Photo by Meghan Watters

Find Beach Hotels in Windward Side

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Compare Windward Side Beach Hotels room rates, reviews, and availability. Most hotels are fully refundable.

El Momo Cottages
Property grounds

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (47)
"I had a wonderful visit at El Momo. I was in Saba for hiking and the cottages were nestled into the woods, giving the perfect setting for enjoying the natural surroundings. The view from the cottages was amazing, the pool was a perfect spot to relax after a day out. The staff was helpful and friendly. "
El Momo Cottages
Spyglass is a Private Villa With 360 View Near Windwardside.
Choose your breakfast spot...

Spyglass is a Private Villa With 360 View Near Windwardside.

9.8 out of 10, Exceptional, (64)
"We absolutely loved our week at Spyglass! The home has the feel of a traditional Saba cottage, with some of the BEST views in the Caribbean. We love this small island. The hiking is amazing, the diving is world class, and we love the local food. The home is in a private location, very peaceful and quiet. We would definitely choose to stay here again. If you lead an active lifestyle and enjoy walking/hiking, you can easily walk to the main areas in the village of Windwardside where the local...
Spyglass is a Private Villa With 360 View Near Windwardside.
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Althea from above it all

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

10.0 out of 10, Exceptional, (10)
"The people of Saba are very friendly. This location has many fantastic restaurant choices within a short walk. Our host Jeffery was wonderful. Very helpful. Because he lives next door he's always available. The cottage was roomy for the 2 of us. WiFi worked great and there's plenty of electrical outlets (American Style 110 volt). I can say enough nice things about this rental."
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What is Windward Side like for travelers who love the beach?
Find a great place to stay in Windward Side, which has a lot to offer the traveler looking to book a beach vacation.
How many beach hotels will I be able to find in Windward Side?
Expedia has 8 beach hotels in Windward Side that are great for your beachside getaway.
When's the best time for a beach vacation in Windward Side?
Plan your trip to the beach with a look at year-round temperatures in Windward Side: The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.
What is there to see and do around Windward Side?
After arriving and checking into your hotel, you’ll probably want to explore your surroundings. If you’re eager to check out the beaches, head to Cove Bay Beach or Well’s Bay Beach for some relaxation by the water. Make time for a range of local attractions, which include Saba Heritage Center and Dutch Museum of Saba. For additional things to see and do, consider a visit to Mt Scenery or Harry L Johnson Museum.
What's the best way to get to my beach hotel in Windward Side?
Here’s some information to help you get to and around your beach accommodation in Windward Side with ease. The closest major airport is Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city center. If you’d like to venture out around the area, you may want a rental car for your journey.