Windward Village Homes with Deck Exterior features

Welcome to Windward Village, a hidden gem nestled in the picturesque Hilton Head Island, South Carolina. Known for its stunning landscapes and tranquil atmosphere, this charming subdivision offers an idyllic coastal lifestyle that perfectly blends relaxation and recreation.

Windward Village is a vibrant community that captures the essence of Lowcountry living. Here, you’ll find an array of beautifully designed homes, each thoughtfully crafted to provide comfort and style. One of the standout features of these residences is their inviting deck exteriors, perfect for soaking up the sun or enjoying a gentle ocean breeze. Picture yourself sipping morning coffee or hosting evening gatherings on your spacious deck while surrounded by lush greenery and the sounds of nature.

This subdivision is not just about beautiful homes; it’s about a lifestyle. Residents of Windward Village enjoy proximity to pristine beaches, world-class golf courses, and an array of outdoor activities that Hilton Head Island is renowned for. Whether you prefer biking along scenic trails, indulging in fresh seafood at local eateries, or simply unwinding on the beach, this community offers something for everyone.

Windward Village is more than just a place to live; it’s a community where neighbors become friends and memories are made. With its stunning homes featuring deck exteriors and an unbeatable location, Windward Village invites you to embrace the charm of Hilton Head Island living. Discover your dream home in this serene subdivision and experience the beauty and tranquility that awaits you!

Newest Windward Village Homes with Deck Exterior features

$619,000

2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ 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.

$509,900

2 Beds ⋅ 2 Baths ⋅ 1,061 SqFt. ⋅ HILTONHEAD-506348 MLS

Refreshed and move-in ready! Great opportunity to be in Shipyard! This light and bright end-unit villa features a rare first-floor living floor plan and is ideally located in the hidden gem of Windward Village. Just inside the back gate of Shipyard, this fee-simple home offers walkable access to everything the Coligny area has to offer while enjoying the peace and privacy of a gated community with three 9-hole golf courses and an on-site pool with hot tub. The first-floor primary suite allows for easy, stair-free living and includes a newly remodeled full bath and generous closet space. Also on the main level are a spacious living room, built-in office alcove, and a large dining area highlighted by a wall of windows with unobstructed golf course views. The kitchen is equipped with all-new stainless steel appliances. Upstairs, you'll find a large, versatile loft currently used as a second bedroom, complete with a full bath and an oversized walk-in closet. Recent upgrades include a newly rebuilt rear deck, composite front deck, updated plumbing, new carpeting, and luxury vinyl flooring. This charming villa is ideal for full-time living, a vacation retreat, or taking over a successful 5-star rated short-term rental program with bookings already in place.

109 Windward Village Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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