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11 Deer Run Lane, Hilton Head Island
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 1,764 SqFt. ⋅ HILTONHEAD-506191 MLS
WALK/BIKE to miles of BEACHES. PRIVATE POOL - Large Screened Porch with fire pit for entertaining. This home is being offered fully furnished and rental ready with oversized garage for storage. Large private lawn and pool backing up to designated protected OPEN SPACE. Perfect investment property or private Island Getaway. Sea Pines Resort offers Beach Club, Premier Golf, Marinas, Shops, Fabulous Restaurants, etc. all within biking distance. Don't miss this opportunity to make this Island your home and be a part of the Harbour Town PGA Golf Experience. Yet, be within near distance to 12 miles of private beaches. This location offers the best of all worlds.

11 Deer Run Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Charter One Realty.

95 Club Course Drive, Hilton Head Island
$1,650,000
3 Beds ⋅ 4 Baths ⋅ 2,763 SqFt. ⋅ HILTONHEAD-504928 MLS
Experience a reimagined masterpiece at 95 Club Course Drive, where modern sophistication meets the timeless allure of Sea Pines. Situated on a premier golf lot, this expansive, all-one-level residence offers an elite lifestyle opportunity. This home has been flawlessly updated, featuring an open-concept flow that radiates luxury. The heart of the home is the family room, where walls of glass frame the golf course and swimming pool views. The updated kitchen is a culinary masterpiece featuring high-end appliances, custom cabinetry, and stone counters. It seamlessly blends high-end functionality with sleek, modern aesthetics, while a custom wine storage display serves as a focal point for the connoisseur. Offering three generous bedrooms and three en-suite bathrooms, the layout is meticulously curated for both relaxation and hosting guests. The transition to outdoor living is spectacular, featuring a private, sun-drenched swimming pool perfect for world-class entertainment. Ancient, moss-draped oaks provide natural grandeur and absolute privacy. This is a rare, turn-key opportunity to secure a single-story retreat in one of Hilton Head Island's most coveted neighborhoods. Don't just dream of the Sea Pines life-live it in a home that sets the standard for excellence.

95 Club Course Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Collins Group Realty.

129 N Sea Pines Drive, Hilton Head Island
$1,599,000
HILTONHEAD-511386 MLS
A Rare Opportunity to Build in Sea Pines. Design your dream home on this exceptional nearly half-acre fifth-row homesite in the heart of Sea Pines. Overlooking one of the largest lagoons in Sea Pines with beautiful views of the 17th and 18th holes of Atlantic Dunes, this property offers a rare combination of water, golf, and natural beauty - all just an 8-minute walk to the beach. Water, sewer, and electric connections are already in place, while winding paths through magnificent oaks and specimen magnolia showcase the property's character. Enjoy easy access to the Sea Pines Beach Club, Plantation Golf Club, Atlantic Dunes and Heron Point. 100x188x100x183

129 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

48 Club Course Drive, Hilton Head Island
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 2,502 SqFt. ⋅ HILTONHEAD-506027 MLS
Totally reimagined 3-bedroom, 2.5-bath home blending refined style with everyday comfort. A stunning chef's kitchen anchors the open-concept living spaces, filled with natural light and accented by beautiful wood floors throughout. The private primary suite offers a peaceful retreat, while the outdoor living shines with a pool, lush landscaping, mature citrus trees, and vibrant flowering shrubs. Perfectly positioned on the Club Course in Sea Pines, just moments from the Sea Pines Country Club.

48 Club Course Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

16 Newhall Road, Hilton Head Island
$1,575,000
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.

20 Spanish Moss Road, Hilton Head Island
$1,550,000
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.

2 Red Maple Rd, Hilton Head Island
$1,550,000
3 Beds ⋅ 4 Baths ⋅ 3,285 SqFt. ⋅ HILTONHEAD-452520 MLS
Set on a lush 3/4-acre lot overlooking the 17th tee of Heron Point, this 3,285 SqFt Sea Pines home blends thoughtful updates with untapped potential. Enjoy a newer roof, HVAC, PEX plumbing, all new ductwork, and a refreshed kitchen. The heated saltwater pool and new circular drive add to the home's charm and curb appeal. Bathrooms and the primary suite offer a chance to add your personal touch. With space, privacy, and a strong framework, this home is perfect for a buyer with vision looking to create something special in one of Hilton Head's most desirable communities. Great proximity to Harbour Town and the Beach Club! Short-term rentals allowed. Seller offering a $20k buyer credit with an acceptable offer, providing flexibility for updates, aesthetic enhancements, or closing costs. A rare opportunity to tailor a Sea Pines property to your individual vision.

