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C$ 332+ 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 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
20 Apr — 27 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 15 April 2025.

Round-trip from

C$ 870

One-way from

C$ 332

Popular in

February

Cheapest in

October

Average price

C$ 976
United Airlines
  • United Airlines
  • 20/5-24/5
  • 2 total stops
  • 10h 51m total
  • Toronto to Hilton Head Island
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Delta
  • Delta
  • 29/5
  • 1 total stop
  • 20h 51m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 33 potential increase over avg. RT price).
Search Deals
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 April 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 15 April 2025.

Fri 3/106:15 a.m.YYZ - HHH
1 stop5h 51mDelta
Wed 8/1012:00 p.m.HHH - YYZ
1 stop5h 02mDelta
Deal found 15/4C$ 738
Fri 3/106:00 a.m.YYZ - HHH
1 stop4h 12mAmerican Airlines
Wed 8/1011:31 a.m.HHH - YYZ
2 stops11h 30mAmerican Airlines
Deal found 15/4C$ 741
Tue 20/510:45 a.m.YYZ - HHH
1 stop4h 44mUnited Airlines
Sat 24/55:00 p.m.HHH - YYZ
1 stop6h 07mUnited Airlines
Deal found 14/4C$ 870
Thu 2/1012:30 a.m.YYZ - HHH
2 stops10h 51mMultiple Airlines
Wed 8/1012:06 p.m.HHH - YYZ
1 stop6h 53mMultiple Airlines
Deal found 15/4C$ 1,576

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 15 April 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

Fri 3/10

6:15 a.m.-12:06 p.m.

1 stop5h 51m

Hilton Head Island

Wed 8/10

12:00 p.m.-5:02 p.m.

1 stop5h 02m

C$ 738

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 3/10

6:00 a.m.-10:12 a.m.

1 stop4h 12m

Hilton Head Island

Wed 8/10

11:31 a.m.-11:01 p.m.

2 stops11h 30m

C$ 741

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 20/5

10:45 a.m.-3:29 p.m.

1 stop4h 44m

Hilton Head Island

Sat 24/5

5:00 p.m.-11:07 p.m.

1 stop6h 07m

C$ 870

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 2/10

12:30 a.m.-11:21 a.m.

2 stops10h 51m

Hilton Head Island

Wed 8/10

12:06 p.m.-6:59 p.m.

1 stop6h 53m

C$ 1,576

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 29/5

2:30 p.m.-11:21 a.m.

1 stop20h 51m

C$ 332

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 27/4

7:24 p.m.-10:23 a.m.

2 stops14h 59m

C$ 495

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 28/5

12:30 a.m.-10:36 a.m.

2 stops10h 06m

C$ 822

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

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 44 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 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 15 April 2025.
Delta
8.0
Very good
7,918 reviews
Check prices

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

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
7,918 reviews
Delta
8.0
Very good
7,918 reviews
Check prices

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

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
8,658 reviews
Delta
8.0
Very good
7,918 reviews
Check prices

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

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
7,918 reviews
Check prices

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

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 44 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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