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Find cheap flights from Canada to Hilton Head Island from $307

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Hilton Head Island departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 5/23
Thu 5/30

Search hundreds of travel sites at once for deals on flights to Hilton Head Island

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Hilton Head Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Hilton Head Island, as well as popular online travel agencies
In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

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Flights to Hilton Head Island - Travel Insights & Trends

Get data-powered insights and trends for flights to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest day to fly to Hilton Head Island?

The average price of all flights to Hilton Head Island clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Hilton Head Island is Saturday where tickets can be as cheap as $478. On the other hand, the most expensive day to fly is Sunday, where prices are $727 on average.

What is the cheapest month to fly to Hilton Head Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights to Hilton Head Island is January, where tickets cost $482 on average for one-way flights. On the other hand, the most expensive months are February and December, where the average cost of tickets from Canada is $860 and $849 respectively. For return trips, the best month to travel is September with an average price of $447.

What is the cheapest time of day to fly to Hilton Head Island?

The average price for all flights to Hilton Head Island depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Hilton Head Island is generally in the morning, when flights cost $592 on average. The most expensive time of day to fly to Hilton Head Island is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $727.

How far in advance should I book a flight to Hilton Head Island?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 89 days before departure.

How long is the flight to Hilton Head Island?

The duration of your flight to Hilton Head Island depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Hilton Head Island on KAYAK are from Toronto, which takes 3h 47m, Montreal, which takes 4h 41m, Calgary, which takes 10h 42m, and Vancouver, which takes 13h 22m.

How many direct flights to Hilton Head Island are there each day?

There are around 12 direct flights from within Canada to Hilton Head Island every day. Most flights depart in the morning, with 9:00 am the most common departure time and 66% of flights departing in the morning.

How many direct flights to Hilton Head Island are there each week?

Each week there are around 82 direct flights from within Canada to Hilton Head Island. The most common day for departures is Saturday, with 20% of flights taking off on this day.

Good to know

Low season

July

High season

April

Cheapest flight

$307
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Toronto to Hilton Head Island

FAQs - booking Hilton Head Island flights

  • How far is Hilton Head Island from central Hilton Head Island?

    Hilton Head Island is 3 miles from the center of Hilton Head Island.

  • What is the name of Hilton Head Island’s airport?

    There is only 1 airport in Hilton Head Island, called Hilton Head Island (HHH). It can also be referred to as Hilton Head.

  • How does KAYAK find such low prices on flights to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airline offers the most flights to Hilton Head Island?

    Of the 3 airlines that fly to Hilton Head Island, American Airlines offers the most flights, with around 39 per week, followed by Delta with 28 flights per week.

See more FAQs

Top tips for finding cheap flights to Hilton Head Island

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Hilton Head Island flight deals.

Prefer to fly non-stop to Hilton Head Island?

Find which airlines fly direct to Hilton Head, which days they fly and book direct flights.

Nonstop departures

Canada to Hilton Head Island

Monday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Tuesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Wednesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Thursday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Friday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Saturday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Sunday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

See more direct flights

Nonstop returns

Hilton Head Island to Canada

Monday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Tuesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Wednesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Thursday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Friday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Saturday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Sunday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

See more direct flights
See more direct flights

Top airline flying from Canada to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Hilton Head Island. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
American AirlinesOverall score based on 14914 reviews
6.6food
8.0crew
7.6boarding
7.2comfort
7.1entertainment
Airline reviews

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

6.0 GoodAnonymous, Apr 2024SPI - ORD
Read more about American Airlines reviews

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Cold air blew constantly on my legs almost making me numb.

Missed the flight because of them and up geting a rental car

Delayd flight out of atl as always miss my conection in dfw no flight untill next day

Book cheap flights from Canada to Hilton Head Island

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Hilton Head Island found on KAYAK in the last 72 hours.
5/14Tue
2 stopsDelta
8h 06mYYZ-HHH
5/15Wed
1 stopDelta
6h 01mHHH-YYZ
$463
6/1Sat
1 stopAmerican Airlines
17h 49mYYZ-HHH
6/7Fri
1 stopAmerican Airlines
10h 11mHHH-YYZ
$547
5/14Tue
2 stopsAmerican Airlines
7h 06mYYZ-HHH
5/15Wed
2 stopsAmerican Airlines
6h 25mHHH-YYZ
$585
8/17Sat
1 stopAmerican Airlines
3h 56mYYZ-HHH
8/21Wed
1 stopAmerican Airlines
3h 45mHHH-YYZ
$595
5/4Sat
1 stopAmerican Airlines
16h 56mYYZ-HHH
5/11Sat
2 stopsAmerican Airlines
9h 32mHHH-YYZ
$616
6/21Fri
1 stopDelta
5h 13mYYZ-HHH
6/24Mon
1 stopDelta
8h 59mHHH-YYZ
$627
6/1Sat
2 stops
19h 06mYYZ-HHH
6/7Fri
1 stop
21h 16mHHH-YYZ
$676
5/4Sat
1 stopUnited Airlines
7h 46mYYZ-HHH
5/11Sat
1 stopUnited Airlines
7h 43mHHH-YYZ
$714
6/1Sat
2 stopsUnited Airlines
15h 53mYYZ-HHH
6/7Fri
2 stopsUnited Airlines
8h 03mHHH-YYZ
$800
6/21Fri
1 stopWestJet
6h 00mYYZ-HHH
6/24Mon
1 stopWestJet
3h 58mHHH-YYZ
$817

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Hilton Head Island found on KAYAK in the last 72 hours.
5/5Sun
1 stopUnited Airlines
5h 46mYYZ-HHH
$307
5/5Sun
2 stopsAmerican Airlines
10h 35mYYZ-HHH
$357

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Last minute flights to Hilton Head Island

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Hilton Head Island that are departing in the next 10 days.
4/25Thu
multi-stopAmerican Airlines
4h 23mYYZ-HHH
4/30Tue
multi-stopAmerican Airlines
6h 25mHHH-YYZ
$876
4/25Thu
multi-stopAmerican Airlines
4h 23mYYZ-HHH
4/30Tue
multi-stopAmerican Airlines
4h 15mHHH-YYZ
$963
4/25Thu
multi-stopAmerican Airlines
5h 44mYYZ-HHH
4/30Tue
multi-stopAmerican Airlines
4h 15mHHH-YYZ
$1,464

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Flights to Hilton Head Island

Destination:

Hilton Head Island (HHH)United States

Return flight deals:

Hilton Head Island - Canada

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