Uptown Holidays

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    Save up to S$134 when you book a flight and hotel together*

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Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
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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 S$326 per night from 29 Oct to 30 Oct
S$326
29 Oct - 30 Oct
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Very pet friendly hotel. Wonderful ocean views. Clean room. Great facilities"

Reviewed on 1 Oct, 2025

The Westin Hilton Head Island Resort & Spa
Holiday Inn Express Bluffton at Hilton Head Area by IHG

Holiday Inn Express Bluffton at Hilton Head Area by IHG

2.5 out of 5
35 Bluffton Rd, Bluffton, SC
Fully refundable
The price is S$132 per night from 19 Oct to 20 Oct
S$132
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"There is a whole outlet mall near and there are restaurants right up front"

Reviewed on 29 Sept, 2025

Holiday Inn Express Bluffton at Hilton Head Area by IHG
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 S$135 per night from 3 Nov to 4 Nov
S$135
3 Nov - 4 Nov
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Clean rooms. Staff very friendly"

Reviewed on 28 Sept, 2025

Hilton Garden Inn Hilton Head
See all 4,897 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 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

Legends Golf Course at Parris Island

Enjoy a round of golf in Parris Island at Legends Golf Course at Parris Island. Wander through the beautiful beaches and seaside in this family-friendly area.

Legends Golf Course at Parris Island

Things to do

Hilton Head Island: 90-Minute Dolphin & Nature Tour

Hilton Head Island: 90-Minute Dolphin & Nature Tour

S$45
per adult
Hilton Head Island: 90-Minute Dolphin & Nature Tour
Hilton Head Island: Ocean Dolphin Cruise

Hilton Head Island: Ocean Dolphin Cruise

S$54
per adult
98% of travellers recommend
Hilton Head Island: Ocean Dolphin Cruise
Hilton Head Island: Dolphin Cruise & Nature Tour

Hilton Head Island: Dolphin Cruise & Nature Tour

S$58
per adult
80% of travellers recommend
Hilton Head Island: Dolphin Cruise & Nature Tour
See all activities in Beaufort

* 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.