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C$ 409+ 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 29/9. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
19 Aug — 26 Aug1
1 adult

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 14 August 2025.

Round-trip from

C$ 531

One-way from

C$ 409

Popular in

February

Cheapest in

December

Average price

C$ 914
Delta
  • Delta
  • 16/9-30/9
  • 4 total stops
  • 40h 21m total
  • Toronto to Hilton Head Island
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American Airlines
  • American Airlines
  • 29/9
  • 2 total stops
  • 15h 19m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 57 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 27 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals to Hilton Head Island

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 14 August 2025.

Tue 16/96:19 p.m.YYZ - HHH
2 stops21h 06mDelta
Tue 30/94:05 p.m.HHH - YYZ
2 stops19h 15mDelta
Deal found 13/8C$ 531
Tue 16/96:19 p.m.YYZ - HHH
2 stops21h 06mDelta
Wed 24/94:05 p.m.HHH - YYZ
1 stop17h 24mDelta
Deal found 13/8C$ 547
Tue 16/96:19 p.m.YYZ - HHH
2 stops21h 06mDelta
Sat 27/94:05 p.m.HHH - YYZ
1 stop17h 24mDelta
Deal found 13/8C$ 561
Mon 22/96:19 p.m.YYZ - HHH
2 stops21h 06mDelta
Tue 30/912:14 p.m.HHH - YYZ
2 stops25h 25mDelta
Deal found 13/8C$ 572
Tue 16/96:19 p.m.YYZ - HHH
2 stops21h 06mDelta
Fri 26/94:05 p.m.HHH - YYZ
2 stops19h 15mDelta
Deal found 13/8C$ 587
Mon 22/96:13 p.m.YYZ - HHH
2 stops17h 17mDelta
Sat 27/94:05 p.m.HHH - YYZ
1 stop21h 34mDelta
Deal found 13/8C$ 602
Sat 20/910:12 a.m.YYZ - HHH
2 stops25h 18mDelta
Tue 30/94:05 p.m.HHH - YYZ
1 stop24h 03mDelta
Deal found 13/8C$ 612
Tue 16/910:40 a.m.YYZ - HHH
2 stops23h 54mAmerican Airlines
Mon 29/95:20 p.m.HHH - YYZ
2 stops18h 44mAmerican Airlines
Deal found 13/8C$ 613
Tue 16/97:55 a.m.YYZ - HHH
1 stop27h 35mDelta
Thu 25/94:05 p.m.HHH - YYZ
1 stop17h 24mDelta
Deal found 13/8C$ 629

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 14 August 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 16/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Tue 30/9

4:05 p.m.-11:20 a.m.

2 stops19h 15m

C$ 531

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 16/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Wed 24/9

4:05 p.m.-9:29 a.m.

1 stop17h 24m

C$ 547

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 16/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Mon 29/9

4:05 p.m.-11:20 a.m.

2 stops19h 15m

C$ 561

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 16/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Sat 27/9

4:05 p.m.-9:29 a.m.

1 stop17h 24m

C$ 561

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 22/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Tue 30/9

12:14 p.m.-1:39 p.m.

2 stops25h 25m

C$ 572

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 16/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Fri 26/9

4:05 p.m.-11:20 a.m.

2 stops19h 15m

C$ 587

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 16/9

6:19 p.m.-3:25 p.m.

2 stops21h 06m

Hilton Head Island

Thu 25/9

4:05 p.m.-9:29 a.m.

1 stop17h 24m

C$ 587

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 29/9

7:15 p.m.-10:34 a.m.

2 stops15h 19m

C$ 409

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 15/9

7:15 p.m.-10:34 a.m.

2 stops15h 19m

C$ 409

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 27/9

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

1 stop21h 00m

C$ 412

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

Showing 1-10 of 16 results
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 16 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$ 329
United Airlines
United Airlines
From C$ 372

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 14 August 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
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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 16 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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