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C$ 389+ Cheap flights to Hilton Head Island

— HHH
7 Oct — 14 Oct1
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

Wed 14/106:00 a.m. -
1 stop5h 05m
Thu 15/1011:36 a.m. -
1 stop5h 28m
Deal found 2/9C$ 729
Mon 23/1111:58 a.m. -
1 stop5h 10m
Fri 27/115:47 p.m. -
1 stop4h 52m
Deal found 5/9C$ 740
Sat 21/116:00 a.m. -
2 stops11h 16m
Thu 26/1111:06 a.m. -
1 stop4h 04m
Deal found 5/9C$ 772
Fri 20/117:15 a.m. -
1 stop7h 03m
Mon 23/1111:06 a.m. -
1 stop4h 02m
Deal found 3/9C$ 775
Sat 14/117:15 a.m. -
1 stop4h 43m
Sun 22/1111:06 a.m. -
1 stop4h 02m
Deal found 5/9C$ 784
Sat 7/117:15 a.m. -
1 stop4h 43m
Sat 14/111:55 p.m. -
1 stop9h 51m
Deal found 7/9C$ 797
Fri 2/108:55 p.m. -
1 stop15h 40m
Tue 6/101:16 p.m. -
1 stop5h 44m
Deal found 2/9C$ 800
Fri 2/106:00 a.m. -
1 stop6h 15m
Tue 6/1010:55 a.m. -
1 stop5h 52m
Deal found 2/9C$ 818

Find flight deals to Hilton Head Island

Round-trip from

C$ 729

One-way from

C$ 389
American Airlines
  • American Airlines
  • 14/10-15/10
  • 2 total stops
  • 10h 33m total
  • Toronto to Hilton Head Island
Search Deals
United Airlines
  • United Airlines
  • 19/9-31/12
  • 1 total stop
  • 7h 03m total
  • Toronto to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
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 Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Sat 19/9

7:00 a.m.-2:03 p.m.

1 stop7h 03m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 389

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Sat 6/2

7:00 a.m.-12:02 p.m.

1 stop5h 02m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 394
Quickest round-trip

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Tue 3/11

7:15 a.m.-11:53 a.m.

1 stop4h 38m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 396

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Wed 4/11

6:00 a.m.-3:30 p.m.

2 stops9h 30m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 400

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Tue 3/11

6:00 a.m.-3:30 p.m.

2 stops9h 30m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 400

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Mon 1/2

7:00 a.m.-12:02 p.m.

1 stop5h 02m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 415

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Fri 6/11

6:15 a.m.-3:30 p.m.

1 stop9h 15m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 422

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Sat 19/9

6:00 a.m.-3:27 p.m.

2 stops9h 27m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 441

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Sat 17/10

8:15 p.m.-12:35 p.m.

2 stops16h 20m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 493

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Mon 14/9

7:30 a.m.-12:59 p.m.

1 stop5h 29m

Hilton Head Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 534

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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 5 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$ 642

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

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

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 5 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?

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Bluffton

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