Windward Village Homes with Porch Exterior features

Welcome to Windward Village, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a perfect blend of coastal living and community spirit, making it an ideal destination for families, retirees, and anyone seeking a tranquil escape.

Windward Village is renowned for its picturesque streets lined with beautiful homes, each boasting delightful porch exteriors that invite you to relax and enjoy the gentle sea breeze. Imagine sipping your morning coffee or unwinding with a good book on your spacious porch, surrounded by lush greenery and the soothing sounds of nature. These porches not only enhance the aesthetic appeal of the homes but also provide a perfect gathering space for friends and family.

The community is designed with a focus on outdoor living, encouraging residents to embrace the beautiful South Carolina climate. With easy access to pristine beaches, scenic parks, and a wealth of recreational activities, Windward Village is a haven for those who love the outdoors. Whether you’re biking along the shoreline, playing a round of golf, or simply taking a leisurely stroll through the neighborhood, you’ll find that every day feels like a vacation.

In addition to its stunning homes and inviting porches, Windward Village fosters a strong sense of community. Neighbors become friends, and local events bring everyone together, creating a warm and welcoming atmosphere. If you’re searching for a place that combines comfort, beauty, and a vibrant community spirit, Windward Village is the perfect place to call home. Come discover the charm of this idyllic subdivision and start living your coastal dream today!

Newest Windward Village Homes with Porch 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.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.