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C$ 326+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

Flights to Hilton Head Island in 2025

Find the latest flights to Hilton Head Island in 2025, 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 27 October 2025.

Round-trip from

C$ 761

One-way from

C$ 326

Popular in

August

Cheapest in

December

Average price

C$ 774
American Airlines
  • American Airlines
  • 14/4-15/4
  • 4 total stops
  • 23h 48m total
  • Toronto to Hilton Head Island
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American Airlines
  • American Airlines
  • 11/12
  • 2 total stops
  • 15h 18m 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$ 13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals to Hilton Head Island

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 27 October 2025.

Sat 20/126:15 p.m.YYZ - HHH
2 stops16h 29mAmerican Airlines
Fri 26/126:13 p.m.HHH - YYZ
2 stops16h 03mAmerican Airlines
Deal found 26/10C$ 830
Sat 22/114:44 p.m.YYZ - HHH
1 stop19h 05mAmerican Airlines
Sat 29/116:40 p.m.HHH - YYZ
1 stop16h 23mAmerican Airlines
Deal found 25/10C$ 939

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 27 October 2025.
Use the filters below to find and compare flights to Hilton Head Island that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 14/4

7:29 p.m.-12:17 p.m.

2 stops16h 48m

Hilton Head Island

Wed 15/4

4:05 p.m.-11:05 p.m.

2 stops7h 00m

C$ 761

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 14/4

6:15 a.m.-11:23 a.m.

1 stop5h 08m

Hilton Head Island

Wed 15/4

4:00 p.m.-11:22 p.m.

1 stop7h 22m

C$ 770

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 14/2

10:58 a.m.-3:44 p.m.

1 stop4h 46m

Hilton Head Island

Tue 17/2

3:39 p.m.-11:12 a.m.

1 stop19h 33m

C$ 789

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 20/12

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

2 stops16h 29m

Hilton Head Island

Fri 26/12

6:13 p.m.-10:16 a.m.

2 stops16h 03m

C$ 830

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 11/12

7:41 p.m.-10:59 a.m.

2 stops15h 18m

C$ 326

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 5/4

10:56 a.m.-3:59 p.m.

1 stop5h 03m

C$ 435

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/10

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 3 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 airlines flying from Toronto to Hilton Head Island are American Airlines and United Airlines.

American Airlines
American Airlines
From C$ 451
United Airlines
United Airlines
From C$ 521

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

The cheapest airlines flying from Toronto to Hilton Head Island are American Airlines and United 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 27 October 2025.
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
8,997 reviews
Check prices

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews
Check prices

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,033 reviews
United Airlines
7.4
Good
8,997 reviews
Check prices

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 3 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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