Search Beach Resorts & Hotels in Windward Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Windward Side Beach Resorts & Hotels

Our top choices for Windward Side beach hotels

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (88 reviews)
"Great place! … walking distance to restaurants as well as a good one on the property. The pool was nice .. although deep for young children. Thanks to the staff you made our trip very memorable!!"
United States
Kevin
The price is 3.551.715 ₫
4.176.817 ₫ total
includes taxes & fees
19 May - 20 May
Saba Arawak Hotel

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (57 reviews)
"The Sunshine cottage has a shower overlooking the ocean"
United States
Dana
The price is 2.606.076 ₫
2.789.028 ₫ total
includes taxes & fees
31 May - 1 Jun
El Momo Cottages

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
"Marisol and Anton were absolutely wonderful hosts. The room itself was huge and gorgeous, the bed was comfortable and the shower was hot. The views were second to none, but the service was what truly made the difference. You are in excellent hands and Anton is an amazing chef, the best on the island! We would definitely return happily!!!!! We are experienced travelers and this was our favorite hotel stay ever!!!"
United States
Sonja
The price is 4.477.712 ₫
4.791.231 ₫ total
includes taxes & fees
13 May - 14 May
Quill Gardens Boutique Hotel

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very good, (1 review)
  • cleanliness
    Discover beachfront bliss at this bed & breakfast, where a striking black sand shoreline meets island comfort just steps from your room.
"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
The price is 5.172.666 ₫
5.534.884 ₫ total
includes taxes & fees
28 May - 29 May
Barrel House St. Eustatius

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (17 reviews)
"The Talk of the Town is a stunning nice, cosy hotel with a small compound of summer houses and swimming pool. Most exciting and many thanks! Raymond"
United States
Raymond
The price is 2.821.933 ₫
3.019.468 ₫ total
includes taxes & fees
27 May - 28 May
Talk of the Town Inn & Suites

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (61 reviews)
  • cleanliness
    Discover coastal serenity with direct beach access, ocean and bay views, and a refreshing pathway leading to crystal waters.
"You can walk across the street to the beach for swimming and snorkeling."
United States
Larry
The price is 4.994.189 ₫
5.343.772 ₫ total
includes taxes & fees
16 May - 17 May
The Old Gin House
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.

Choose what matters most at beach hotels in Windward Side

Top Windward Side Hotel Reviews

Frequently asked questions

What is Windward Side like for travellers who love the beach?
Find a great place to stay in Windward Side, which has a lot to offer the traveller looking to book a beach holiday.
When's the best time for a beach holiday 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 temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.
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 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 in Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.