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C$ 307+ Cheap flights to Hilton Head Island

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
23 May — 30 May1
1 adult
1 adult, Economy, 0 bags

Flights to Hilton Head Island in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Hilton Head Island
Explore the most affordable flight options available to Hilton Head Island. Find the lowest fares based on data from user searches, with prices last updated on 23 April 2026.

Fri 5/65:29 p.m.
YYZ
-
HHH
1 stop16h 57m
American Airlines
Tue 9/611:40 a.m.
HHH
-
YYZ
2 stops11h 25m
American Airlines
Deal found 19/4C$ 678
Fri 5/66:00 a.m.
YYZ
-
HHH
1 stop5h 37m
Delta
Tue 9/64:12 p.m.
HHH
-
YYZ
1 stop16h 58m
Delta
Deal found 21/4C$ 683
Fri 3/77:25 p.m.
YYZ
-
HHH
2 stops15h 40m
American Airlines
Tue 7/711:40 a.m.
HHH
-
YYZ
2 stops11h 25m
American Airlines
Deal found 20/4C$ 735
Wed 3/67:25 p.m.
YYZ
-
HHH
2 stops15h 45m
American Airlines
Wed 10/611:40 a.m.
HHH
-
YYZ
2 stops11h 25m
American Airlines
Deal found 19/4C$ 749
Sat 24/102:10 p.m.
YYZ
-
HHH
1 stop21h 20m
Delta
Sat 31/104:00 p.m.
HHH
-
YYZ
1 stop20h 01m
Delta
Deal found 19/4C$ 750
Thu 7/57:30 a.m.
YYZ
-
HHH
1 stop8h 11m
Multiple Airlines
Tue 12/54:39 p.m.
HHH
-
YYZ
1 stop15h 35m
Multiple Airlines
Deal found 19/4C$ 774

Find flight deals to Hilton Head Island

Find the latest flights to Hilton Head Island in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 23 April 2026.

Round-trip from

C$ 678

One-way from

C$ 307

Popular in

October

Cheapest in

May

Average price

C$ 850
American Airlines
  • American Airlines
  • 5/6-9/6
  • 3 total stops
  • 28h 22m total
  • Toronto to Hilton Head Island
Search Deals
Delta
  • Delta
  • 2/6
  • 1 total stop
  • 21h 07m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Hilton Head Island that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 23 April 2026.
Use the filters below to find and compare flights to Hilton Head Island that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 5/6

5:29 p.m.-10:26 a.m.

1 stop16h 57m

Hilton Head Island

Tue 9/6

11:40 a.m.-11:05 p.m.

2 stops11h 25m

C$ 678

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 5/6

6:00 a.m.-11:37 a.m.

1 stop5h 37m

Hilton Head Island

Tue 9/6

4:12 p.m.-9:10 a.m.

1 stop16h 58m

C$ 683

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 3/6

7:25 p.m.-11:10 a.m.

2 stops15h 45m

Hilton Head Island

Wed 10/6

11:40 a.m.-11:05 p.m.

2 stops11h 25m

C$ 749

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 7/5

7:30 a.m.-3:41 p.m.

1 stop8h 11m

Hilton Head Island

Tue 12/5

4:39 p.m.-8:14 a.m.

1 stop15h 35m

C$ 774
Quickest round-trip

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 3/6

6:00 a.m.-3:33 p.m.

2 stops9h 33m

Hilton Head Island

Wed 10/6

4:12 p.m.-11:40 p.m.

1 stop7h 28m

C$ 833
Cheapest one-way

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 2/6

2:30 p.m.-11:37 a.m.

1 stop21h 07m

C$ 307

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 2/6

7:25 p.m.-11:10 a.m.

2 stops15h 45m

C$ 320

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 6/7

8:55 p.m.-12:52 p.m.

1 stop15h 57m

C$ 429

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 6/7

4:35 p.m.-2:21 p.m.

2 stops21h 46m

C$ 432

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 4/6

6:00 a.m.-11:37 a.m.

1 stop5h 37m

C$ 458

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/4

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

Best time to book a flight to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Hilton Head Island

How long is the flight to Hilton Head Island?

On average, a flight from Toronto to Hilton Head Island takes 5 hours 22 minutes. Flights to Hilton Head Island from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Hilton Head Island?

The most popular airline flying from Toronto to Hilton Head Island is American Airlines.

United Airlines
United Airlines
From C$ 685
American Airlines
American Airlines
From C$ 731

What are the cheapest airlines that fly to Hilton Head Island?

The cheapest airline flying from Toronto to Hilton Head Island is American Airlines.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 62.0 - 199.0 mm per month. August is typically the wettest month, when rainfall can reach 199.0 mm. November is typically the driest time to visit Hilton Head Island when rainfall is around 62.0 mm.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 27.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 10.0 C).

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated 23 April 2026.
Check out reviews from past customers who have flown United Airlines to the United States to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,637 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,637 reviews
United Airlines
7.4
Good
9,637 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

FAQs about flying to Hilton Head Island

  • What airport do you fly into for flights to Hilton Head Island?

    Most people fly into Hilton Head Island (HHH) if they book a flight to Hilton Head Island. Hilton Head is conveniently located just 5.2 km from Hilton Head Island’s city centre.

  • Can I find cheaper flights to Hilton Head Island if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Hilton Head Island on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Hilton Head Island?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Hilton Head Island.

  • Where does the fastest flight to Hilton Head Island depart from?

    For those looking to save time traveling to Hilton Head Island, Toronto offers the quickest one-way flight (5 hours 22 minutes).

  • Does Hilton Head Island have rental cars?

    Yes. Those touching down at Hilton Head Island can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Hilton Head Island?

    Yes. Hilton Head Island has hotels nearby for those requiring accommodations. Hampton Inn Hilton Head is the closest property to Hilton Head Island (0.0 km away from Hilton Head Island).

See more FAQs

Travelling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Bluffton

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