Windward Village Villas in Shipyard, Hilton Head

Vacation Rentals at Windward Village
7 villas
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- 2 bed
- 2 bath
- Sleeps 6
Beds: King · 2 singles
Lowest rates at Windward Village
From $97
a night
All fees included
- 2 bed
- 2 bath
- Sleeps 6
Beds: King + queen + sofa bed
From $160
a night
All fees included
Snowbird stays welcome
Flats and townhouses with screened decks, a pool and a spa, just inside Shipyard’s Pope Avenue gate near Coligny.
- Style
- one-bedroom flats and two-bedroom townhouses
- Decks
- screened, in most villas
- On site
- pool and spa
- Views
- pool, lagoon or fairway
- Gate
- just inside the Pope Avenue gate
Windward Village is a villa complex on Windward Village Drive, off Cordillo Parkway just inside the Pope Avenue gate of Shipyard on Hilton Head Island, past the Townhouse Tennis villas. Its villas range from one-bedroom flats to two-bedroom townhouses, most with large screened decks, set around a community pool and spa.
It is one of the Shipyard rentals we cover, and a handy base for Coligny Plaza’s shops and restaurants, which are just outside the gate.
Where it is
Get directionsThe Villas
Flats have one bedroom and one and a half baths in about 800 square feet. Townhouses have two bedrooms and two and a half baths in up to about 1,230 square feet, and some have two primary suites. Views are of the pool, the lagoons or the fairways. Parking is at the curb, with carports at some units.
Location
Windward Village is at the Pope Avenue end of Shipyard, so Coligny Plaza and Coligny Beach Park are just outside the gate. The Shipyard Beach Club, which guests staying inside the gate can use, is at the far end of Shipyard Drive, a bike ride across the community past Shipyard Golf Club.
Booking Windward Village
Villas are owned one by one. Companies renting them include Hilton Head Rentals, and some are also on Vrbo. Each owner sets the pet rules and the minimum stay, so check the listing. Shipyard is gated. Whoever you book with authorizes a pass for your stay, which you pick up at the Pope Avenue gate or the US 278 gate. Staying inside the gate also gives you use of the Shipyard Beach Club.
More Shipyard Rentals

Villas with prices
Townhouse Tennis Hilton Head: three-bedroom townhouses near Shipyard’s Pope Avenue gate, with private clay tennis courts, a pool and wooded grounds.

Villas with prices
Golfmaster Hilton Head: townhomes and flats near the Shipyard entrance with a pool, tennis and pickleball. Compare villas and weekly prices.

Villas with prices
Waterford Shipyard: 34 two-bedroom townhomes on the Galleon fairways inside the US 278 gate, with a pool. Compare villas and weekly prices.

Shipyard Hilton Head rentals: villas and condos inside the gate, the complexes closest to the beach, how booking works, gate passes and bike rules.
Frequently Asked Questions
Updated
Where is Windward Village in Shipyard?
On Windward Village Drive, off Cordillo Parkway just inside the Pope Avenue gate, near Coligny Plaza.
What size are Windward Village villas?
From one-bedroom, one-and-a-half-bath flats of about 800 square feet to two-bedroom townhouses of about 1,230 square feet.
Does Windward Village have a pool?
Yes, a community pool and a spa.
How far is Windward Village from the beach?
Coligny Beach Park, a public beach, is near the Pope Avenue gate. The Shipyard Beach Club, which guests staying inside the gate can use, is a bike ride away at the far end of Shipyard Drive.
How much does a week at Windward Village cost?
A week typically runs from about $700 to $3,300, with taxes and the rental company’s fees included, across the 7 villas we have prices for. Open a villa and pick your dates for its exact price, straight from the rental company; its quote when you book is final.
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