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Check availability on Windward Side Beach Hotels

Our top choices for Windward Side beach hotels

Outdoor pool

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.6 out of 10, Excellent, (76 reviews)
"Friendly Staff "
Canada
Trilochan
Saba Arawak Hotel
Superior Cottage, 2 Twin Beds, Kitchenette, Ocean View | View from room

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55 reviews)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is AED 415
AED 443 total
includes taxes & fees
14 Feb - 15 Feb
El Momo Cottages
Exterior

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (24 reviews)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel
On the beach, scuba diving

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very Good, (54 reviews)
"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
United States
James
The price is AED 694
AED 743 total
includes taxes & fees
22 Jan - 23 Jan
The Old Gin House
Premium Bungalow, Non Smoking | Living area

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12 reviews)
"Great location, nice people, clean."
Netherlands
Nadine
The price is AED 480
AED 515 total
includes taxes & fees
20 Jan - 21 Jan
Talk of the Town Inn & Suites
View from property

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1 review)
"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."
France
Valérie
Barrel House St. Eustatius
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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Choose what matters most at beach hotels in Windward Side

Pool
Ocean view

Top Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

10/10 Excellent
"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
James 1-night trip
Posted 2 months ago
The Old Gin House
El Momo Cottages

El Momo Cottages

10/10 Excellent
"The staff is fantastic! Cabins are simple, clean and comfortable. Breakfast was delicious.The views are amazing! Be prepared to climb to enjoy the views. Lots of stairs but worth it!"
colin 3-night trip
Posted 2 months ago
El Momo Cottages

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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.
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 Mt Scenery and Saba Heritage Center. For additional things to see and do, consider a visit to Dutch Museum of Saba 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.