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Find cheap flights to Hilton Head Island from C$ 416

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
Sun 19/5
Sun 26/5

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
These are the airlines KAYAK users have selected most often from within our search results for flights to Hilton Head Island
In the last 7 days, travellers have searched 44,553,814 times on KAYAK, and here is why:

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Cheap flight deals to Hilton Head Island

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:59 a.m. - 4:05 p.m.YYZ-HHH
8h 06m2 stops
4:47 p.m. - 10:48 p.m.HHH-YYZ
6h 01m1 stop
C$ 636Delta
Find Deal
Tue, 14 May - Wed, 15 May
10:45 a.m. - 3:16 p.m.YYZ-HHH
4h 31m1 stop
4:09 p.m. - 10:30 p.m.HHH-YYZ
6h 21m1 stop
C$ 688United Airlines
Find Deal
Tue, 14 May - Wed, 15 May
7:45 a.m. - 4:05 p.m.YYZ-HHH
8h 20m1 stop
12:57 p.m. - 9:57 p.m.HHH-YYZ
9h 00m1 stop
C$ 694Delta
Find Deal
Mon, 27 May - Thu, 30 May
5:25 p.m. - 11:13 a.m.YYZ-HHH
17h 48m1 stop
10:59 a.m. - 10:20 p.m.HHH-YYZ
11h 21m1 stop
C$ 702American Airlines
Find Deal
Thu, 9 May - Sun, 12 May
9:30 a.m. - 3:16 p.m.YYZ-HHH
5h 46m1 stop
4:09 p.m. - 10:30 p.m.HHH-YYZ
6h 21m1 stop
C$ 722United Airlines
Find Deal
Tue, 7 May - Thu, 9 May
11:50 a.m. - 5:36 p.m.YYZ-HHH
5h 46m1 stop
12:47 p.m. - 9:50 a.m.HHH-YYZ
21h 03m2 stops
C$ 845American Airlines
Find Deal
Fri, 17 May - Mon, 20 May
12:54 p.m. - 11:09 a.m.YYZ-HHH
22h 15m2 stops
6:07 p.m. - 3:16 p.m.HHH-YYZ
21h 09m2 stops
C$ 1,079WestJet
Find Deal
Sat, 4 May - Sat, 11 May
1:30 p.m. - 3:16 p.m.YOW-HHH
25h 46m1 stop
12:13 p.m. - 10:04 p.m.HHH-YOW
9h 51m1 stop
C$ 1,131WestJet Encore
Find Deal
Thu, 16 May - Thu, 23 May
9:10 a.m. - 3:16 p.m.YYZ-HHH
30h 06m2 stops
4:09 p.m. - 11:54 p.m.HHH-YYZ
7h 45m2 stops
C$ 1,197
Find Deal
Tue, 7 May - Thu, 9 May
6:05 a.m. - 3:16 p.m.YOW-HHH
9h 11m1 stop
12:13 p.m. - 10:04 p.m.HHH-YOW
9h 51m1 stop
C$ 1,366
Find Deal
Thu, 16 May - Thu, 23 May

Flights to Hilton Head Island - Travel Insights & Trends

Get data-powered insights and trends into 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 Monday where tickets can be as cheap as C$ 619. On the other hand, the most expensive day to fly is Sunday, where prices are C$ 1,014 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 C$ 663 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 C$ 1,183 and C$ 1,168 respectively. For return trips, the best month to travel is September with an average price of C$ 615.

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 evening, when flights cost C$ 780 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 C$ 1,031.

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 41m, Montreal, which takes 6h 23m, Calgary, which takes 8h 53m, and Vancouver, which takes 11h 19m.

Good to know

Low season

July

High season

April

Cheapest flight

C$ 416
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly and prices are also 13% lower on average.
Flight from Toronto to Hilton Head Island

When to book flights to Hilton Head Island

Are your dates flexible? Find out the best times to travel to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Hilton Head Island based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Hilton Head Island flights

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

    The city centre of Hilton Head Island is 5 km from Hilton Head Island.

