Search for Cheap Deals on
4 Star Hotels in Windward Side

Photo by Meghan Watters

Check Last Minute Windward Side Hotel Deals

Tonight Nov 16 - Nov 17Next weekend Nov 22 - Nov 24

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!

Featured 4 Star Windward Side Hotels

Quill Gardens Boutique Hotel
4 out of 5
  • 26 min drive from Dutch Museum of Saba
The price is $196 per night from Nov 17 to Nov 18
$196
includes taxes & fees
Nov 17 - Nov 18
Stay at this 4-star business-friendly guesthouse in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Government Guesthouse ...
Quill Gardens Boutique Hotel
Queen’s Hotel Saba
4 out of 5
  • 9 min walk from Dutch Museum of Saba
Stay at this 4-star resort in The Bottom. Enjoy free WiFi, breakfast (surcharge), and in-room massages. Popular attractions Catholic Church and Mt Scenery are ...
Get rates
Queen’s Hotel Saba
Don't see what you're looking for?
See all available properties in Windward Side
View all properties
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.

4-star hotels in Windward Side

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Windward Side for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.

No fault in our stars

So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in Windward Side as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.

Stars that shine

You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag Windward Side 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:

  • Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
  • Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in Windward Side starting at $196 per night.
  • Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.

Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded Windward Side 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.