
Windward Side Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Stills 'n' stories
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Windward Side Vacation Packages
Windward Side Hotel Deals

Saba Arawak Hotel
The peak, Windward Side, Saba
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (73 reviews)
Room was cleaned everyday and the staff I met was very courteous. Thanks Saba Arawak Hotel
Reviewed on Oct 28, 2025

El Momo Cottages
Booby Hill, Windward Side, Saba
The price is ¥17,090 per night from Nov 17 to Nov 18
¥17,090
¥18,280 total
Nov 17 - Nov 18
includes taxes & fees
8.4/10 Very Good! (54 reviews)
Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful.
Reviewed on Jul 20, 2025

Flamboyant Cottage - Spectacular View & Pool
Windward Side
9.6/10 Exceptional! (33 reviews)
Spectacular
So lovely , whimsical, the view, the pool was so wonderful to cool off. Saba is magical.The cottage was clean and so many outdoor sitting spots.Could not recommend it more
Reviewed on Mar 18, 2025
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.
What to do in Windward Side

5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.
¥175,559
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