2 Red Maple Rd, Hilton Head Island

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

43 Woodbine Place, Hilton Head Island
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 1,888 SqFt. ⋅ HILTONHEAD-505155 MLS
Classic Sea Pines beauty! All on one level 3BR/3BA home is framed by gorgeous specimen oaks and short distance to Beach Club and beach entrance across golf course. Renovated Kitchen & Baths PLUS NEW wide wood trim, shiplap ceiling, fixtures, fans, LVP floors, furnishings, TVs, HVAC ductwork, doors, hardware AND NEW fenced, pool area w/new pumps, heater and resurfaced pool. The essence of this low country setting is stretched along a tidal lagoon providing hours of entertainment dropping a line for saltwater fishing, crabbing and nature lover viewing. Enjoy the world class amenities of Sea Pines right out the front door - miles of private access to the pristine Atlantic beach, w/two beach clubs, bike paths and championship golf courses. Superb 2nd home, retirement or vacation rental. Single family home value priced better than a three-bedroom villa! Don't let this one get away!

43 Woodbine Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

6 Governors Lane, Hilton Head Island
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 3,172 SqFt. ⋅ HILTONHEAD-503760 MLS
Welcome to 6 Governors Lane! This thoughtfully designed home features four bedrooms, three and a half bathrooms, and a two-car garage. With its open-concept design and thoughtful layout, this home combines functionality, comfort, and timeless style. As you step through the covered entry, you'll be welcomed into a bright and airy floorplan with high ceilings and abundant natural light. The well-appointed kitchen includes stainless steel appliances, ample counter space, and a convenient island, making it perfect for both casual dining and meal preparation. The kitchen opens to the great room with a cozy fireplace and access to the deck and private outdoor spaces. The primary suite provides a peaceful retreat with a spacious bedroom, private bathroom featuring dual vanities, walk-in shower and a generous walk-in closet. Two additional bedrooms share a full bathroom, providing plenty of space for family or guests. Lovely hardwood floors grace the living areas as well as 3 of the 4 bedrooms, Above the garage is a fourth ensuite bedroom. With its seamless layout and abundant natural light, this home combines practical design with classic charm, creating a space that feels both comfortable and inviting. The recently resurfaced driveway and mature landscaping enhance the curb appeal. The modern floorplan is ideal for gracious indoor and outdoor living.

6 Governors Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Hilton Head Properties.

18 Forest Drive, Hilton Head Island
$1,505,000
3 Beds ⋅ 3 Baths ⋅ 1,817 SqFt. ⋅ HILTONHEAD-510269 MLS
This stunning single-level 3-bedroom, 3-bath home is located on Hilton Head Island, in the most private cul-de-sac of Greenwood Forest in Sea Pines Resort. Floor-to-ceiling windows overlook a lush, forested backyard that feels like your own private oasis. Enjoy a fenced in yard, sparkling pool, hot tub, outdoor kitchen, and an air-conditioned pool house that doubles as an office. The kitchen and bathrooms have been beautifully updated, so it's truly move-in ready. Just a quick bike ride to the beach or Harbour Town's restaurants and shops, you're right in the heart of it all. Greenwood Forest also offers its own tennis courts, playground, and community pool.

18 Forest Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Sea Pines Real Estate South Beach.

20 Lighthouse Lane Unit 1102, Hilton Head Island
$1,474,500
3 Beds ⋅ 2 Baths ⋅ 1,500 SqFt. ⋅ HILTONHEAD-509883 MLS
2ND ROW SOUND IN WORLD RENOWNED HARBOURTOWN...Just a short stroll to the water's edge for coffee in the morning or entertaining in the evening....many fabulous shops and restaurants surround the Harbour ... home to many yachtsmen and deepwater views beyond. This Villa features 3 Bedrooms, a private garage, elevator and access to a private community pool. All just steps from the stunning Harbour Town Clubhouse open to owners and guests alike. Relax on your private screened porch taking in the views of the 18th of the Harbour Town Golf Links and the Calibogue Sound beyond. Walk to your neighborhood park down the path right in front of your home and enjoy FABULOUS SUNSETS on the Calibogue Sound just beyond the 18th hole. This park is yours to enjoy 24 hours a day! Perfect private residence, vacation haven or investment property.

20 Lighthouse Lane Unit 1102, Hilton Head Island

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

29 Oyster Landing Lane, Hilton Head Island
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 2,169 SqFt. ⋅ HILTONHEAD-508859 MLS
Nestled within the premier waterfront community of Oyster Landing Club in the renowned Sea Pines Resort, this 3BR/2.5BA townhome offers breathtaking marsh to water views, wonderful natural light, and the ideal lock-and-leave lifestyle. The great room is the heart of the home, offering stunning water views, wonderful natural light, gas fireplace, LVP flooring, and direct access to the expansive outdoor deck. The seamless flow between the living, dining, and kitchen areas creates the perfect setting for entertaining family and friends. The kitchen is extremely spacious with soft closet cabinetry, granite countertops, eat-in bar, and top of the line appliances. Enjoy the first floor owner suite with brand new luxurious spa-like bath. The impressive outdoor deck with retractable awning provides the perfect place to relax and enjoy the cool marsh breezes, serene water views, and abundant wildlife. Whether you are seeking a primary residence or second home retreat, Oyster Landing Club offers privacy, tranquility, a community pool and tennis, and the added benefit of no short-term rentals. Furnishings available for purchase, this exceptional property is ready to enjoy immediately.

29 Oyster Landing Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

89 Governors Road, Hilton Head Island
$1,435,000
3 Beds ⋅ 3 Baths ⋅ 3,160 SqFt. ⋅ HILTONHEAD-503212 MLS
Set along a quiet residential street just a stone's throw from the Sea Pines Country Club, 89 Governors Road presents a thoughtfully reimagined Club Course home where classic Lowcountry character houses a comprehensive, modern renovation. Every element of this home has been refreshed with intention. Throughout the interior, new LVP flooring is complemented by updated lighting and ceiling fans, custom woodwork, and a full interior repaint that brings a bright, refined continuity to each space. Behind the walls, all-new PEX plumbing provides long-term peace of mind. The kitchen has been entirely redesigned with all-new cabinetry, quartz countertops, and a backsplash. It opens seamlessly into the main living area, creating an easy living space accented by a reimagined wood-burning fireplace with a custom reclaimed wood mantel. The primary suite has also been elevated, featuring a newly built bath with a custom stone and glass shower, soaking tub, and a separate water closet that balances comfort with thoughtful design. A flexible auxiliary room expands the home's livability, easily serving as a wellness studio, office, library, or creative space, depending on your needs. Outdoors, the setting is quintessentially Sea Pines while enjoying a location set away from the milieu of tourist traffic. Mature century-old oaks draped in Spanish moss frame the backyard, providing privacy and a strong sense of place, with room to design a custom outdoor living environment or pool (see photos for proposed design). The raised garden bed and generous deck provide ample room for gardening and connecting with the nature that surrounds you. 89 Governors Road is truly turnkey, providing its next owner the chance to step directly into the Sea Pines lifestyle with ease and confidence. Welcome home.

