Headlands Homes with Pool Association amenities

Welcome to Headlands, a hidden gem nestled in the picturesque Hilton Head Island, South Carolina. This charming subdivision offers a unique blend of coastal living and community spirit, making it the perfect place to call home. With its lush landscapes and serene environment, Headlands is designed for those who appreciate both tranquility and the vibrant lifestyle that Hilton Head Island has to offer.

One of the standout features of Headlands is the Homes with Pool Association, where residents can indulge in the luxury of having a pool just steps away from their doorstep. Imagine spending warm Southern afternoons lounging by the pool, soaking up the sun, and enjoying the company of neighbors and friends. The pool area is not just a place to cool off; it’s a social hub where memories are made, from summer barbecues to festive gatherings.

In addition to the pool amenities, Headlands boasts beautifully designed homes that reflect both modern elegance and classic charm. Each residence is thoughtfully crafted, offering spacious layouts, contemporary finishes, and outdoor spaces perfect for entertaining or simply enjoying the coastal breeze.

Living in Headlands means embracing an active lifestyle, with easy access to pristine beaches, world-class golf courses, and an array of dining and shopping options nearby. Whether you’re an outdoor enthusiast or someone who enjoys a laid-back lifestyle, this community has something for everyone.

Discover the perfect blend of comfort, community, and coastal charm at Headlands, where your dream home awaits!

Newest Headlands Homes with Pool Association amenities

$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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