Find beach hotels & resorts in Windward Islands

With 5,969 unfiltered, genuine customer reviews of hotels in Windward Islands on the beach, you can read what people really think about their stay and get a feel for where would be perfect for you.  

From beachfront getaways overlooking a pretty pool or tranquil garden to luxury cliff-top hotels with dramatic ocean vistas, there are loads of stunning rooms with a perfect view. Use our ocean view filter for Windward Islands beach hotels with dreamy water views from your window.    

Prices for beachfront hotels in Windward Islands currently start at $207 a night going up to $931 for top-notch accommodation. Prices and availability are subject to change. Additional terms may apply. 

Use the family friendly filter to explore truly welcoming hotels offering kid-friendly amenities and fun-filled activities—from highchairs and cribs to water sports and beach games. 

It’s easy to cancel a booking, yes. Just log into your My Trips page and go to your itinerary to see your cancellation options. If you want peace of mind knowing you can cancel, penalty-free, book one of the many beach hotels in Windward Islands offering free cancellation. 

Get amazing deals on an exciting selection of hotels on the beach in Windward Islands, enjoy 24/7 customer service, and save more when you bundle your hotel, car rental, and flights together. With everything you need in one place, it’s easy to click, book, and travel with Expedia.   

Many condos, motels, hotels, and beach resorts in Windward Islands have a pool for you to dip into. To find them really easily, use our pool search filter.    

Currently, there are 57 tempting beach hotels in Windward Islands to choose from, with prices from just $207 a night. So, compare prices, amenities, and ratings in one place for a great wallet-friendly hotel.