Windward Golf Villa Rentals & Stay And Plays

Find villas near Windward - We found 142 exact matches

About Windward Villa on StayAndPlay

Discover a wide selection of luxurious golf villas and other golf retreats near Windward. These one-of-a-kind accommodations are all about exceptional comfort, featuring amenities like private decks, WiFi, hot tubs, panoramic views, and more—perfect for your next golf getaway.

Planning a romantic escape, a family vacation, or a fun getaway with friends? StayAndPlay has you covered with a fantastic range of golf villas, cozy golf cabins, and charming golf hotels. Each stay is designed to help you unwind in style, offering distinctive charm and all the comforts you need to relax.

StayAndPlay’s golf retreats are located in some of the best golf destinations, including Windward. Choose from serene forest hills, peaceful mountain retreats, or lakeside golf villas, many with private pools, spacious bedrooms, and extras like outdoor fire pits and stargazing decks for those magical evenings.

Booking your perfect golf retreat in Windward is a breeze with StayAndPlay. Browse our collection and take advantage of exclusive deals, available through our platform and top vacation rental sites like Airbnb and VRBO. Get ready for a golf trip you’ll never forget with StayAndPlay

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Frequently Asked Questions About Windward Rental Villas

There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Windward:

At StayAndPlay, the average rental fee for standard villas in Windward is $330 per night. StayAndPlay.com has a large database of quality villas near Windward that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Yes, here are the top villas rentals in Windward that are pet friendly:See all pet-friendly vacation rentals in Windward on StayAndPlay
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Windward to find what works for you.
Based on the 2025 data from our StayAndPlay site, there are more than 142 private swimming pools or villas with indoor pools in or near Windward.
There are 142 villas in or near Windward that have hot tubs. The most popular places to stay with hot tubs include:See all holiday vacation rentals in Windward on StayAndPlay
Most definitely! There are many luxury villas in Windward. Use our search filter to discover all of our luxury villas, and choose the one that matches your taste. Sorting by price is another way to find the most expensive villas in Windward.