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C$ 392+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
24 Aug — 31 Aug1
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 25 July 2026.

Wed 12/87:00 a.m.
YYZ
-
HHH
1 stop7h 03m
United Airlines
Thu 13/82:58 p.m.
HHH
-
YYZ
1 stop9h 01m
United Airlines
Deal found 20/7C$ 671
Tue 15/96:00 a.m.
YYZ
-
HHH
2 stops9h 27m
Delta
Fri 18/94:17 p.m.
HHH
-
YYZ
1 stop7h 22m
Delta
Deal found 23/7C$ 678
Thu 27/86:10 a.m.
YYZ
-
HHH
2 stops9h 22m
Delta
Thu 24/94:17 p.m.
HHH
-
YYZ
1 stop7h 22m
Delta
Deal found 23/7C$ 700
Thu 27/86:15 a.m.
YYZ
-
HHH
1 stop4h 54m
American Airlines
Thu 24/95:15 p.m.
HHH
-
YYZ
1 stop5h 24m
American Airlines
Deal found 23/7C$ 714
Sat 19/97:00 a.m.
YYZ
-
HHH
1 stop7h 03m
United Airlines
Sat 26/93:00 p.m.
HHH
-
YYZ
2 stops15h 25m
United Airlines
Deal found 21/7C$ 796
Sat 26/126:15 p.m.
YYZ
-
HHH
2 stops16h 29m
American Airlines
Sat 9/13:29 p.m.
HHH
-
YYZ
1 stop19h 39m
American Airlines
Deal found 21/7C$ 805

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 25 July 2026.

Round-trip from

C$ 671

One-way from

C$ 392
United Airlines
  • United Airlines
  • 12/8-13/8
  • 2 total stops
  • 16h 04m total
  • Toronto to Hilton Head Island
Search Deals
United Airlines
  • United Airlines
  • 4/9
  • 1 total stop
  • 7h 03m total
  • Toronto to Hilton Head Island
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 25 July 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

Wed 12/8

7:00 a.m.-2:03 p.m.

1 stop7h 03m

Hilton Head Island

Thu 13/8

2:58 p.m.-11:59 p.m.

1 stop9h 01m

C$ 671
Quickest round-trip

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 15/9

6:00 a.m.-11:29 a.m.

1 stop5h 29m

Hilton Head Island

Fri 18/9

4:17 p.m.-9:17 p.m.

1 stop5h 00m

C$ 678

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 27/8

6:10 a.m.-3:32 p.m.

2 stops9h 22m

Hilton Head Island

Thu 24/9

4:17 p.m.-11:39 p.m.

1 stop7h 22m

C$ 700

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 26/12

6:15 p.m.-10:44 a.m.

2 stops16h 29m

Hilton Head Island

Sat 9/1

3:29 p.m.-11:49 a.m.

2 stops20h 20m

C$ 805

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 20/8

7:00 a.m.-2:03 p.m.

1 stop7h 03m

Hilton Head Island

Tue 25/8

2:58 p.m.-11:59 p.m.

1 stop9h 01m

C$ 965
Cheapest one-way
Quickest one-way

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 4/9

7:00 a.m.-2:03 p.m.

1 stop7h 03m

C$ 392

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 4/9

3:45 p.m.-11:09 a.m.

1 stop19h 24m

C$ 397

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 21/8

6:21 p.m.-11:09 a.m.

1 stop16h 48m

C$ 399

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/7

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 4 hours 54 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$ 654

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).

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 (4 hours 54 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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Can Cheapflights find flights to Hilton Head Island with no change fees?

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