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 16.190.120 ₫ per night from 22 Jan to 23 Jan
16.190.120 ₫
20.589.038 ₫ total
22 Jan - 23 Jan
includes taxes & fees
8.2/10 Very Good! (1,034 reviews)
Cove view only, from our room. Swim up bar great.

Reviewed on 15 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 20.433.048 ₫ per night from 8 Feb to 9 Feb
20.433.048 ₫
25.993.845 ₫ total
8 Feb - 9 Feb
includes taxes & fees
9.2/10 Wonderful! (146 reviews)
Perfect view, room was directly on the beach and close to all amenities. Loved that all amenities from both resorts were available to us as well as snorkeling gear each day. Highly recommend.

Reviewed on 13 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 8.918.819 ₫ per night from 30 Jan to 31 Jan
8.918.819 ₫
10.786.101 ₫ total
30 Jan - 31 Jan
includes taxes & fees
9.2/10 Wonderful! (60 reviews)
Beautiful decorations, clean, great location, helpful staff Room needs more lighting. A variety in breakfast is needed. We were served the EXACT same breakfast every day.

Reviewed on 13 Jan 2026

Hampton by Hilton St. Thomas
See all 443 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.