door you are welcomed by a 2-story foyer pierced with tons of natural light. The foyer is spacious and showcases a grand staircase which provides you that "This is Home" feeling. This nearly 2,500 sq ft home has been updated in all the right places and is move-in ready. Off the foyer you have a private bedroom currently used as an office and is one of the best seats in the house. The open kitchen, dining and living room has huge windows and glass sliding doors allowing you to fully enjoy the private wooded and fenced backyard. The kitchen has stainless steel appliances, granite countertops and a large pantry for additional storage. The large dry bar currently used for the coffee/tea/cocktail oasis is also ideal for a self-serve food station great for entertainment. Upstairs you will find a spacious loft large enough to accommodate several possibilities including fitness equipment, movies, gaming or play area for children. The owner's suite is oversized making it perfect for an ultimate retreat. There is a large soaking tub and tiled walk-in shower. The large walk-in closet has been customized with built-in shelving for maximized organization. Every bedroom in this home has built-in closets. The garage is painted and has epoxy floors. Additional upgrades include a newer hot water heater and HVAC. This north end location in the small community of Allenwood. It is gated and has a community pool. It is a15 minute walk to Hilton Head Schools, Rec Center and Boys and Girls Club, Hudson's, Doc Side and Boat House. Just minutes from multiple Golf courses. Easy access to the south end of Hilton Head and Bluffton. Seller is offering a $5,000 flooring credit.

234 Ceasar Place, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$2,250,000

GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS

GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$825,000

Welcome to classic Lowcountry living in Hilton Head Plantation, one of the Island's most sought-after gated communities. Tucked away on a quiet cul-de-sac and backing to tranquil woods, this beautifully and impeccably maintained 3-bedroom, 2.5-bath home offers 2,454 square feet of charm, privacy, and inviting living space. The recently renovated showstopper kitchen is truly the heart of the home and an unforgettable showpiece. Anchored by an enormous picture window overlooking the lush landscaped yard and protected wooded backdrop, the space is immersed in nature. The view is so expansive and serene that it creates the illusion the property extends endlessly into the protected woods beyond. Framed by towering greenery and filled with natural light throughout the day, this incredible window transforms the kitchen into a warm, calming gathering space unlike anything you typically find on Hilton Head Island. Spectacular!!! All bedrooms are conveniently located upstairs, while the main level offers an ideal flow for entertaining and everyday living. Downstairs you'll find a spacious living room, sunroom, formal dining room, and a versatile den - a truly coveted flex space perfect for a home office, media room, fitness, or even guest overflow. The home's exterior captures timeless Southern charm with a welcoming front porch, attached one-car garage (with additional storage space as it's extended in length). Mature landscaping surrounds the property with towering specimen trees, native azaleas, and even a blooming pomegranate tree, creating a lush and unforgettable setting. This is the {famous} good juju house! Residents of Hilton Head Plantation enjoy an unmatched lifestyle with two guarded entrances, private beach access (Dolphin Head), miles of leisure trails (including my favorite - The Bluff Walk), and some of the island's most desirable amenities - including an incredible community pool complex complete with a lazy river, area for lap swimming, and kiddo splash pad, too. This is a rare and special opportunity to enjoy privacy, nature, and resort-style living in one of Hilton Head's premier communities.

3 Beds ⋅ 3 Baths ⋅ 2,454 SqFt. ⋅ HILTONHEAD-509823 MLS

Welcome to classic Lowcountry living in Hilton Head Plantation, one of the Island's most sought-after gated communities. Tucked away on a quiet cul-de-sac and backing to tranquil woods, this beautifully and impeccably maintained 3-bedroom, 2.5-bath home offers 2,454 square feet of charm, privacy, and inviting living space. The recently renovated showstopper kitchen is truly the heart of the home and an unforgettable showpiece. Anchored by an enormous picture window overlooking the lush landscaped yard and protected wooded backdrop, the space is immersed in nature. The view is so expansive and serene that it creates the illusion the property extends endlessly into the protected woods beyond. Framed by towering greenery and filled with natural light throughout the day, this incredible window transforms the kitchen into a warm, calming gathering space unlike anything you typically find on Hilton Head Island. Spectacular!!! All bedrooms are conveniently located upstairs, while the main level offers an ideal flow for entertaining and everyday living. Downstairs you'll find a spacious living room, sunroom, formal dining room, and a versatile den - a truly coveted flex space perfect for a home office, media room, fitness, or even guest overflow. The home's exterior captures timeless Southern charm with a welcoming front porch, attached one-car garage (with additional storage space as it's extended in length). Mature landscaping surrounds the property with towering specimen trees, native azaleas, and even a blooming pomegranate tree, creating a lush and unforgettable setting. This is the {famous} good juju house! Residents of Hilton Head Plantation enjoy an unmatched lifestyle with two guarded entrances, private beach access (Dolphin Head), miles of leisure trails (including my favorite - The Bluff Walk), and some of the island's most desirable amenities - including an incredible community pool complex complete with a lazy river, area for lap swimming, and kiddo splash pad, too. This is a rare and special opportunity to enjoy privacy, nature, and resort-style living in one of Hilton Head's premier communities.

