Search for Cheap Deals on
Independent in Windward Side

Photo by Meghan Watters

Check Last Minute Windward Side Hotel Deals

Tonight Dec 22 - Dec 23Next weekend Dec 27 - Dec 29

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!


Featured Windward Side Independent

The Old Gin House
The Old Gin House
3 out of 5
Oranjebaai 1, Oranjestad, Sint Eustatius
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Oranje and Lower Town Beach are located ...
The Old Gin House
Talk of the Town Inn & Suites
Talk of the Town Inn & Suites
3 out of 5
L.E. Saddler Road #9, Oranjestad, St. Eustatius
Stay at this 3-star hotel in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church are ...
Talk of the Town Inn & Suites
Saba Arawak Hotel
Saba Arawak Hotel
3 out of 5
The peak, Windward Side, Saba
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Windward Side. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Dutch Museum of Saba ...
Saba Arawak Hotel
El Momo Cottages
El Momo Cottages
3 out of 5
Booby Hill, Windward Side, Saba
Stay at this 3-star guesthouse in Windward Side. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage ...
El Momo Cottages
 Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4 out of 5
Road to English Quarter, Oranjestad, Sint Eustatius
Fully refundableReserve now, pay when you stay
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
Queen’s Hotel Saba
4 out of 5
Troy Hill #1, The Bottom, 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 ...
Queen’s Hotel Saba
Selera Dunia Boutique Hotel
Selera Dunia Boutique Hotel
3 out of 5
Wall Street, Windward Side, Saba
Stay at this 3-star business-friendly B&B in Windward Side. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jo Bean Glass Art Studio and ...
Selera Dunia Boutique Hotel
Barrel House St. Eustatius
Barrel House St. Eustatius
3 out of 5
Van Tonningen Weg, Oranjestad, Sint Eustatius
Stay at this 3-star beach B&B in Oranjestad. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Lower Town Beach and Fort Oranje are located ...
Barrel House St. Eustatius
Palm Spring Inn
Palm Spring Inn
3 out of 5
Erick R Gibbs Road 2, Cherry Tree, Sint Eustatius, Oranjestad
Stay at this 3-star apartment in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church ...
Palm Spring Inn
The Cottage Club Hotel
The Cottage Club Hotel
3.5 out of 5
17a Grey Bush Street, Windward Side, Saba
Stay at this 3.5-star hotel in Windward Side. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Jo Bean Glass Art Studio and Harry L ...
The Cottage Club 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.

Independent hotels in Windward Side

You’ve already taken the guesswork out of your next vacation. You know you want a Independent hotel in Windward Side. What can you say? You like their style, they’re in a good part of Windward Side, and they never let you down. New bar in town? You’re the first one to check it out. Spiciest item on the menu? You can take the heat. But even the best gamblers hedge their bets. No matter how crazy good your trip is, you want something familiar waiting for you at the end of the day.

All in a name

We all have favorites. There’s nothing wrong with knowing what you like. You like to stay at Independent near , Windward Side to do the tourist thing (because sometimes it is fun) and then hit up the places that aren’t on the map. And no matter what fun you get into, you have Independent hotels with their comfy beds and thoughtful amenities waiting to tuck you in.

As you like it

Have a price you want to stick to, so you can paint the town red? Maybe, it’s all about the hotel features. Who couldn’t use a hot tub? Pick your pleasure by:

  • Hotwire Hot Rate: Grab the Independent hotel in Windward Side at an absolute steal. After you book it, we’ll tell you the hotel name. You might nab that 4-star hotel for a 2-star price.
  • Price: How low can we go? Quite low in fact. Check out our prices per night, starting at $152.
  • Amenities: Grab a cocktail at the lounge and maybe wander upstairs to the rooftop terrace—all the stuff that makes a great vacay.

You’ve already done the hard part—figuring out where you want to stay. Now it’s time to use the money you saved to let the real fun begin. Underground shows? Off-beat attractions? Rooftop escapes? The choice is yours. The only thing wonderfully predictable about this trip is the Independent room you’ll be staying in.