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C$ 377+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
30 Mar — 6 Apr1
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 25 March 2025.

Round-trip from

C$ 741

One-way from

C$ 377

Popular in

February

Cheapest in

October

Average price

C$ 834
United Airlines
  • United Airlines
  • 21/4-28/4
  • 2 total stops
  • 10h 57m total
  • Toronto to Hilton Head Island
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American Airlines
  • American Airlines
  • 7/4
  • 2 total stops
  • 15h 39m total
  • Toronto to Hilton Head Island
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Highest demand for flights based on searches. 1% potential increase in price (C$ 16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 29 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Mon 21/410:45 a.m.YYZ - HHH
1 stop4h 52mUnited Airlines
Mon 28/44:18 p.m.HHH - YYZ
1 stop6h 05mUnited Airlines
Deal found 24/3C$ 741
Fri 2/56:00 a.m.YYZ - HHH
1 stop8h 20mAmerican Airlines
Fri 2/56:06 p.m.HHH - YYZ
1 stop16h 59mAmerican Airlines
Deal found 24/3C$ 754
Wed 2/47:30 a.m.YYZ - HHH
1 stop8h 07mMultiple Airlines
Mon 7/44:18 p.m.HHH - YYZ
1 stop15h 57mMultiple Airlines
Deal found 24/3C$ 788
Sun 13/44:15 p.m.YYZ - HHH
2 stops24h 26mDelta
Tue 22/41:15 p.m.HHH - YYZ
2 stops10h 00mDelta
Deal found 24/3C$ 905

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 March 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

Mon 21/4

10:45 a.m.-3:37 p.m.

1 stop4h 52m

Hilton Head Island

Mon 28/4

4:18 p.m.-10:23 p.m.

1 stop6h 05m

C$ 741

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 2/5

6:00 a.m.-2:20 p.m.

1 stop8h 20m

Hilton Head Island

Fri 9/5

10:45 a.m.-4:44 p.m.

1 stop5h 59m

C$ 754

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 13/4

4:15 p.m.-4:41 p.m.

2 stops24h 26m

Hilton Head Island

Tue 22/4

1:15 p.m.-11:15 p.m.

2 stops10h 00m

C$ 905

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 7/4

7:20 a.m.-3:37 p.m.

2 stops32h 17m

Hilton Head Island

Sun 13/4

4:18 p.m.-7:00 p.m.

1 stop26h 42m

C$ 983

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 7/4

7:24 p.m.-11:03 a.m.

2 stops15h 39m

C$ 377

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 7/4

10:45 a.m.-3:37 p.m.

1 stop4h 52m

C$ 451

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

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 52 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$ 423

United Airlines

United Airlines

From C$ 509

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

The cheapest airlines flying from Toronto to Hilton Head Island are American Airlines, Delta 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 25 March 2025.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines to Hilton Head Island by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 52 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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