Uptown Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
An aerial view of a coastal town with a marina, dense greenery, and a bridge connecting to the mainland.

Historic District

4 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Bay Street and Henry C. Chambers Waterfront Park.

Find hotels in Historic District

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 7.863.999 ₫ per night from 8 Jul to 9 Jul
7.863.999 ₫
9.848.410 ₫ total
8 Jul - 9 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Our oceanfront room and poolside rental chairs"

Reviewed on 26 Jun 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
Fully refundableReserve now, pay when you stay
The price is 3.605.341 ₫ per night from 19 Jul to 20 Jul
3.605.341 ₫
3.965.875 ₫ total
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"This place was great! A little far from the beach but Teresa was great at the front desk. Everyone wished me a happy birthday. And the Manager was pleasant as well. The room was clean but our bathtub was less than desirable which was shocking for a Hilton!"

Reviewed on 2 Jul 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 2.958.862 ₫ per night from 19 Jul to 20 Jul
2.958.862 ₫
3.254.749 ₫ total
19 Jul - 20 Jul
includes taxes & fees
8/10 Very good! (78 reviews)
"Location is dated in process of being updated motel. Rooms clean, hardly saw staff while there. Cheap for hHi in pinch for nights stay but would it take multiple days"

Reviewed on 27 Jun 2026

Hotel Carolina
See all 4,713 properties in Uptown
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 1null000null000 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.