54 Edgewood Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Keller Williams Realty.

$1,100,000

Absolutely Gorgeous with elevated curb appeal! Extensive upgrades throughout. Just feels like a home should feel! Beautifully renovated and impeccably maintained. Enhancements include: vaulted & tray ceilings (smooth finish), designer lighting/fans, an inviting open flow with abundant storage, updated kitchen (featuring quartz countertops, propane gas range, convection oven/microwave combo, warming drawer, food pantry, butler's pantry, wine cooler, and LED lighting). Formal and informal dining areas plus a spacious screened porch with (Sonos-ready) in-house speakers and an automated sun awning over the patio. Major improvements include new roof/skylights/gutters, whole-house dehumidifier, generator hook-up, updated HVAC system & ductwork, WiFi mesh system, exterior paint, and more. A home that seamlessly flows from inside to outside. One of the best homes to hit HHP in recent months!

3 Beds ⋅ 3 Baths ⋅ 2,732 SqFt. ⋅ HILTONHEAD-509580 MLS

Absolutely Gorgeous with elevated curb appeal! Extensive upgrades throughout. Just feels like a home should feel! Beautifully renovated and impeccably maintained. Enhancements include: vaulted & tray ceilings (smooth finish), designer lighting/fans, an inviting open flow with abundant storage, updated kitchen (featuring quartz countertops, propane gas range, convection oven/microwave combo, warming drawer, food pantry, butler's pantry, wine cooler, and LED lighting). Formal and informal dining areas plus a spacious screened porch with (Sonos-ready) in-house speakers and an automated sun awning over the patio. Major improvements include new roof/skylights/gutters, whole-house dehumidifier, generator hook-up, updated HVAC system & ductwork, WiFi mesh system, exterior paint, and more. A home that seamlessly flows from inside to outside. One of the best homes to hit HHP in recent months!

22 Misty Morning Drive, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Hilton Head Area Properties, LLC.

$1,295,000

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3 Beds ⋅ 3 Baths ⋅ 2,305 SqFt. ⋅ HILTONHEAD-509399 MLS

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134 Club Course Drive, Hilton Head Island

Listing courtesy of Southern Lifestyle Properties of SC LLC. Selling Office: Keller Williams Realty.

$440,000

Tucked away on quiet Cobblestone Court, this 3BR/2BA home with a private garage, offers the perfect opportunity for a motivated island buyer! It's a definitive BEST BUY on Hilton Head Island. Located mid-island in the charming, family-friendly Yacht Cove community, and centrally located on Hilton Head, this property is just a short stroll to the restaurants, cafes, shops and water sports at world-famous Shelter Cove Harbour & Marina. 2026 improvements include new carpeting in all bedrooms, fresh interior paint, newly painted exterior porches and decks, updated insulation and refreshed landscaping, creating a move-in ready setting with picture-perfect curb appeal. With a community swimming pool and stellar location, 15 Cobblestone Court provides a rare opportunity to own a primary residence or vacation retreat on Hilton Head Island at an affordable price! Seller is related to listing agent.

3 Beds ⋅ 2 Baths ⋅ 974 SqFt. ⋅ HILTONHEAD-509605 MLS

Tucked away on quiet Cobblestone Court, this 3BR/2BA home with a private garage, offers the perfect opportunity for a motivated island buyer! It's a definitive BEST BUY on Hilton Head Island. Located mid-island in the charming, family-friendly Yacht Cove community, and centrally located on Hilton Head, this property is just a short stroll to the restaurants, cafes, shops and water sports at world-famous Shelter Cove Harbour & Marina. 2026 improvements include new carpeting in all bedrooms, fresh interior paint, newly painted exterior porches and decks, updated insulation and refreshed landscaping, creating a move-in ready setting with picture-perfect curb appeal. With a community swimming pool and stellar location, 15 Cobblestone Court provides a rare opportunity to own a primary residence or vacation retreat on Hilton Head Island at an affordable price! Seller is related to listing agent.

15 Cobblestone Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.