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C$ 358+ 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 15/7. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
11 Jul — 18 Jul1
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 11 June 2026.

Tue 27/106:45 p.m.
YYZ
-
HHH
1 stop16h 45m
Delta
Tue 3/1112:00 p.m.
HHH
-
YYZ
2 stops10h 51m
Delta
Deal found 10/6C$ 598
Tue 27/106:45 p.m.
YYZ
-
HHH
1 stop16h 45m
Delta
Mon 2/114:00 p.m.
HHH
-
YYZ
1 stop19h 01m
Delta
Deal found 10/6C$ 619
Wed 28/107:45 a.m.
YYZ
-
HHH
1 stop7h 34m
Delta
Wed 4/1112:00 p.m.
HHH
-
YYZ
2 stops11h 00m
Delta
Deal found 8/6C$ 636
Tue 30/611:52 a.m.
YYZ
-
HHH
1 stop4h 40m
American Airlines
Tue 7/74:55 p.m.
HHH
-
YYZ
1 stop5h 36m
American Airlines
Deal found 9/6C$ 647
Wed 28/106:00 a.m.
YYZ
-
HHH
1 stop4h 13m
American Airlines
Wed 4/116:40 p.m.
HHH
-
YYZ
1 stop16h 23m
American Airlines
Deal found 8/6C$ 648
Sat 18/75:25 p.m.
YYZ
-
HHH
1 stop17h 12m
American Airlines
Sun 19/712:50 p.m.
HHH
-
YYZ
1 stop9h 41m
American Airlines
Deal found 6/6C$ 661
Wed 29/76:00 a.m.
YYZ
-
HHH
1 stop8h 16m
American Airlines
Fri 7/83:27 p.m.
HHH
-
YYZ
1 stop7h 08m
American Airlines
Deal found 10/6C$ 666
Wed 29/77:00 a.m.
YYZ
-
HHH
1 stop7h 21m
United Airlines
Fri 7/83:05 p.m.
HHH
-
YYZ
1 stop5h 39m
United Airlines
Deal found 8/6C$ 668
Tue 27/106:00 a.m.
YYZ
-
HHH
1 stop11h 32m
American Airlines
Mon 2/112:51 p.m.
HHH
-
YYZ
1 stop7h 41m
American Airlines
Deal found 10/6C$ 669

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 11 June 2026.

Round-trip from

C$ 598

One-way from

C$ 358

Popular in

June

Cheapest in

May

Average price

C$ 945
Delta
  • Delta
  • 27/10-3/11
  • 3 total stops
  • 27h 36m total
  • Toronto to Hilton Head Island
Search Deals
United Airlines
  • United Airlines
  • 15/7
  • 1 total stop
  • 5h 22m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 2% potential increase in price.
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 11 June 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 24/10

7:45 a.m.-3:19 p.m.

1 stop7h 34m

Hilton Head Island

Mon 2/11

4:00 p.m.-11:01 a.m.

1 stop19h 01m

C$ 636
Quickest round-trip

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 28/7

6:00 a.m.-11:24 a.m.

1 stop5h 24m

Hilton Head Island

Wed 12/8

4:18 p.m.-9:19 p.m.

1 stop5h 01m

C$ 636

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 28/10

7:45 a.m.-3:19 p.m.

1 stop7h 34m

Hilton Head Island

Wed 4/11

4:00 p.m.-11:13 p.m.

1 stop7h 13m

C$ 636

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 18/7

6:00 a.m.-11:34 a.m.

1 stop5h 34m

Hilton Head Island

Tue 21/7

4:14 p.m.-11:44 p.m.

1 stop7h 30m

C$ 647

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 27/10

6:30 a.m.-3:19 p.m.

2 stops8h 49m

Hilton Head Island

Mon 2/11

12:00 p.m.-11:13 p.m.

2 stops11h 13m

C$ 656

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 29/7

7:00 a.m.-2:21 p.m.

1 stop7h 21m

Hilton Head Island

Fri 7/8

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

1 stop5h 39m

C$ 668

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 16/7

6:00 a.m.-11:24 a.m.

1 stop5h 24m

Hilton Head Island

Tue 21/7

4:14 p.m.-9:19 p.m.

1 stop5h 05m

C$ 668

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 6/7

7:30 a.m.-12:52 p.m.

1 stop5h 22m

Hilton Head Island

Mon 27/7

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

1 stop5h 39m

C$ 677

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 30/10

6:15 a.m.-3:19 p.m.

1 stop9h 04m

Hilton Head Island

Thu 5/11

4:00 p.m.-11:13 p.m.

1 stop7h 13m

C$ 677

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 29/7

6:00 a.m.-3:29 p.m.

2 stops9h 29m

Hilton Head Island

Fri 7/8

12:15 p.m.-5:19 p.m.

1 stop5h 04m

C$ 677

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

Showing 1-10 of 14 resultsSorted by cheapest first
1
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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 29 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$ 819

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 (5 hours 29 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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