Find flights
When to book
Airlines
FAQs

Cheap flights from Toronto Pearson Intl Airport to Hilton Head Island from C$ 383

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — HHH
26 Feb — 5 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Pearson Intl to Hilton Head Island

Enter your travel dates to find the best prices.

Cheapest flights from Pearson Intl to Hilton Head Island
Explore the most affordable flight options available from Pearson Intl to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 27 January 2026.

Tue 24/27:44 p.m.
YYZ
-
HHH
2 stops16h 09m
American Airlines
Tue 3/35:19 p.m.
HHH
-
YYZ
2 stops16h 55m
American Airlines
Deal found 25/1C$ 602
Sat 21/21:55 p.m.
YYZ
-
HHH
2 stops25h 46m
American Airlines
Mon 2/34:11 p.m.
HHH
-
YYZ
2 stops18h 03m
American Airlines
Deal found 26/1C$ 676
Sat 21/21:55 p.m.
YYZ
-
HHH
2 stops25h 46m
American Airlines
Sat 28/22:58 p.m.
HHH
-
YYZ
2 stops19h 16m
American Airlines
Deal found 26/1C$ 713
Sun 22/27:00 a.m.
YYZ
-
HHH
2 stops10h 44m
American Airlines
Mon 2/34:11 p.m.
HHH
-
YYZ
2 stops18h 03m
American Airlines
Deal found 26/1C$ 724
Tue 21/47:00 a.m.
YYZ
-
HHH
1 stop7h 06m
United Airlines
Tue 28/44:11 p.m.
HHH
-
YYZ
1 stop6h 12m
United Airlines
Deal found 25/1C$ 772
Thu 12/310:58 a.m.
YYZ
-
HHH
1 stop4h 43m
American Airlines
Thu 19/34:11 p.m.
HHH
-
YYZ
1 stop19h 44m
American Airlines
Deal found 26/1C$ 786
Mon 23/27:00 a.m.
YYZ
-
HHH
2 stops10h 44m
American Airlines
Sun 1/311:03 a.m.
HHH
-
YYZ
1 stop4h 42m
American Airlines
Deal found 26/1C$ 843
Sat 14/34:30 p.m.
YYZ
-
HHH
1 stop18h 03m
American Airlines
Sat 28/34:31 p.m.
HHH
-
YYZ
1 stop19h 24m
American Airlines
Deal found 25/1C$ 848
Sat 7/26:00 a.m.
YYZ
-
HHH
1 stop6h 20m
American Airlines
Fri 13/211:03 a.m.
HHH
-
YYZ
1 stop7h 26m
American Airlines
Deal found 25/1C$ 875

Find flight deals from Pearson Intl to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 27 January 2026.

Round-trip from

C$ 602

One-way from

C$ 383

Popular in

August

Cheapest in

July
American Airlines
  • American Airlines
  • 24/2-3/3
  • 4 total stops
  • 33h 04m total
  • Toronto to Hilton Head Island
Search Deals
American Airlines
  • American Airlines
  • 11/3
  • 2 total stops
  • 10h 44m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 0% potential increase in price (C$ 9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 27 January 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Hilton Head Island that are best for you.

Fly from

Pearson Intl

Fly to

Hilton Head Island

Route

Depart

Return

Price

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 24/2

7:44 p.m.-11:53 a.m.

2 stops16h 09m

Hilton Head Island

Tue 3/3

5:19 p.m.-10:14 a.m.

2 stops16h 55m

C$ 602

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 23/2

7:00 a.m.-5:44 p.m.

2 stops10h 44m

Hilton Head Island

Mon 2/3

4:11 p.m.-10:14 a.m.

2 stops18h 03m

C$ 676

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 23/2

7:00 a.m.-5:44 p.m.

2 stops10h 44m

Hilton Head Island

Sat 28/2

2:58 p.m.-10:14 a.m.

2 stops19h 16m

C$ 713

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 21/2

1:55 p.m.-3:41 p.m.

2 stops25h 46m

Hilton Head Island

Sat 28/2

2:58 p.m.-10:14 a.m.

2 stops19h 16m

C$ 713

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 22/2

7:00 a.m.-5:44 p.m.

2 stops10h 44m

Hilton Head Island

Mon 2/3

4:11 p.m.-10:14 a.m.

2 stops18h 03m

C$ 724

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 21/4

6:00 a.m.-3:20 p.m.

2 stops9h 20m

Hilton Head Island

Tue 28/4

12:08 p.m.-5:15 p.m.

1 stop5h 07m

C$ 772

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 21/4

7:00 a.m.-2:06 p.m.

1 stop7h 06m

Hilton Head Island

Tue 28/4

4:11 p.m.-10:23 p.m.

1 stop6h 12m

C$ 772

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 21/2

6:00 a.m.-10:33 a.m.

1 stop4h 33m

Hilton Head Island

Mon 2/3

6:20 p.m.-10:38 p.m.

1 stop4h 18m

C$ 772

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Wed 11/3

7:00 a.m.-5:44 p.m.

2 stops10h 44m

C$ 383

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 5/3

7:44 p.m.-10:33 a.m.

2 stops14h 49m

C$ 388

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/1

Showing 1-10 of 14 results
1
2

Best time to book a flight from Pearson Intl to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Pearson Intl 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 from Toronto Pearson Intl Airport to Hilton Head Island

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Hilton Head Island?

Currently, July is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Hilton Head Island (average of C$ 294). Flying from Toronto Pearson Intl Airport to Hilton Head Island in August is currently the most expensive (average of C$ 590). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 27 January 2026.
Read through reviews of airlines operating flights from Toronto Pearson Intl Airport to Hilton Head Island, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,205 reviews
Check prices

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,205 reviews
United Airlines
7.4
Good
9,205 reviews
Check prices

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
American Airlines
7.2
Good
11,197 reviews
United Airlines
7.4
Good
9,205 reviews
Check prices

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Toronto Pearson Intl?

    Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Toronto Pearson Intl to Hilton Head Island. You should not have trouble finding flights to Hilton Head from Toronto Pearson Intl; the airport handles an average of 0 inbound flights from Toronto Pearson Intl per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Hilton Head Island airport from Toronto Pearson Intl. It is only a 5.2 km journey from Hilton Head (HHH) to Hilton Head Island’s city centre.

  • How long is the flight from Toronto Pearson Intl Airport to Hilton Head Island?

    A quick flight from Toronto Pearson Intl Airport to Hilton Head Island can take about 16h 09m. American Airlines provides one of the quickest options available for as low as C$ 602. Toronto Pearson Intl Airport and Hilton Head Island are separated by a distance of 1276 km.

  • What are the cheapest airlines flying from Toronto Pearson Intl Airport to Hilton Head Island round-trip?

    Cheapflights users have booked flights from Toronto Pearson Intl Airport to Hilton Head Island round-trip from C$ 339. Another airline that can offer you cheap pricing is United Airlines. These flights start at 59% lower than the current average price 3 months from now.

  • Can I find deals for flights from Pearson Intl to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Hilton Head Island.

  • Can I find deals for business class flights from Pearson Intl to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Pearson Intl to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Hilton Head Island?

    Currently, July is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Hilton Head Island (average of C$ 294). Flying from Toronto Pearson Intl Airport to Hilton Head Island in August is currently the most expensive (average of C$ 590). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Pearson Intl to Hilton Head Island

Discover the top 2 airlines that operate flights from Pearson Intl to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 27 January 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 339AverageC$ 805FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 513AverageC$ 775FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Pearson Intl to Hilton Head Island?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Hilton Head Island from Pearson Intl today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Hilton Head Island?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pearson Intl to Hilton Head Island.

Can Cheapflights find flights from Pearson Intl to Hilton Head Island with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to Hilton Head Island, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to Hilton Head Island become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.