Uptown Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown

Top hotels in Uptown

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is S$508 per night from 26 May to 27 May
S$508
26 May - 27 May
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
The room was clean and comfortable with all the items a traveler would need. There were a few concerns with the bathroom, including a towel bar next to the tub which kept falling off. It’s instinct to grab it to get out of the tub and it could present a serious injury if a person tries to use it ...

Reviewed on 16 May, 2026

The Westin Hilton Head Island Resort & Spa
Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

3 out of 5
1575 Fording Island Rd Hilton Head Island SC
The price is S$184 per night from 2 Jun to 3 Jun
S$184
2 Jun - 3 Jun
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
All good. Very clean. Comfortable room

Reviewed on 16 May, 2026

Hilton Garden Inn Hilton Head
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is S$149 per night from 19 May to 20 May
S$149
19 May - 20 May
includes taxes & fees
7.8/10 Good! (52 reviews)
They have no in person check-in so you expect a code to get in the room on the day of arrival. However, in my case, and that was two weeks in a row they did not send the code because I booked the room through Expedia and apparently Expedia did not facilitate the transfer of funds so I had to make ...

Reviewed on 15 May, 2026

Hotel Carolina
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 an Uptown holiday package cost?
From as low as . Yes, you read that correctly. Our Uptown packages are a great way to make your budget stretch further. Combine your favourite hotels, flights and rental car and get out and explore this exciting destination.
How do I get a cheap travel package to Uptown?
If you love scoring a bargain, bundle your bookings into an Uptown holiday package. Whether you're searching for hotels, flights, day tours or rental cars, you can book everything in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels worldwide to select from. Fly with who you want, stay anywhere you like and save some cash — now that's the perfect holiday!
Where should I stay in Uptown?
With popular attractions like Bay Street and Henry C. Chambers Waterfront Park in this neighbourhood, look for a hotel situated near them. University of South Carolina-Beaufort is another sight in Uptown that visitors flock to.
What are the top hotels in Uptown?
Get your escape off to a good start by booking a room at Perfect In Historic Downtown Beaufort + 2 Bikes. Checkout Our Reviews. It's one of most popular hotels in Uptown. Another cosy option is Original Craftsman Cottage.
How far in advance should I book my Uptown holiday?
To score rock-bottom prices, book ASAP. Air carriers typically release flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you're in need of a last-minute getaway in Uptown, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Uptown travel package include?
It comes down to what sort of getaway you want to have. Uptown travel deals can include car rentals, hotels and flights. You can mix and match to find the travel package that suits your needs. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking an Uptown travel package?
You can save big by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next unforgettable holiday is only a few clicks away.
Can I choose my airline with an Uptown Expedia holiday package?
Yes, definitely. Expedia has over 550 airline partners to pick from all over the world. With so many choices, finding the right carrier to bring you to Uptown will be a cinch.
If I'm not able to travel, can I cancel my Uptown holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or amend your Uptown holiday package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your hotel, car rental company or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.