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

    All flights to Hilton Head Island land at Hilton Head Island. The airport code is HHH,and 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 travellers 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 nonstop 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 nonstop flights
See more nonstop flights

Top 5 airlines flying 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.
8.8
Endeavor AirlinesOverall score based on 4 reviews
9.5comfort
9.5boarding
9.5crew
7.0entertainment
8.5food
Airline reviews
Pros: "seat space was great and I was lucky enough to have medium size passenger next to me :-)"
Cons: "Can't really think of anything . . . my expectations were exceeded"
8.6 ExcellentIllan, Jun. 2019YYZ - JFK
Read more about Endeavor Airlines reviews
Pros: "seat space was great and I was lucky enough to have medium size passenger next to me :-)"
Cons: "Can't really think of anything . . . my expectations were exceeded"

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

Pros: "Friendly staff and the support they offered to my mother who needed a wheelchair."
Cons: "I would have liked to have had WestJet internet and entertainment access. It was not offered on our flight from Toronto to Fredericton."
Pros: "The fact that military personnel and retired military personnel and their spouse can check in luggage for free. The check in crew was also very courteous."
Pros: "It ran on time. The pilot landed the plane without a big jolt. We could board and deplane using 2 exits."
Cons: "Seat space"
Pros: "Rotten stuff cancels out the good doesn't it. Be great if you could take some courses from Stephen Covey as you are missing some skills sets in hospitality. And stop being so cheap with the 3rd rate old old movies!"
Cons: "I did not appreciate having the second row to the last on my 2nd plane coming back - I only had a turn around time of 20 minutes to catch my third Westjet flight. When we asked if the plane would wait for us - your crew just laughed in our faces."
Pros: "Great, friendly crew in this scenic trip across to Victoria. Nice new aircraft operating this route."
Pros: "Cheerfulness of WestJet employees."
Cons: "Seat comfort; seats hard. Person next to me average size but still spilled into my seat with “man-spreading” and shoulders."
Pros: "Efficient crew and reasonable seating"
Cons: "Need more legroom or a device to fold passenger legs for the flight duration..."
Pros: "Crew was good. Seats need to be updated and are confining. I appreciated being able to disembark through front and rear door."
Cons: "More space between the seats."
Pros: "the crew was very polite but the flight was too short to have a meal"
Cons: "delayed embarking"

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

It was a crowded flight. They did the best they could.

Super good crew... food was pretty awful- overall Delta is my favorite carrier- takes off on time, good boarding process etc.

I love flying DELTA it's my favorite airline to fly I love the staff the flight attendants and most importantly the safe flights that the pilots bring every time!!!! period!! My experience has been beautiful every time....I hope the good standards will always be kept

Service was good for such a short flight. Small plane but smooth flight.

Boarding was a little confusing as many folks were trying to get on through priority boarding instead of general. Everything else was excellent.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

There was no lounge for passengers waiting before boarding the aircraft at F65, so passengers are just sitting on the floor or just spread everywhere the premises before boarding.

Great crew, friendly. Found the trip long just sitting with no onboard entertainment

Comfort of seats, ease of boarding. Food selection could be better

i suspect i caught flu on this flight as i could hear someone coughing a few rows back and ended up with flu a few days later. also tiresome to have to watch movies on my device by holding up smartphone screen, would have liked to have in seat display.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

No problems with flight. Even though I had a short layover in DFW, I was still able to easily make my connection.

American Airlines continues to price it can provide the least comfortable passenger experience in the air. This legacy carrier rivals the budgets for both terrible seats and inadequate amenities. I am a 5’7” woman who is not wider than a coach seat (even on these narrow bodied aircraft). My 3.5 hour flight was terribly uncomfortable because the leg room is inadequate (my knees hit the seat on front of me even when it was not reclined); the seat barely reclines; and the foam padding is worn thin to the extent one can feel the metal supports of the seat. Add to this the fact that the aisle is super narrow, so that the drink cart literally scrapes the arm rest of the aisle seat. It’s basically torture.

