Water Island Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Our pick of the best Water Island Hotel Deals
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
NZ$642
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (1,373 reviews)
"Westin is a great resort stay. Coordinating transportation was a little tricky but overall a great experience. The walk to the beach was not bad but includes LOTS of stairs so be prepared. Sugarfin restaurant was my favorite because it’s right on the beach and the food /service was great. And added ..."
Reviewed on 7 Aug 2026
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
NZ$422
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (708 reviews)
"Everyone was very accommodating and helpful. We would stay there again."
Reviewed on 7 Aug 2026
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.
Frequently asked questions
How much does a Water Island holiday package cost?
Starting from an incredible , you can tailor make your Water Island holiday package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Water Island?
Creating your own Water Island holiday package with Expedia is one of the easiest ways to save. We have more than 550 airlines and 1 000 000 hotel options all over the world. With such an awesome range to select from, you'll have no difficulty creating your ideal trip.
How far in advance should I book my Water Island holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Water Island are still known to appear just weeks before departure.
What does an Expedia Water Island travel package include?
Expedia has all you need to organise your Water Island getaway, but what goes into your package is entirely up to you. Choose from a combination of flights, rental cars and hotels. Looking for some tours or experiences to keep you entertained? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to meet your needs.
What should I know before booking a Water Island travel package?
Locking in all the parts of your escape together is a great way to save. Combine your car rentals, airfares and hotels into a tidy package. But it's not just hotels. Expedia offers all sorts of properties, including holiday homes like beachfront villas and city residences. You've got loads of choices!
If I'm not able to travel, can I cancel my Water Island holiday package?
You can cancel your Water Island booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
Stay near popular Water Island attractions
Honeymoon Beach
Why not spend a lazy afternoon at Honeymoon Beach during your trip to Estate Western Water Island?
What to do in Water Island
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
NZ$206
per adult
98% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
NZ$137
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