89 Governors Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty. Selling Office: Luxury Homes of Hilton Head.

33 Stoney Creek Road, Hilton Head Island
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 1,862 SqFt. ⋅ HILTONHEAD-505906 MLS
33 Stoney Creek is a charming marsh view cottage only steps away from all Harbour Town has to offer! One level with 3 bedrooms and 3 full baths this home is easy to enjoy with a loft that can easily be a 4th sleeping area for family and friends. The beautiful private pool allows the perfect blend of privacy and convenience. Enjoy peaceful mornings overlooking the marsh and afternoons by the pool, all while being close to golf, dining, shopping, tennis and the famous Harbour Town Lighthouse. Enjoyed as a second home by current owner the property is in immaculate condition and has been lovingly maintained. Truly a Sea Pines classic and a rare opportunity to own as a full time residence, a second home or as a rental income producing property. Don't miss this rare gem!

33 Stoney Creek Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Keller Williams Realty.

11 Hollyberry Lane, Hilton Head Island
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 2,564 SqFt. ⋅ HILTONHEAD-505577 MLS
Tucked within the Greenwood Forest enclave of Sea Pines, this bright and inviting 4-bedroom, 3-bath home offers vaulted ceilings, abundant natural light, and a flexible floor plan ideal as a primary residence, second home, or vacation retreat. The main living area features soaring ceilings and a fireplace, creating a warm gathering space that flows easily into the dining area and the updated kitchen, which has granite countertops and stainless steel appliances. The game room is perfect as a media room, playroom, or relaxed hangout for family and guests making the first floor space ideal for entertaining family and friends. The thoughtfully designed layout offers excellent bedroom separation, with three bedrooms on the first floor providing convenience and privacy for family and guests. Upstairs, a spacious private suite with walk-in closet and full bath offers a quiet retreat with room for a sitting area or additional sleeping space. Outdoor living is equally inviting with two private decks surrounded by the natural beauty of Sea Pines, ideal for morning coffee or relaxing after a day at the beach. The beach is less than a mile away, with easy access to the Sea Pines Beach Club, Harbour Town Marina, and South Beach. Greenwood Forest owners also enjoy a community pool and tennis courts, along with a convenient back path leading to Sea Pines Center for coffee, dining, and shopping. Whether you're searching for a primary home, second home, or Sea Pines vacation property, this Greenwood Forest retreat offers space, flexibility, and easy access to the very best of Hilton Head Island living.

11 Hollyberry Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: The Hilton Head Agency.

8 Pine Court, Hilton Head Island
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS
Expеriencе thе eаѕе of thе Ѕea Pines lifеstуle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

52 Club Course Drive, Hilton Head Island
$1,395,000
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.

7 Wildwood Court, Hilton Head Island
$1,370,000
3 Beds ⋅ 2 Baths ⋅ 1,736 SqFt. ⋅ HILTONHEAD-508432 MLS
Discover the effortless ease of the Sea Pines lifestyle in this beautifully updated coastal retreat, where thoughtful renovations, seamless indoor-outdoor living, and world-class amenities come together in one of Hilton Head Island's most coveted communities. This light-filled 3-bedroom, 2-bath home strikes the perfect balance of comfort and sophistication, showcasing smooth ceilings, rich travertine flooring, a cozy wood-burning fireplace in the main living area, and a fully updated kitchen built for everyday living and elevated entertaining. New windows in both the kitchen and sunroom flood the home with natural light and frame the lush surroundings, while the open, flowing layout extends into a stunning sunroom addition - a year-round haven equally suited to quiet morning coffee, sunset cocktails, or unwinding after a day at the pool or beach. At the heart of the home, the remodeled kitchen impresses with premium finishes, generous prep space, and an open connection to the living and dining areas that reinforces the home's relaxed coastal sensibility. Generously sized bedrooms offer comfort and flexibility for owners and guests alike, with the primary suite opening directly to the pool area for a true resort-style retreat. Step outside to your own private oasis, where a sparkling pool with attached spa anchors an expansive paver deck framed by a lush, wooded backdrop - the perfect setting for entertaining or quiet relaxation. A convenient storage area just off the pool deck adds everyday functionality, while the lot's serene positioning backing to community open space ensures lasting privacy and a peaceful natural buffer. Beyond your gate, enjoy easy access to community pools, championship golf, tennis, scenic bike trails, fine dining, Harbour Town, and world-class beaches just about a mile away. Whether you're seeking a primary residence, a second home, or a high-performing short-term rental investment, this property delivers rare versatility, tasteful updates, and the timeless coastal charm today's buyers are after on Hilton Head Island.