Somehow I got “offloaded” even though I had my boarding pass and was in transit Food is horrible Staff were nice and cheerful No headphones were provided on 11 hours flight

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Plane took off without me, my stepdad and a dozen other passengers. It went from an hour delay to boarding in 15 montures without notifying anyone. Names were not called overhead. Now I’m missing a day of work and stuck in Charolette overnight paying for a hotel and Ubers out of pocket

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

The only poor experience was the flight the day before was canceled. I have flown enough to change as soon as notified. That was a huge plus for AA. Obviously I paid out of pocket for a hotel. Not AA choice , it was mine. I had resources. Other friends on the same flight were more affected. I know everyone is doing their best and the ability to change my flight was a good move AA.😀

Book Cheap Hilton Head Island Plane Tickets

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Hilton Head Island found on KAYAK in the last 72 hours.
14/5Tue
2 stopsDelta
8h 06mYYZ-HHH
15/5Wed
1 stopDelta
6h 01mHHH-YYZ
C$ 636
14/5Tue
1 stopUnited Airlines
4h 31mYYZ-HHH
15/5Wed
1 stopUnited Airlines
6h 21mHHH-YYZ
C$ 688
27/5Mon
1 stopDelta
8h 20mYYZ-HHH
30/5Thu
1 stopDelta
9h 00mHHH-YYZ
C$ 694
9/5Thu
1 stopAmerican Airlines
17h 48mYYZ-HHH
12/5Sun
1 stopAmerican Airlines
11h 21mHHH-YYZ
C$ 702
7/5Tue
1 stopUnited Airlines
5h 46mYYZ-HHH
9/5Thu
1 stopUnited Airlines
6h 21mHHH-YYZ
C$ 722
17/5Fri
1 stopAmerican Airlines
5h 46mYYZ-HHH
20/5Mon
2 stopsAmerican Airlines
21h 03mHHH-YYZ
C$ 845
4/5Sat
2 stopsWestJet
22h 15mYYZ-HHH
11/5Sat
2 stopsWestJet
21h 09mHHH-YYZ
C$ 1,079
16/5Thu
1 stopWestJet Encore
25h 46mYOW-HHH
23/5Thu
1 stopWestJet Encore
9h 51mHHH-YOW
C$ 1,131
7/5Tue
2 stops
30h 06mYYZ-HHH
9/5Thu
2 stops
7h 45mHHH-YYZ
C$ 1,197
16/5Thu
1 stop
9h 11mYOW-HHH
23/5Thu
1 stop
9h 51mHHH-YOW
C$ 1,366

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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
7h 46mYYZ-HHH
C$ 416
5/5Sun
2 stopsAmerican Airlines
17h 02mYYZ-HHH
C$ 462

Search by stops

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Recent domestic flight deals

14/5Tue
multi-stopDelta
6h 13mDCA-HHH
15/5Wed
multi-stopDelta
6h 09mHHH-DCA
C$ 238
14/5Tue
multi-stopDelta
10h 05mDCA-HHH
15/5Wed
multi-stopDelta
6h 09mHHH-DCA
C$ 252
2/7Tue
multi-stopDelta
6h 09mDCA-HHH
4/7Thu
multi-stopDelta
4h 20mHHH-DCA
C$ 321
15/5Wed
multi-stopUnited Airlines
6h 56mIAD-HHH
22/5Wed
multi-stopUnited Airlines
4h 33mHHH-IAD
C$ 334
4/6Tue
multi-stopDelta
6h 01mBWI-HHH
11/6Tue
multi-stopDelta
6h 41mHHH-BWI
C$ 334
25/6Tue
multi-stopDelta
5h 43mCLE-HHH
1/7Mon
multi-stopDelta
5h 15mHHH-CLE
C$ 334
4/9Wed
directUnited Airlines
2h 21mEWR-HHH
11/9Wed
directUnited Airlines
2h 12mHHH-EWR
C$ 350
30/5Thu
directDelta
2h 23mLGA-HHH
3/6Mon
directDelta
2h 11mHHH-LGA
C$ 350
20/8Tue
multi-stopDelta
5h 43mLGA-HHH
27/8Tue
directDelta
2h 12mHHH-LGA
C$ 363
12/5Sun
multi-stopUnited Airlines
6h 56mIAD-HHH
16/5Thu
multi-stopUnited Airlines
7h 09mHHH-IAD
C$ 376

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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.
24/4Wed
multi-stopUnited Airlines
7h 46mYYZ-HHH
27/4Sat
multi-stopUnited Airlines
6h 22mHHH-YYZ
C$ 845
24/4Wed
multi-stopUnited Airlines
4h 31mYYZ-HHH
27/4Sat
multi-stopUnited Airlines
17h 56mHHH-YYZ
C$ 1,027
24/4Wed
multi-stopDelta
10h 10mYYZ-HHH
27/4Sat
multi-stopDelta
10h 15mHHH-YYZ
C$ 1,084

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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: