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C$ 452 Find cheap flights to Hilton Head Island

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 17/11. 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
Sat 29/6
Sat 6/7

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 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals to Hilton Head Island

 
These are the cheapest deals for flights to Hilton Head Island currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals to Hilton Head Island

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Canada to Hilton Head Island.

Recent one-way flight deals to Hilton Head Island

Only flying one-way? Below are some of the best one-way flight deals from Canada to Hilton Head Island found on KAYAK recently.

Recent last-minute flight deals to Hilton Head Island

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Canada to Hilton Head Island.

Recent direct flight deals to Hilton Head Island

The latest deals for direct flights from Canada to Hilton Head Island so you can sit back and relax without the need for a layover.

Cheap bus & train deals to Hilton Head Island

Find recent round-trip train or bus tickets from Canada to Hilton Head Island.

All round-trip flight deals to Hilton Head Island

The cheapest plane tickets to Hilton Head Island found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:05 a.m. - 11:13 a.m.YOW-HHH
5h 08m1 stop
11:54 a.m. - 4:43 p.m.HHH-YOW
4h 49m1 stop
C$ 765United Airlines
Find Deal
Tue, 2 Jul - Tue, 9 Jul
7:30 p.m. - 11:13 a.m.YOW-HHH
15h 43m2 stops
11:54 a.m. - 4:43 p.m.HHH-YOW
4h 49m1 stop
C$ 1,028United Airlines
Find Deal
Tue, 2 Jul - Tue, 9 Jul
5:55 a.m. - 10:26 a.m.YYZ-HHH
4h 31m1 stop
C$ 452American Airlines
Find Deal
Sun, 17 Nov
8:00 a.m. - 3:44 p.m.YYZ-HHH
7h 44m2 stops
C$ 465American Airlines
Find Deal
Sun, 17 Nov
10:02 p.m. - 5:36 p.m.YVR-HHH
16h 34m1 stop
C$ 509American Airlines
Find Deal
Wed, 28 Aug
6:00 a.m. - 1:38 p.m.YVR-HHH
28h 38m2 stops
C$ 523American Airlines
Find Deal
Wed, 28 Aug
6:30 a.m. - 11:18 a.m.YYZ-HHH
4h 48m1 stop
C$ 684Delta
Find Deal
Fri, 12 Jul
7:29 p.m. - 11:40 a.m.YYZ-HHH
16h 11m2 stops
C$ 791American Airlines
Find Deal
Fri, 12 Jul
6:05 a.m. - 11:13 a.m.YOW-HHH
5h 08m1 stop
11:54 a.m. - 4:43 p.m.HHH-YOW
4h 49m1 stop
C$ 765United Airlines
Find Deal
Tue, 2 Jul - Tue, 9 Jul
7:30 p.m. - 11:13 a.m.YOW-HHH
15h 43m2 stops
11:54 a.m. - 4:43 p.m.HHH-YOW
4h 49m1 stop
C$ 1,028United Airlines
Find Deal
Tue, 2 Jul - Tue, 9 Jul

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$ 616. On the other hand, the most expensive day to fly is Sunday, where prices are C$ 1,002 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 evening, when flights cost C$ 759 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$ 1,025.

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 2h 18m, Montreal, which takes 5h 32m, Calgary, which takes 10h 37m, and Vancouver, which takes 11h 42m.

Good to know

Low season

September

High season

April

Cheapest flight

C$ 452
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly and prices are also 16% 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 34 per week, followed by Delta with 14 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
9.5Crew
9.5Boarding
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."

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

The comfort is typical of what I would expect from main cabin. I've been on flights with other airlines where the seats needed to be changed, the cushions were non-existent. So happy this was not the case. I enjoyed the movie selection. Happy pillow and blanket was provided since I forgot my own. The food was also ok. Great that we arrived early and my luggage arrived undamaged. Again in the past (not with Delta), luggage was lost or broken.

Crew went over and above to be helpful. Plane had mechanical problems that caused us to depart late.

The 676 plane is much more comfortable in business class than the A330 and he food was a little better. I didn’t use the entertainment.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Marked by flight delays on all segments of the trip. Food in first class cabin was mediocre and overhead cabin storage was not adequate. Overall, the premium charge for first class cabin was poor and over hyped. This will be our last flight with UA.

We enjoyed that we boarded and took off on time. We didn’t like that our connection flight was a twenty minute walk through the airport with only one hour in between flights.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

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 boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

We were redirected to a near by city due to weather and had to stay in the aircraft before flying to the original destination's airport. The whole delay added 3+ hours and were were not offered any snacks or water.

I wish that we wouldn't have to go through TSA again on connecting flights.

Priority baggage, golf bag lost causing me to miss function the next day. Baggage in general in Charlotte has been a mess lately.

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.
2/7Tue
1 stopUnited Airlines
5h 08mYOW-HHH
9/7Tue
1 stopUnited Airlines
4h 49mHHH-YOW
C$ 765
2/7Tue
2 stopsUnited Airlines
15h 43mYOW-HHH
9/7Tue
1 stopUnited Airlines
4h 49mHHH-YOW
C$ 1,028

Search by stops

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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.
17/11Sun
1 stopAmerican Airlines
4h 31mYYZ-HHH
C$ 452
17/11Sun
2 stopsAmerican Airlines
7h 44mYYZ-HHH
C$ 465
28/8Wed
1 stopAmerican Airlines
16h 34mYVR-HHH
C$ 509
28/8Wed
2 stopsAmerican Airlines
28h 38mYVR-HHH
C$ 523
12/7Fri
1 stopDelta
4h 48mYYZ-HHH
C$ 684
12/7Fri
2 stopsAmerican Airlines
16h 11mYYZ-HHH
C$ 791

Search by stops

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Search by price

Recent domestic flight deals

6/8Tue
multi-stopDelta
10h 33mBOS-HHH
13/8Tue
multi-stopDelta
5h 40mHHH-BOS
C$ 308
31/8Sat
directDelta
2h 27mLGA-HHH
4/9Wed
directDelta
2h 11mHHH-LGA
C$ 308
31/8Sat
directDelta
2h 27mLGA-HHH
4/9Wed
multi-stopDelta
6h 38mHHH-LGA
C$ 320
23/7Tue
multi-stopDelta
5h 18mCLE-HHH
31/7Wed
multi-stopDelta
5h 27mHHH-CLE
C$ 334
19/8Mon
multi-stopDelta
5h 54mBWI-HHH
27/8Tue
multi-stopDelta
10h 38mHHH-BWI
C$ 346
7/8Wed
directUnited Airlines
2h 18mEWR-HHH
14/8Wed
directUnited Airlines
2h 16mHHH-EWR
C$ 349
1/8Thu
multi-stopDelta
5h 18mBOS-HHH
13/8Tue
multi-stopDelta
5h 40mHHH-BOS
C$ 349
13/8Tue
multi-stopDelta
5h 18mCLE-HHH
14/8Wed
multi-stopDelta
5h 57mHHH-CLE
C$ 353
6/8Tue
multi-stopDelta
10h 33mBOS-HHH
14/8Wed
multi-stopDelta
5h 40mHHH-BOS
C$ 361
13/8Tue
directUnited Airlines
2h 18mEWR-HHH
20/8Tue
directUnited Airlines
2h 12mHHH-EWR
C$ 390

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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: