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C$ 444+ Cheap flights to Hilton Head Island

— HHH
20 Nov — 27 Nov1
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

Sat 5/1211:53 a.m. -
1 stop4h 40m
Sat 12/125:03 p.m. -
1 stop5h 36m
Deal found 19/10C$ 807
Fri 13/117:15 a.m. -
1 stop7h 06m
Wed 18/1112:25 p.m. -
1 stop4h 49m
Deal found 18/10C$ 826
Sat 14/117:15 a.m. -
1 stop4h 43m
Mon 23/115:47 p.m. -
1 stop4h 52m
Deal found 20/10C$ 834
Fri 13/1111:56 a.m. -
1 stop5h 14m
Thu 19/1111:06 a.m. -
1 stop6h 01m
Deal found 18/10C$ 847

Find flight deals to Hilton Head Island

Round-trip from

C$ 804

One-way from

C$ 444
American Airlines
  • American Airlines
  • 10/2-24/2
  • 2 total stops
  • 8h 54m total
  • Toronto to Hilton Head Island
Search Deals
American Airlines
  • American Airlines
  • 6/2-31/12
  • 1 total stop
  • 5h 35m 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 6/2

7:15 a.m.-12:50 p.m.

1 stop5h 35m

Hilton Head Island

Wed 31/12

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

Nonstop0h 00m

C$ 444
Quickest round-trip

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Mon 1/2

7:15 a.m.-12:00 p.m.

1 stop4h 45m

Hilton Head Island

Wed 31/12

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

Nonstop0h 00m

C$ 463

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Mon 30/11

11:58 a.m.-5:08 p.m.

1 stop5h 10m

Hilton Head Island

Wed 31/12

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

Nonstop0h 00m

C$ 463

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Thu 3/12

11:56 a.m.-5:21 p.m.

1 stop5h 25m

Hilton Head Island

Wed 31/12

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

Nonstop0h 00m

C$ 464

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Fri 4/12

6:00 a.m.-5:21 p.m.

2 stops11h 21m

Hilton Head Island

Wed 31/12

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

Nonstop0h 00m

C$ 471

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Wed 10/2

7:15 a.m.-12:00 p.m.

1 stop4h 45m

Hilton Head Island

Wed 24/2

11:04 a.m.-3:13 p.m.

1 stop4h 09m

C$ 804

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Sat 5/12

11:53 a.m.-4:33 p.m.

1 stop4h 40m

Hilton Head Island

Sat 12/12

5:03 p.m.-10:39 p.m.

1 stop5h 36m

C$ 807

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Mon 1/2

7:15 a.m.-12:00 p.m.

1 stop4h 45m

Hilton Head Island

Wed 3/3

11:04 a.m.-3:13 p.m.

1 stop4h 09m

C$ 824

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Fri 13/11

7:15 a.m.-2:21 p.m.

1 stop7h 06m

Hilton Head Island

Wed 18/11

12:25 p.m.-5:14 p.m.

1 stop4h 49m

C$ 826

TorontoHilton Head Island

YYZ Toronto Pearson Intl - HHH Hilton Head Island

YYZHHH

Toronto Pearson Intl

Sat 17/4

6:00 a.m.-10:32 a.m.

1 stop4h 32m

Hilton Head Island

Sat 24/4

5:04 p.m.-10:40 p.m.

1 stop5h 36m

C$ 827

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/10

Showing 1-10 of 11 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 7 hours 6 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$ 653

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 (7 hours 6 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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