Cheap Flight Deals to Hilton Head Island SC from CA $125

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Hilton Head Island?

The cheapest prices found with in the last 7 days for return flights were CA $248 and CA $125 for one-way flights to Hilton Head Island for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
BOSSavannahDecember 3 to December 5CA $248
JFKSavannahDecember 7 to December 11CA $261
DTWSavannahJanuary 1 to January 5CA $403
ORDSavannahDecember 6 to December 9CA $457
PHLSavannahDecember 24 to December 28CA $469
DTWHilton Head IslandJanuary 19 to January 26CA $511
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSSavannahNovember 30 to December 7CA $270
DTWSavannahNovember 30 to December 10CA $716
PHLSavannahDecember 1 to December 7CA $734
*Prices include taxes and fees

Your guide to flights to Hilton Head Island, SC

Delta, JetBlue Airways fly to Hilton Head Island, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Hilton Head Island SC currently costs between CA $248 and CA $734. Prices vary, but for the best fares, travel in January when prices are at their lowest.  

Top tips for finding cheap flights to Hilton Head Island  

The cheapest flight for a round trip to Hilton Head Island is currently CA $248. When you search for flights to Hilton Head Island, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Hilton Head Island for nearby days.  The cheapest month to travel to Hilton Head Island is January from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Hilton Head Island 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Hilton Head Island with Travelocity 

We have top deals on plane tickets even for last minute flights to Hilton Head Island, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Hilton Head Island for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Hilton Head Island

Red Roof Inn Hilton Head Island

Red Roof Inn Hilton Head Island

2 out of 5
5 Regency Pkwy, Us 278, 30 Miles From I-95, Hilton Head Island, SC
The price is CA $94 per night from Dec. 1 to Dec. 2
CA $94
CA $105 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.2/10 (1,000 reviews)
Good
"It was fine for the reason we were there to sleep smelled clean. Everything was good."

Reviewed on 20 Oct. 2024

Red Roof Inn Hilton Head Island
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln, Hilton Head Island, SC
The price is CA $159 per night from Dec. 8 to Dec. 9
CA $159
CA $207 total
includes taxes & fees
8 Dec - 9 Dec
Stay at this 3-star hotel in Hilton Head Island. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,003 reviews)
"I like the hot tub,"

Reviewed on 20 Nov. 2024

Palmera Inn and Suites
Hotel Carolina, a Days Inn by Wyndham

Hotel Carolina, a Days Inn by Wyndham

2 out of 5
9 Marina Side Drive, Hilton Head Island, SC
The price is CA $94 per night from Nov. 26 to Nov. 27
CA $94
CA $104 total
includes taxes & fees
26 Nov - 27 Nov
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and ...
6.4/10 (1,002 reviews)
"Nice pool. Little stair access. Ckeckin person not very welcoming . Fellow at the desk in the a.m. was pleasant."

Reviewed on 20 Nov. 2024

Hotel Carolina, a Days Inn by Wyndham
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn & Suites Hardeeville - Savannah North

Quality Inn & Suites Hardeeville - Savannah North

2.5 out of 5
19000 Whythe Hardee Blvd, I-95 & Hwy 17, Hardeeville, SC
The price is CA $85 per night from Dec. 22 to Dec. 23
CA $85
CA $102 total
includes taxes & fees
22 Dec - 23 Dec
Book a stay at this business-friendly hotel in Hardeeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.6/10 (1,000 reviews)
"Clean quiet reasomable"

Reviewed on 27 Oct. 2024

Quality Inn & Suites Hardeeville - Savannah North
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.

Our Top Hilton Head Island hotel with Airport Shuttles

Hilton Head Health - Weight Loss Resort and Health Spa

Hilton Head Health - Weight Loss Resort and Health Spa

4 out of 5
14 Valencia Road, Hilton Head Island, SC
Stay at this 4-star beach hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coligny Plaza and Coligny Beach ...
Hilton Head Health - Weight Loss Resort and Health Spa
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.

Luxury Hotels in Hilton Head Island

Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
477 Mount Pelia Road, Bluffton, SC
The price is CA $587 per night from Dec. 18 to Dec. 19
CA $587
CA $744 total
includes taxes & fees
18 Dec - 19 Dec
Stay at this 5-star luxury hotel in Bluffton. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (206 reviews)
"Montage Palmetto Bluff is a beautiful escape. The entire property is meticulously cared for with wildlife around the area. We saw many deer, fishes, and even some gators in May river. We had a cottage with river views and it was so relaxing. The entire property is dog friendly and I had my two dogs ..."

Reviewed on 24 Sep. 2024

Montage Palmetto Bluff
Island Oasis 6 Bedroom Holiday Home

Island Oasis 6 Bedroom Holiday Home

4.5 out of 5
16 Dove St, Hilton Head Island, SC
Stay at this 4.5-star luxury vacation home in Hilton Head Island. Enjoy free parking, balconies or patios, and cable TV channels. Popular attractions Coligny ...
Island Oasis 6 Bedroom Holiday Home
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane, Hilton Head Island, SC
The price is CA $205 per night from Dec. 22 to Dec. 23
CA $205
CA $294 total
includes taxes & fees
22 Dec - 23 Dec
Book a stay at this beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
"Everything was nice, easy, calm and overall wonderful. I travel often for work and this was one of the best hotel experiences I’ve had."

