Headlands Homes for Sale

Welcome to the enchanting Headlands subdivision, nestled in the heart of Hilton Head Island, South Carolina. This picturesque community is a hidden gem in Beaufort County, offering a harmonious blend of coastal charm and modern living. With its lush landscapes and serene atmosphere, Headlands is the perfect sanctuary for those seeking a tranquil lifestyle close to the vibrant culture and amenities of the island.

The homes for sale in Headlands boast an impressive array of architectural styles, from classic Lowcountry designs to contemporary masterpieces. Each residence is thoughtfully crafted, featuring spacious layouts, airy interiors, and stunning outdoor spaces that invite you to soak in the island’s natural beauty. Many homes come equipped with luxurious amenities, including gourmet kitchens, private pools, and expansive decks, perfect for entertaining friends or enjoying quiet evenings under the stars.

Living in Headlands means you’re just moments away from the pristine beaches and world-class golf courses that Hilton Head Island is famous for. Explore the nearby nature trails, indulge in fine dining, or partake in a variety of water sports—all just a stone's throw from your doorstep. The vibrant community spirit is palpable, with friendly neighbors and local events that foster a sense of belonging.

Whether you’re looking for a vacation retreat or a permanent residence, Headlands offers a unique opportunity to embrace the idyllic coastal lifestyle. Don’t miss your chance to find your dream home in this exceptional subdivision—where every day feels like a getaway! Explore the homes for sale in Headlands today and start your journey to island living.

Newest Headlands Homes for Sale

$749,000

3 Beds ⋅ 2 Baths ⋅ 1,635 SqFt. ⋅ HILTONHEAD-512909 MLS

Beautiful golf course views and easy one-level living await at 62 Cypress Marsh Drive in Hilton Head Plantation. This inviting 3-bedroom, 2-bath home is filled with natural light and features a spacious kitchen with newer cabinetry, LVP flooring throughout, vaulted ceilings in the living room, and a comfortable, functional floor plan. Enjoy peaceful views of Bear Creek Golf Course from the screened porch or paved patio, perfect for morning coffee, outdoor dining, or simply relaxing. Additional highlights include an oversized 2-car garage and a newer HVAC system. Well maintained and move-in ready, this home also offers access to Hilton Head Plantation's exceptional amenities, including community pool, a lazy river, miles of leisure trails, beach access, golf, and more.

62 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,110,000

3 Beds ⋅ 3 Baths ⋅ 2,832 SqFt. ⋅ HILTONHEAD-512235 MLS

Beat the rate hike and seize this HUGE opportunity to own a renovated home in the prestigious Hilton Head Plantation. This beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout, including show-stopping engineered hardwood flooring throughout the entire house. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. Unique newly added private office with its own private entrance adds 170 sf, giving you approx 3008 sf! Expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage with its private access to the fully FENCED yard only adds to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include SpringLake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views; miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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