Windward Village Real Estate

Welcome to Windward Village, a hidden gem nestled on the picturesque Hilton Head Island in Beaufort County, South Carolina. This enchanting subdivision perfectly captures the essence of coastal living, offering residents a serene environment surrounded by lush landscapes and stunning views.

Windward Village is renowned for its charming architecture and meticulously maintained homes, which embody the island's unique coastal style. With a variety of floor plans and designs, there’s a perfect abode for every lifestyle, whether you’re seeking a cozy retreat or a spacious family home. The community fosters a sense of belonging, where neighbors become friends and shared memories are created.

One of the highlights of living in Windward Village is its proximity to the island's pristine beaches. Just a short bike ride or leisurely stroll away, residents can bask in the sun, enjoy water sports, or simply unwind with a book by the shore. The area is also rich with recreational opportunities, including scenic golf courses, nature trails, and vibrant parks, making it an outdoor enthusiast's paradise.

Hilton Head Island is celebrated for its world-class dining, shopping, and cultural experiences. Residents of Windward Village can indulge in exquisite culinary delights at nearby restaurants, explore charming boutiques, or immerse themselves in the local art scene. The community also hosts various events throughout the year, fostering a lively atmosphere that showcases the best of island life.

In Windward Village, you’ll find not just a home, but a lifestyle that embraces relaxation, adventure, and community spirit. Discover the magic of coastal living in this inviting subdivision, where every day feels like a vacation!

Newest Listings in Windward Village

$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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