Reviewed on 23 Nov. 2024

Omni Hilton Head Oceanfront Resort
Save an average of 15% on thousands of hotels when you're signed in
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
The price is CA $210 per night from Dec. 1 to Dec. 2
CA $210
CA $300 total
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (1,004 reviews)
"Nice weekend get away! Staff Great and Property was super clean and quiet."

Reviewed on 20 Nov. 2024

Sonesta Resort Hilton Head Island
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.

Family Friendly Hotels in Hilton Head Island

Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane, Hilton Head Island, SC
The price is CA $205 per night from Dec. 22 to Dec. 23
CA $205
CA $294 total
includes taxes & fees
22 Dec - 23 Dec
Book a stay at this beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
"Everything was nice, easy, calm and overall wonderful. I travel often for work and this was one of the best hotel experiences I’ve had."

Reviewed on 23 Nov. 2024

Omni Hilton Head Oceanfront Resort
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
The price is CA $210 per night from Dec. 1 to Dec. 2
CA $210
CA $300 total
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (1,004 reviews)
"Nice weekend get away! Staff Great and Property was super clean and quiet."

Reviewed on 20 Nov. 2024

Sonesta Resort Hilton Head Island
Hilton Head Island Beach & Tennis Resort

Hilton Head Island Beach & Tennis Resort

3.5 out of 5
40 Folly Field Rd, Hilton Head Island, SC
Book a stay at this beach hotel in Hilton Head Island. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Popular attractions Coligny Beach and Coligny Plaza ...
7.6/10 Good! (1,000 reviews)
"Would stay again but there needs more up keep to the property and to turn the hall lights off. Because lights up the bedroom when trying to sleep"

Reviewed on 8 Sep. 2024

Hilton Head Island Beach & Tennis Resort
Save an average of 15% on thousands of hotels when you're signed in
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln, Hilton Head Island, SC
The price is CA $159 per night from Dec. 8 to Dec. 9
CA $159
CA $207 total
includes taxes & fees
8 Dec - 9 Dec
Stay at this 3-star hotel in Hilton Head Island. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,003 reviews)
"I like the hot tub,"

Reviewed on 20 Nov. 2024

Palmera Inn and Suites
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.

Best Hilton Head Island Flight and Hotel Packages

Hilton Head Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Palmera Inn and Suites
The Desoto Savannah
Egret by Avantstay 10 BR Ocean Estate Infinity Pool w Views Walk to Beach
Don't see what you're looking for?
See all available trips from Toronto to Hilton Head Island
View all trips

Need a car after flight to Hilton Head Island?

Frequently asked questions

Which airlines fly to Hilton Head Island?
Organizing your flight toHilton Head Island?Currently, there are 11airlinesthat fly intothis lively city.Here are a few of the mostrespected carriers:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Hilton Head Island?
Don’t rack up a costly cab fare to where you’re staying after jetting into Hilton Head Island. The city has two airports. Look up the flights to both to determine which one best meets your needs. Savannah - Hilton Head Intl. Airport is 40 kilometers from the hustle and bustle downtown, while Hilton Head Airport is 10 kilometers away.
Where to stay in Hilton Head Island
Choosing the perfect place to stay is an important ingredient for an incredible travel experience. Take your pick of 12,733 hotels in Hilton Head Island and start planning the journey of your dreams!Don’t mind the finer things in life? Then spend your nights in serious style at the Hilton Head Health - Weight Loss Resort and Health Spa. If you’d rather cut costs on your accommodations, consider a budget property like the Red Roof Inn Hilton Head Island.
Places to visit in Hilton Head Island
0 Seeking some more ideas? 0 But that’s not all. 0
How to get through airport security fast when traveling to Hilton Head Island
Make your flight to Hilton Head Island a little bit easier by reading over these handy security tips:

  • Ensure your boarding pass and travel ID are not difficult to reach. You’ll need to present them straightaway.
  • Take off your jewellery, belt and shoes before approaching the airport security checkpoint. Items such as these are not allowed to pass through the body scanner.
  • Digital cameras, laptops and other electronic devices must be placed in a tray to be X-rayed.
  • When you get to the security checkpoint, you’ll be asked to put all creams, liquids and gels in a separate tub for scanning. Make sure they’re all packed in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Hiking footwear and other cumbersome shoes are most often X-rayed by airport security. It might be wise to wear lightweight sneakers instead.
  • The list of prohibited items is forever changing. Browse your airline’s website to understand what is not allowed on board their aircraft.

Plane Tickets To Hilton Head Island

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Hilton Head Island. Browse through our inventory to explore a wide range of cheap flights to Hilton Head Island to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Hilton Head Island as you anxiously await to exit the plane and explore what Hilton Head Island has to offer. Considering all the amazing local food and culture in Hilton Head Island, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Hilton Head Island to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Hilton Head Island without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Hilton Head Island with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Hilton Head Island today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.