7 Wildwood Court, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Charter One Realty.

91 Lawton Road, Hilton Head Island
$1,340,000
3 Beds ⋅ 2 Baths ⋅ 1,740 SqFt. ⋅ HILTONHEAD-506870 MLS
Beautifully renovated Sea Pines pool home in Lawton Woods, offering the combination buyers continue to seek: one-level living, private heated pool, outdoor entertaining space, and convenient beach-path access. This 3-bedroom, 2-bath ranch is set on a quiet cul-de-sac in the heart of Sea Pines and works beautifully as a primary residence, second home, or income-producing vacation rental. The home features an open flow between the kitchen, dining, and great room, with soaring cathedral ceilings, abundant natural light, and an elegant floor-to-ceiling electric fireplace creating a warm central gathering space. The kitchen offers stainless appliances, granite countertops, and crisp white cabinetry, while both bathrooms feature stylish updates with custom tile and granite counters. Step outside to a private pool setting with over 1,000 sq ft of sun-soaked decking designed for relaxing, entertaining, and enjoying the Lowcountry lifestyle. Major enhancements include an all-new irrigation system, refreshed landscaping, updated outdoor living areas, pool equipment improvements, and thoughtful interior touches throughout. Bike or stroll to nearby beaches, Harbour Town, Sea Pines amenities, leisure trails, dining, golf, tennis, pickleball, and the Sea Pines Forest Preserve. A turnkey Hilton Head Island beach house with private pool, strong lifestyle appeal, and vacation-rental potential.

91 Lawton Road, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head. Selling Office: Howard Hanna Allen Tate Lowcountry.

163 Club Course Drive, Hilton Head Island
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 2,597 SqFt. ⋅ HILTONHEAD-512398 MLS
Backіng to apрrοxіmаtеly 50 асres of nature preѕervе, the setting feels remarkably private and peaceful, yet you're just minutes from the main gate, a bike ride to restaurants and grocery stores, and approximately 15 minutes by bike to the beach. Inside, multiple spacious living areas provide flexibility for entertaining and everyday living. The updated open kitchen features charming window-bench seating, while the screened porch and adjoining deck overlook the natural surroundings. A two-car garage, room for a future pool, and an oversized attic offering potential for additional finished space add even more opportunity. Best of all, enjoy everything that makes Sea Pines extraordinary-beautiful beaches, miles of leisure trails, world-renowned golf, tennis and pickleball, Harbour Town, South Beach Marina, the Forest Preserve, boating, dining, shopping, and an unmatched resort lifestyle. As this price point continues to disappear in Sea Pines, this may be the house buyers look back on and say, "I wish we had bought that one.

163 Club Course Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Charter One Realty.

21 Pine Island Court, Hilton Head Island
$1,325,000
3 Beds ⋅ 4 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-505794 MLS
Spacious 3BR, 3.5BA marshfront townhome located in private Club Course neighborhood.. Main living area includes an elegant chef's kitchen, 2 story living room full of natural light, dining room, powder room, laundry and generous master suite. Upstairs features 2 en suite guest rooms and an oversized media room. Lower level includes room for 4 cars, an electric charging station, and over 500 sq ft of living/storage space with 2 cedar closets. Elevator connects all levels. Pine Island has its own private pool, tennis, pickleball and no short term rentals.

