Water Island Vacations & Trips from $881

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The Latest Water Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,205, price is now $881 per person
$881
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
7/10 Good! (1,385 reviews)
Very convenient area to stay.

Reviewed on Aug 21, 2025

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Save 100% on your flight
Price was $2,871, price is now $2,087 per person
$2,087
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (127 reviews)
This property is situated in the heart of the town. We felt very welcome and just like family. Overlooking the ocean was another big plus. You’re just steps away from the white sands of St. John and arm length away from amazing people and culture. Hy stay anywhere else.

Reviewed on Aug 6, 2025

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,209, price is now $895 per person
$895
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
8/10 Very Good! (2,182 reviews)
Loved everything about it , especially the breakfast in the store

Reviewed on Aug 23, 2025

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,216, price is now $902 per person
$902
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
7.8/10 Good! (161 reviews)
Really enjoyed my stay close to ferry and all staff was so polite and gave great recommendations to dining and places to visit . Even though hurricane Erin made an appearance the staff was very assuring. I felt safe . All the staff at front desk was great wish I could remember all there names but I do remember Khadijah, I would definitely stay there again !!!!

Reviewed on Aug 21, 2025

Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Save 100% on your flight
Price was $3,091, price is now $2,313 per person
$2,313
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (71 reviews)
Absolutely incredible! Stunning, breathtaking views! Tiffany was great with communication. Most perfect spot for our 10 year anniversary! Quiet, peaceful, secluded mountain top resort. 10/10 recommend!

Reviewed on Aug 23, 2025

Best Places to Vacation in Water Island

Water Island Hotel Deals

Virgin Islands Campground

Virgin Islands Campground

2 out of 5
64 Water Island, St. Thomas
9.2/10 Wonderful! (115 reviews)
"I thoroughly enjoyed my stay at the Camp grounds! This trip was a solo trip for me and I used it just for a little me time. Great place to relax and do exactly nothing. The cabin was nice and cozy. Open to nature and you will hear it as you rest and relax. I realize no place is perfect and perfection ..."

Reviewed on May 6, 2025

Get rates
Virgin Islands Campground
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
$260 nightly
The price is $293 total per night from Aug 25 to Aug 26
$293 total
Aug 25 - Aug 26
Total with taxes and fees
8/10 Very Good! (2,197 reviews)
"Loved everything about it , especially the breakfast in the store"

Reviewed on Aug 23, 2025

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

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
$358 nightly
The price is $402 total per night from Sep 23 to Sep 24
$402 total
Sep 23 - Sep 24
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
"Everything was amazing at the hotel especially the staff."

Reviewed on Aug 22, 2025

The Westin St. Thomas Beach Resort & Spa
See all 3,775 properties in Water Island
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.
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Frequently asked questions

How much does a Water Island vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Water Island from just $881. And the more you bundle, the more you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Water Island?
You'll save tons of cash if you combine your flights, hotels and car rentals into a Water Island travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels worldwide, which means you'll always have plenty of options to choose from. Eager to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
How far in advance should I book my Water Island vacation?
To land cheap prices, book as soon as you can. Airlines usually advertise flights, along with some of the lowest fares, up to 12 months ahead of time. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway in Water Island, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Water Island travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to organizing your ideal Water Island getaway.
What should I know before booking a Water Island travel package?
You can save big by bundling your flights, hotels and rental cars. Once you've created your package, you can add on tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Water Island Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to choose from across the world. With all that choice at your fingertips, finding the perfect carrier to whisk you off to Water Island will be a breeze.
Does Expedia offer Book Now, Pay Later Water Island vacation packages?
Thanks to the proud partnership between Expedia and online lender Affirm, you can split the cost of your vacation package over multiple installments. For financial freedom, have a look at our Book Now, Pay Later option and figure out a payment schedule to match your circumstances.
If I'm not able to travel, can I cancel my Water Island vacation package?
Yes you can, and we're here to help. You may be able to change or cancel your Water Island vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.