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Find cheap flights from Canada to Hilton Head Island from $428

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Hilton Head Island departing on 9/9. 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
Wed 6/12
Wed 6/19

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 41,771,603 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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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 $720 on average.

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 45 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 41m, Montreal, which takes 9h 10m, Calgary, which takes 9h 49m, and Vancouver, which takes 12h 28m.

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

There are around 14 direct flights from within Canada to Hilton Head Island every day. Most flights depart in the morning, with 10:00 am the most common departure time and 61% of flights departing in the morning.

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

Each week there are around 92 direct flights from within Canada to Hilton Head Island. The most common day for departures is Saturday, with 22% of flights taking off on this day.

Good to know

Low season

April

High season

April

Cheapest flight

$428
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Vancouver 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 49 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 14608 reviews
7.1Entertainment
7.6Boarding
7.2Comfort
8.0Crew
6.6Food
Airline reviews

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

2.0 MediocreDerick, May 2024TRI - CLT
Read more about American Airlines reviews

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

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.
9/9Mon
2 stopsUnited Airlines
26h 01mYVR-HHH
9/11Wed
1 stopUnited Airlines
9h 18mHHH-YVR
$428
7/2Tue
1 stopDelta
16h 54mYYZ-HHH
7/9Tue
2 stopsDelta
10h 08mHHH-YYZ
$481
7/2Tue
2 stopsDelta
9h 46mYYZ-HHH
7/9Tue
2 stopsDelta
10h 11mHHH-YYZ
$496
7/2Tue
1 stopDelta
16h 54mYYZ-HHH
7/9Tue
1 stopDelta
6h 15mHHH-YYZ
$504
7/2Tue
1 stopAmerican Airlines
17h 22mYYZ-HHH
7/9Tue
1 stopAmerican Airlines
7h 39mHHH-YYZ
$518
7/2Tue
1 stopAmerican Airlines
17h 22mYYZ-HHH
7/9Tue
1 stopAmerican Airlines
3h 57mHHH-YYZ
$520
7/2Tue
1 stopWestJet Encore
5h 39mYYZ-HHH
7/9Tue
2 stopsWestJet Encore
10h 58mHHH-YYZ
$663
7/2Tue
2 stops
15h 30mYYZ-HHH
7/9Tue
1 stop
10h 36mHHH-YYZ
$795
7/2Tue
2 stopsWestJet Encore
10h 23mYYZ-HHH
7/9Tue
2 stopsWestJet Encore
8h 01mHHH-YYZ
$861
7/2Tue
2 stops
23h 13mYYZ-HHH
7/9Tue
2 stops
9h 12mHHH-YYZ
$917

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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.
5/17Fri
multi-stopUnited Airlines
5h 46mYYZ-HHH
6/1Sat
multi-stopUnited Airlines
5h 28mHHH-YYZ
$603
5/17Fri
multi-stopUnited Airlines
5h 46mYYZ-HHH
6/1Sat
multi-stopUnited Airlines
8h 43mHHH-YYZ
$671
5/17Fri
multi-stopAmerican Airlines
20h 32mYYZ-HHH
6/1Sat
multi-stopAmerican Airlines
9h 32mHHH-YYZ
$687
5/17Fri
multi-stopAmerican Airlines
16h 57mYYZ-HHH
6/1Sat
multi-stopAmerican Airlines
9h 32mHHH-YYZ
$717
5/17Fri
multi-stopWestJet Encore
18h 52mYYZ-HHH
6/1Sat
multi-stopWestJet Encore
21h 09mHHH-YYZ
$1,055
5/17Fri
multi-stopDelta
9h 35mYYZ-HHH
6/1Sat
multi-stopDelta
9h 49mHHH-YYZ
$1,177

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Flights to Hilton Head Island

Destination:

Hilton Head Island (HHH)United States

Return flight deals:

Hilton Head Island - Canada

Cabin classes:

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