21 Pine Island Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

226 S Sea Pines Drive Unit 1594, Hilton Head Island
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 1,903 SqFt. ⋅ HILTONHEAD-505460 MLS
AVAILABLE TO SEE ON THE TURN 4/6: Rare opportunity to own one of the largest and best-performing villas in Lagoon Villas in the heart of Sea Pines South Beach. This beautifully updated 3BR / 3BA single-level villa offers lagoon views and an exceptional location just 0.3 miles to Tower Beach and 0.3 miles to the Salty Dog, South Beach Marina and South Beach Racquet Club. The villa was redesigned and remodeled to create a significantly larger living room with coffered ceiling detail, a kitchen breakfast nook, and a third full bathroom, making it one of the largest floor plans in Lagoon Villas. Interior features include impact-rated glass windows throughout, plantation shutters on every window, smooth ceilings, and abundant natural light. The open living and dining areas flow to a private lagoon-view deck creating ideal indoor/outdoor living. Major exterior improvements were completed in 2023, including new roof, exterior painting, wood rot repairs, repaved driveways, new sidewalks and updated exterior lighting. This property is also a true rental machine, generating $98,000 in actual rental income in 2025, making it an outstanding investment opportunity or ideal second home. Additional highlights include pet-friendly Lagoon Villas, furnished interior, and a 2026 Harbour Town Pool Pass already secured. Few villas combine this level of rental performance, updated condition, and walkable South Beach location.

226 S Sea Pines Drive Unit 1594, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Charter One Realty.

3 Tupelo Road, Hilton Head Island
$1,299,900
3 Beds ⋅ 2 Baths ⋅ 1,809 SqFt. ⋅ HILTONHEAD-507403 MLS
Private Sea Pines Retreat with Pool & Coastal Vibe! Tucked beneath a canopy of mature oaks in Sea Pines, this inviting 3-bedroom, 2-bath coastal cottage captures the easy, breezy spirit of island living-whether as a primary residence, second home, or short-term vacation rental opportunity. A welcoming circular driveway offers plenty of parking for both owners and guests, setting the tone for relaxed gatherings from the moment you arrive. Inside, the light-filled interior comes alive with elevated ceilings and wide-plank flooring, creating a warm yet airy feel. The open-concept living space is anchored by a fireplace, perfect for cozy evenings, while the living, dining, and kitchen areas flow effortlessly-ideal for entertaining, reconnecting, and simply enjoying time together. The kitchen features generous counter space, stainless steel appliances, and a central island that keeps everyone part of the conversation. The sunroom adds a bright and cheerful retreat, bringing the outdoors in and offering the perfect spot for morning coffee, afternoon reading, or a quiet escape after a day in the sun. The layout provides comfortable bedroom separation, giving both owners and guests space to relax and unwind. Step outside and the lifestyle truly takes over. A private pool, multiple-level decks, and low-maintenance composite decking create the ultimate backdrop for outdoor living-from sunny afternoons poolside to evening dinners under the trees. Surrounded by lush landscaping, the setting feels private, peaceful, and effortlessly coastal. Imagine starting your morning with coffee in the sunroom, biking to the Beach Club by midday, and ending the day with a swim in your private pool as the island quiets down around you. Enjoy easy access to Harbour Town, Lawton Stables, and miles of leisure trails-placing the very best of Sea Pines right at your fingertips. Come experience the energy, the setting, and the lifestyle-this is Hilton Head living at its best. Schedule your private showing today.

3 Tupelo Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Coastal Luxury Real Estate.

134 Club Course Drive, Hilton Head Island
$1,295,000
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.

18 Spinnaker Court, Hilton Head Island
$1,275,000
3 Beds ⋅ 4 Baths ⋅ 2,343 SqFt. ⋅ HILTONHEAD-507484 MLS
Great location in the heart of Harbour Town! Enjoy decks with distant views of the 18th fairway of Harbour Town Golf Links and Calibogue Sound.This spacious 3-bedroom, 3.5-bath townhome offers over 2,300 square feet along with multiple outdoor living areas. The layout features living and dining areas on the first floor, with the primary suite located upstairs.Interior highlights include high ceilings, a wet bar in the living room, hardwood floors, and granite countertops throughout.Enjoy unbeatable proximity to all that Harbour Town has to offer, including the marina, shops, dining, tennis, and world-class golf-everything just steps away. This is a prime location you won't want to miss!

