Headlands Real Estate

Headlands Real Estate

Welcome to Headlands, a charming subdivision nestled in the heart of Hilton Head Island, South Carolina. Known for its serene landscapes and inviting community atmosphere, Headlands offers a unique blend of coastal living and suburban comfort, making it an ideal choice for families, retirees, and anyone looking to embrace the Lowcountry lifestyle.

As you explore this delightful neighborhood, you'll be captivated by the lush greenery and picturesque views that characterize the area. Headlands is strategically located just moments away from some of the island's most beautiful beaches, allowing residents to indulge in sun-soaked days by the ocean. The community is designed with accessibility in mind, featuring well-maintained roads and pathways that make it easy to navigate and enjoy the surrounding natural beauty.

In addition to its stunning scenery, Headlands boasts a variety of amenities that cater to an active lifestyle. Residents can take advantage of nearby parks, golf courses, and recreational facilities that encourage outdoor activities and social gatherings. The vibrant local culture is reflected in the array of dining, shopping, and entertainment options available within a short drive, ensuring that there's always something to do.

With its friendly atmosphere and commitment to community, Headlands is more than just a place to live; it's a place to thrive. Whether you're looking to purchase your dream home or find the perfect vacation getaway, Headlands offers a welcoming environment that captures the essence of Hilton Head Island living. Come discover the charm of Headlands and experience the magic of coastal South Carolina for yourself!

Newest Listings in Headlands

$1,249,000
3 Beds 3 Baths HILTONHEAD-512235 MLS
Price improvement! Nestled within 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. 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. All just minutes from Hilton Head's world-class beaches, golf, and amenities, your island retreat awaits. Engineered hardwoods accent the living areas, expansive windows allow tons of natural light in, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage and office space with its private access to the fenced yard only add to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include Spring Lake 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

Courtesy of RE/MAX Island Realty

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This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.