Photo by Stills 'n' stories

Find Beach Hotels in Windward Side

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windward Side Beach Hotels

Top Windward Side Beach Hotels

Outdoor pool, sun loungers
El Momo Cottages

El Momo Cottages

3.0 star property
Windward Side
8.6 out of 10, Excellent, (54)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is AED 419
AED 447 total
includes taxes & fees
23 Nov - 24 Nov
El Momo Cottages
Outdoor dining
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

windwardside
9.8 out of 10, Exceptional, (69)
"This property is absolutely stunning! Views are amazing and just a really great place to stay. "
United States
Wendy N.
Spyglass is a Private Villa With 360 View Near Windwardside.
Property grounds
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

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

Windward Side
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay very much. The cottage had everything we needed and more! Appreciate Jeff and all his knowledge. He was always available to answer questions etc. We loved being able to walk right down to Windward side and surrounding areas. We would stay again for sure! "
United States
Holly H.
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

10/10 Excellent
"Spacious room with a fabulous view. Friendly staff, convenient location. "
Rosalynn 6-night trip
Posted 11 days ago
The Old Gin House
El Momo Cottages

El Momo Cottages

10/10 Excellent
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Georgina 2-night trip
Posted 5 months ago
El Momo Cottages

Explore a world of travel with Expedia

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.
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 Well's Bay Beach or Cove Bay Beach for some relaxation by the water. Make time for a range of local attractions, which include Dutch Museum of Saba and Mt Scenery. For additional things to see and do, consider a visit to Saba Heritage Center 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.