Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Judi Trickett

Top hotels in Southside

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 19.042.850 ₫ per night from 2 Feb to 3 Feb
19.042.850 ₫
23.869.228 ₫ total
2 Feb - 3 Feb
includes taxes & fees
8.2/10 Very Good! (1,029 reviews)
beautiful views! loved the swim up bar and adult pools! wish it was a little more walkable, instead of taxing everywhere but they made it very easy to get taxi. food was okay

Reviewed on 9 Jan 2026

The Westin St. Thomas Beach Resort & Spa
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

3.5 out of 5
2 Estate Bakkeroe St. Thomas VI
The price is 24.033.390 ₫ per night from 2 Feb to 3 Feb
24.033.390 ₫
30.133.669 ₫ total
2 Feb - 3 Feb
includes taxes & fees
9.2/10 Wonderful! (145 reviews)
Just about everything about the Buoy House was commendable-- spotless room, well maintained facility, friendly and helpful staff. Only wish there were more beach chairs, and the beach wasn't the best- fairly narrow. But would gladly return.

Reviewed on 5 Jan 2026

Buoy Haus Beach Resort St. Thomas, Autograph Collection
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

3 out of 5
Havensight Mall Parcel 2 Charlotte Amalie St. Thomas
Fully refundableReserve now, pay when you stay
The price is 8.917.800 ₫ per night from 30 Jan to 31 Jan
8.917.800 ₫
10.784.869 ₫ total
30 Jan - 31 Jan
includes taxes & fees
9/10 Wonderful! (57 reviews)
Eggs was not eatable

Reviewed on 7 Jan 2026

Hampton by Hilton St. Thomas
See all 438 properties in Southside
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 Southside holiday package cost?
Get ready to book, because a trip to Southside starts from a tempting . When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
How do I get a cheap travel package to Southside?
Crafting your own Southside holiday package with Expedia is a smart way to save. We have access to more than 550 airlines and 1null000null000 properties across the globe. With such a wonderful range to pick from, you'll have no trouble putting together your next dream escape.
How far in advance should I book my Southside holiday?
It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you're booking late, don't worry. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Southside travel package include?
It comes down to what type of escape you have in the works. Southside holiday deals can include car rentals, flights and hotels. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Southside travel package?
Our prices are already low. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Southside Expedia holiday package?
With a holiday package, you're always in charge. Whether you'd like to fly to Southside in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Southside holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to amend or cancel your Southside holiday package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Want more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.