Water Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Zain Gillani
  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Our pick of the best Water Island Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is NZ$430 per night from 11 Nov to 12 Nov
NZ$430
11 Nov - 12 Nov
includes taxes & fees
9/10 Wonderful! (945 reviews)
"My babe and I truly enjoyed our stay at Bluebeard’s Castle Resort in St. Thomas, Virgin Islands! ❤️🌴🌊 The ocean view was absolutely breathtaking, and the resort is conveniently located near everything! My only recommendation is to rent a car during your stay. Although the resort is close to everything, ..."

Reviewed on 6 Nov 2026

Bluebeard's Castle Resort
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is NZ$920 per night from 29 Nov to 30 Nov
NZ$920
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (1,571 reviews)
"Buffets were always cold food unless you ordered from the 1 hot station 55.00 for breakfast is crazy high The adult pool was dirty and never saw anyone clean it once. The scum on the pool was disgusting never mind the broken steps to get in No 2 bartenders make drinks the same Our room had a stained ..."

Reviewed on 6 Nov 2026

The Westin St. Thomas Beach Resort & Spa
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
The price is NZ$758 per night from 9 Nov to 10 Nov
NZ$758
9 Nov - 10 Nov
includes taxes & fees
8/10 Very good! (2,452 reviews)
"The hotel was good; the best part was the entertainment from 7 to 9 PM, which was a lot of fun—it’s sad it ends so early, leaving nothing else to do afterward. The room was excellent, but the one thing that really bothered me was the roosters around the hotel; they would wake me up every single day ..."

Reviewed on 6 Nov 2026

Margaritaville Vacation Club - St. Thomas
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

What to do in Water Island

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.