Windward Side Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €185 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
Top hotels in Windward Side
Saba Arawak Hotel
The peak Windward Side Saba
8.4/10 Very Good! (84 reviews)
It's on the windward side of the island...realize that!!!! Staff is really nice, the hike to "town" (no shops, few restaurants) is easy..
Reviewed on 8 Mar 2026
El Momo Cottages
Booby Hill Windward Side Saba
The price is €92 per night from 10 Apr to 11 Apr
€92
10 Apr - 11 Apr
includes taxes & fees
8.6/10 Excellent! (57 reviews)
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.
Reviewed on 9 Mar 2026
Spyglass is a Private Villa With 360 View Near Windwardside.
windwardside Saba
9.8/10 Exceptional! (69 reviews)
World Class experience
The villa is even more beautiful than the pictures. The views and gardens are even more vibrant and incredible than we expected. We were amazed at the incredible construction and attention to detail in the house. The building itself looks like much of the wood work and interior is custom built and ...
Reviewed on 14 Mar 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.
€990
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