18 Spinnaker Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

28 Forest Drive, Hilton Head Island
$1,274,000
4 Beds ⋅ 2 Baths ⋅ 2,137 SqFt. ⋅ HILTONHEAD-509061 MLS
This charming Greenwood Forest home has everything you need for a vacation retreat or full-time living. Inside, you'll find high ceilings, wood floors, and a comfortable flow throughout. A sunny Carolina room and separate casita offer plenty of options for how to use the space, while the private deck is ideal for relaxing outdoors. The double driveways make it easy to welcome guests at the front or access the garage privately. Neighborhood perks include a pool, playground, and basketball and tennis courts. Walk to shopping and dining, short bike ride to golf, harbor and beach.

28 Forest Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Keller Williams Realty.

50 Oyster Landing Lane, Hilton Head Island
$1,256,000
2 Beds ⋅ 2 Baths ⋅ 2,182 SqFt. ⋅ HILTONHEAD-509233 MLS
Fantastic turnkey Oyster Landing Lane home remodeled in 2020 and in 2022, 2 bedroom plus sleeping den/office area, all on one floor, den, living room, large dining area and one-car garage. New quartzite counters and sinks in Primary bath and #2 bathroom was fully renovated. Front gated courtyard provides lovely private sitting area Backyard all fenced-in with turf grass. Deck replaced with Trex surface and stainless steel rails and a power rear awning. Incredible golf and lagoon view. Just move in with nothing to do! Oyster Landing has a tennis court and pool for Oyster Landing residents only.

50 Oyster Landing Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

82 Club Course Drive, Hilton Head Island
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 2,419 SqFt. ⋅ HILTONHEAD-502739 MLS
Fantastic opportunity in Sea Pines! This fully furnished turnkey 4BR/3BA home with a private pool is priced under $1.3M and ideally located near the main gate and Sea Pines Country Club with a short bike ride to the beach. Enjoy a quiet wooded setting that backs up to SPCC golf course, offering exceptional privacy with no homes behind you. Inside the home is beautifully updated and features a light filled open floorplan, smooth ceilings, coastal colors, hard wood flooring, walls of windows and sliders viewing out to pool, updated eat-in kitchen, white custom self-closing cabinetry, stainless steel appliances, granite countertops, all new LED lighting. Kitchen opens to spacious living room with vaulted ceilings, wood beam accents, and a brick fireplace. A separate suite above the garage provides ideal guest accommodations or private space for teens. With over $50,000 in annual rental income and room to grow, this home presents an excellent opportunity as a primary residence, second home, or income-producing property-allowing immediate enjoyment or effortless rental potential. Additional upgrades include a new roof (2021), new A/C (December 2022), and new plumbing (2025), new irrigation system (2025), resurfaced pool/tile with equipment upgrades (2021 & 2022), and extensive interior and exterior electrical work! A rare blend of value, convenience, and lifestyle in Sea Pines. A must-see home. Owner is a licensed real estate agent.

82 Club Course Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Keller Williams Realty.

53 Lawton Road, Hilton Head Island
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 1,657 SqFt. ⋅ HILTONHEAD-511539 MLS
Welcome to this calming, nature oriented, three bedroom, three bath home with multiple primary suites. Its a great vacation, second, or primary home within a mile of the beach located in beautiful Sea Pines. Renovations in 2022 include new primary bedroom closet and bath featuring shower, tub, and heated tile floor and towel rack. After a great day at the beach, relax in the salt water hot tub (2026) or use the outdoor shower to cool off. Updates include plumbing, windows, duct work, and mosquito system for the yard. Detached storage building is convenient for bikes and other items.

53 Lawton Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: RE/MAX Island Realty.

3 Braddock Bluff Drive Unit 1730, Hilton Head Island
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 1,329 SqFt. ⋅ HILTONHEAD-505492 MLS
Best 3BR Bluff villa to ever hit the market! This villa has been through an amazing renovation to include new open kitchen, engineered wood flooring, crown molding, all new interior doors, plantation shutters, beautiful baths, quartz countertops, and all new custom soft close cabinetry/built-ins by Peacock Cabinetry. This villa is in a perfect location with stunning water/marsh views, beach access across the street, and close proximity to the South Beach Marina shops and restaurants. Great investment or second home. Just move in and start enjoying life at the beach!

3 Braddock Bluff Drive Unit 1730, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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