Windward Side Hotel with Pool

  • 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 Hotel with Pool

Tonight
31 Mar - 1 Apr
Tomorrow
1 Apr - 2 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Windward Side hotels with a pool

Outdoor pool

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (85 reviews)
"Well organised very clean room, nice balcony. Good wifi. the room had more kitchen equipment than expected, very convenient."
United Kingdom
Robert
The price is HK$1,057
HK$1,243 total
includes taxes & fees
3 Apr - 4 Apr
Saba Arawak Hotel
Outdoor pool, pool loungers

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (57 reviews)
"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!"
United States
colin
El Momo Cottages
Outdoor pool, pool loungers

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (14 reviews)
"Great location, nice people, clean."
Netherlands
Nadine
The price is HK$831
HK$890 total
includes taxes & fees
7 Apr - 8 Apr
Talk of the Town Inn & Suites
Outdoor pool, pool loungers

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (60 reviews)
"Very awesome hotel, great history and staff was excellent, great job."
United States
Michael
The price is HK$1,435
HK$1,535 total
includes taxes & fees
2 Apr - 3 Apr
The Old Gin House
Exterior

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
"It was great time to stay with comfortable "
American Samoa
YONG
The price is HK$1,237
HK$1,329 total
includes taxes & fees
1 Apr - 2 Apr
Quill Gardens Boutique Hotel
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

Choose what matters most at hotels with a pool in Windward Side

Breakfast included
4 stars

Top Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

8/10 Good
"There is no shuttle. Someone at the airport got us a taxi. The hotel did not help in any way in us getting to the hotel. Important to know.....you are on your own to and from the hotel. Heads up hotel.com would not let me post this"
scott 3-night trip
Posted 3 weeks ago
The Old Gin House
El Momo Cottages

El Momo Cottages

10/10 Excellent
"Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view. "
lucy 2-night trip
Posted 3 weeks ago
El Momo Cottages

Frequently asked questions

What are some accommodation options with pools in Windward Side?
Saba Arawak Hotel: Features complimentary high-speed (wired) Internet access, an outdoor pool and free self parking. El Momo Cottages: Offers complimentary wireless Internet access, an outdoor pool and laundry facilities. Spyglass is a Private Villa With 360 View Near Windwardside.: Features kitchens, a pool and televisions. Flamboyant Cottage - Spectacular View & Pool: Offers complimentary wireless Internet access, a pool and kitchens. Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
What is there to see and do in Windward Side?
Take in the natural beauty with a stop at Mt Scenery. During your stay, visit sights such as Dutch Museum of Saba, Saba Heritage Center and Harry L Johnson Museum.
When is the best time to book a hotel with a pool in Windward Side?
Taking the local weather in Windward Side into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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.