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C$ 297+ 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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
9 Apr — 16 Apr1
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 10 March 2026.

Sat 2/52:34 p.m.
YYZ
-
HHH
1 stop20h 54m
Delta
Fri 8/512:07 p.m.
HHH
-
YYZ
2 stops11h 34m
Delta
Deal found 9/3C$ 548
Mon 13/42:34 p.m.
YYZ
-
HHH
2 stops24h 46m
Delta
Tue 21/412:08 p.m.
HHH
-
YYZ
2 stops11h 35m
Delta
Deal found 8/3C$ 665
Fri 1/56:15 a.m.
YYZ
-
HHH
1 stop9h 05m
Delta
Fri 8/512:07 p.m.
HHH
-
YYZ
2 stops11h 34m
Delta
Deal found 9/3C$ 681
Sun 19/45:06 p.m.
YYZ
-
HHH
1 stop18h 22m
Delta
Fri 1/54:00 p.m.
HHH
-
YYZ
1 stop17h 10m
Delta
Deal found 6/3C$ 691
Mon 6/47:44 p.m.
YYZ
-
HHH
2 stops15h 03m
American Airlines
Mon 13/411:03 a.m.
HHH
-
YYZ
2 stops12h 08m
American Airlines
Deal found 7/3C$ 722
Sat 25/48:55 p.m.
YYZ
-
HHH
2 stops17h 21m
United Airlines
Sat 2/53:08 p.m.
HHH
-
YYZ
1 stop5h 36m
United Airlines
Deal found 5/3C$ 784
Mon 16/37:44 p.m.
YYZ
-
HHH
2 stops21h 00m
American Airlines
Wed 25/36:15 p.m.
HHH
-
YYZ
2 stops15h 34m
American Airlines
Deal found 5/3C$ 787

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 10 March 2026.

Round-trip from

C$ 548

One-way from

C$ 297

Popular in

October

Cheapest in

May

Average price

C$ 807
Delta
  • Delta
  • 2/5-8/5
  • 3 total stops
  • 32h 28m total
  • Toronto to Hilton Head Island
Search Deals
Delta
  • Delta
  • 21/4
  • 2 total stops
  • 20h 51m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 10 March 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

Sat 2/5

2:34 p.m.-11:28 a.m.

1 stop20h 54m

Hilton Head Island

Fri 8/5

12:07 p.m.-11:41 p.m.

2 stops11h 34m

C$ 548

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 13/4

2:34 p.m.-3:20 p.m.

2 stops24h 46m

Hilton Head Island

Tue 21/4

12:08 p.m.-11:43 p.m.

2 stops11h 35m

C$ 665

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 19/4

5:06 p.m.-11:28 a.m.

1 stop18h 22m

Hilton Head Island

Fri 1/5

4:00 p.m.-9:10 a.m.

1 stop17h 10m

C$ 691

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 1/5

6:00 a.m.-3:20 p.m.

2 stops9h 20m

Hilton Head Island

Fri 8/5

12:07 p.m.-11:41 p.m.

2 stops11h 34m

C$ 702

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 6/4

7:44 p.m.-10:47 a.m.

2 stops15h 03m

Hilton Head Island

Mon 13/4

3:44 p.m.-11:54 a.m.

1 stop20h 10m

C$ 773
Quickest round-trip

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 13/4

10:45 a.m.-3:30 p.m.

1 stop4h 45m

Hilton Head Island

Tue 21/4

3:05 p.m.-8:44 p.m.

1 stop5h 39m

C$ 792

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 1/5

6:15 a.m.-3:20 p.m.

1 stop9h 05m

Hilton Head Island

Sat 9/5

12:17 p.m.-5:15 p.m.

1 stop4h 58m

C$ 792
Cheapest one-way

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 21/4

6:29 p.m.-3:20 p.m.

2 stops20h 51m

C$ 297
Quickest one-way

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 22/4

6:00 a.m.-11:28 a.m.

1 stop5h 28m

C$ 437

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 23/4

6:00 a.m.-3:20 p.m.

2 stops9h 20m

C$ 459

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Sorted by cheapest first

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 21 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.

American Airlines
American Airlines
From C$ 336
United Airlines
United Airlines
From C$ 491

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 10 March 2026.
Check out reviews from past customers who have flown United Airlines and American 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
9,409 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,409 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
American Airlines
7.1
Good
11,413 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 21 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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