Windward Resorts & All Inclusive Resorts

Discover the 2537 Best Resorts in Windward

About Windward Resorts on Rent By Owner

Many resorts feature condos and RBO-style homes available for booking. Windward has a variety of resorts & a lot of options for travelers. Gain access to more than 2537 resorts near Windward, as well as fun things you can do while there.

There are several resorts in the Windward area, several with gyms, wifi, spas, private pools & pet-friendly rooms. They can serve as a great option for different categories of travelers; be it a honeymoon resort for newly-married couples, a wedding resort for a destination wedding to be remembered, a golf resort for golf lovers, or resorts that are perfect for conferences and business meetings.

All inclusive Windward resorts may also be available for couples, families, or groups, and for both short & long-term travelers. These resorts come with top amenities such as spas, hot tubs, pools, TVs, bars, fine and casual dining, gardens, and children's entertainment areas.

Rent By Owner’s large selection of resorts in or near Windward may give you a great alternative to staying in a vacation rental and help you find the right accommodation for your next trip.

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Frequently Asked Questions About Windward Resorts

Most of our listed resorts are suitable for families in Windward. Filter your all-inclusive resorts Windward with a family-friendly option to see which ones are right for you.
Yes, there are more than 2537 resorts in Windward that have indoor and private swimming pools. Check out our filter option and find your best resort near Windward.
At RBO, the rate for luxury resorts in Windward per night starts from $117. Our partner provides these prices & we calculated the average daily rate in Windward. Please see our partner's price for more details.
Yes. We have all-inclusive resorts in Windward that allow pets. Some of the top pet-friendly resorts in Windward are:

You can see all pet-friendly places to stayin Windward on Rent By Owner

Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Windward are:
Some of the resorts in Windward have been described as romantic by other travelers: