Windward Village Homes with Guard Association Amenities

Welcome to Windward Village, a picturesque subdivision nestled in the heart of Hilton Head Island, South Carolina. This charming community in Beaufort County offers a perfect blend of tranquil living and vibrant island lifestyle, making it an ideal place for families, retirees, and anyone seeking a slice of paradise.

Windward Village boasts beautifully designed homes that reflect the coastal charm of the Lowcountry. With a variety of architectural styles, each residence is thoughtfully crafted to provide comfort and elegance. The lush landscaping and serene surroundings create a welcoming atmosphere, inviting you to unwind and enjoy the beauty of nature right outside your doorstep.

One of the standout features of Windward Village is its exclusive Guard Association amenities, ensuring both security and a sense of community. Residents can take advantage of a range of recreational facilities, including a sparkling swimming pool, tennis courts, and walking trails that meander through the scenic landscape. Whether you’re looking to socialize with neighbors at community events or enjoy a peaceful afternoon stroll, Windward Village has something for everyone.

Additionally, the subdivision is conveniently located near some of Hilton Head Island’s finest attractions. From pristine beaches and world-class golf courses to charming shops and delectable dining options, you’ll find that everything you need is just a short drive away.

Discover the unique lifestyle that Windward Village offers, where comfort meets convenience in a stunning coastal setting. Your dream home awaits in this idyllic community, ready to create lasting memories in the heart of Hilton Head Island!

Newest Windward Village Homes with Guard Association Amenities

$639,000

2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511442 MLS

Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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