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Find cheap flights to Hilton Head Island from C$ 477

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
Mon 27/5
Mon 3/6

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 43,623,357 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
6:04 a.m. - 4:05 p.m.YYZ-HHH
10h 01m2 stops
12:57 p.m. - 9:57 p.m.HHH-YYZ
9h 00m1 stop
C$ 790Delta
Find Deal
Mon, 27 May - Mon, 3 Jun
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$ 821Delta
Find Deal
Mon, 27 May - Mon, 3 Jun
5:59 p.m. - 12:58 p.m.YYZ-HHH
18h 59m1 stop
6:07 p.m. - 10:20 p.m.HHH-YYZ
4h 13m1 stop
C$ 891American Airlines
Find Deal
Fri, 17 May - Sat, 1 Jun
5:59 p.m. - 10:29 a.m.YYZ-HHH
16h 30m2 stops
6:07 p.m. - 10:20 p.m.HHH-YYZ
4h 13m1 stop
C$ 895American Airlines
Find Deal
Fri, 17 May - Sat, 1 Jun
10:45 a.m. - 3:16 p.m.YYZ-HHH
4h 31m1 stop
4:08 p.m. - 9:36 a.m.HHH-YYZ
17h 28m1 stop
C$ 1,026
Find Deal
Tue, 30 Apr - Sat, 4 May
6:04 a.m. - 4:05 p.m.YYZ-HHH
10h 01m2 stops
12:57 p.m. - 10:46 p.m.HHH-YYZ
9h 49m2 stops
C$ 1,173Delta
Find Deal
Mon, 27 May - Mon, 3 Jun
6:30 a.m. - 4:05 p.m.YYZ-HHH
9h 35m2 stops
12:57 p.m. - 10:46 p.m.HHH-YYZ
9h 49m2 stops
C$ 1,447Delta
Find Deal
Fri, 17 May - Sat, 1 Jun

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$ 615. On the other hand, the most expensive day to fly is Sunday, where prices are C$ 1,007 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$ 658 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$ 1,175 and C$ 1,160 respectively. For return trips, the best month to travel is September with an average price of C$ 611.

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$ 758 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$ 1,023.

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 4h 54m, Calgary, which takes 9h 49m, and Vancouver, which takes 9h 49m.

Good to know

Low season

July

High season

April

Cheapest flight

C$ 477
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 33 per week, followed by Delta with 24 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
9.5crew
8.5food
9.5boarding
7.0entertainment
9.5comfort
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"

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

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 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.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Both flights yesterday, experienced hard landings. Harder than I’ve ever felt before. Im hopeful there was weather involved and not pilot error. Other than the landing, the flight was quite good~

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

A disaster, I lost my connection due to overcrowding at the Miami airport, having a 3-hour layover and the airline did nothing to reboard me on time and I had to sleep on the floor for 18 hours.

The food has never improved. It will never improve. But when I'm boarding a flight in priority boarding and I've spent 10 hours inside the security area of the airport and I get "randomly" selected for additional screening as I board the plane when the flight has already been delayed, and I work as a military contractor that has been issued visas direct from JMOD, I find it ridiculous. I would never recommend anyone to use AA on international flights. JAL is a better airline with older planes. The flight attendants on international hauls on American also have a chip on their shoulder and really dont deliver the same level of service code share partners do.

The flight was 90 minutes long and the stewardesses were extremely slow. I was in row 16 and they did not serve us drinks until we were descending for landing in a 90 minute flight. Unacceptably slow and at least 10 rows (20 to 31) did not receive any drinks or snacks for the entire duration of the flight because of the slowness of the stewardesses. There is no rationale to delay beverage service to brew coffee for a flight at six p m.

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.

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.
27/5Mon
2 stopsDelta
10h 01mYYZ-HHH
3/6Mon
1 stopDelta
9h 00mHHH-YYZ
C$ 790
27/5Mon
1 stopDelta
8h 20mYYZ-HHH
3/6Mon
1 stopDelta
9h 00mHHH-YYZ
C$ 821
17/5Fri
1 stopAmerican Airlines
18h 59mYYZ-HHH
1/6Sat
1 stopAmerican Airlines
4h 13mHHH-YYZ
C$ 891
17/5Fri
2 stopsAmerican Airlines
16h 30mYYZ-HHH
1/6Sat
1 stopAmerican Airlines
4h 13mHHH-YYZ
C$ 895
30/4Tue
1 stop
4h 31mYYZ-HHH
4/5Sat
1 stop
17h 28mHHH-YYZ
C$ 1,026
27/5Mon
2 stopsDelta
10h 01mYYZ-HHH
3/6Mon
2 stopsDelta
9h 49mHHH-YYZ
C$ 1,173
17/5Fri
2 stopsDelta
9h 35mYYZ-HHH
1/6Sat
2 stopsDelta
9h 49mHHH-YYZ
C$ 1,447

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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
4h 31mYYZ-HHH
C$ 477
5/5Sun
2 stopsAmerican Airlines
10h 35mYYZ-HHH
C$ 522

Search by stops

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Recent domestic flight deals

29/5Wed
multi-stopDelta
5h 06mCLE-HHH
3/6Mon
multi-stopDelta
5h 48mHHH-CLE
C$ 358
29/5Wed
multi-stopDelta
5h 05mLGA-HHH
5/6Wed
directDelta
2h 10mHHH-LGA
C$ 361
19/6Wed
multi-stopDelta
6h 17mCLE-HHH
25/6Tue
multi-stopDelta
5h 46mHHH-CLE
C$ 365
29/5Wed
multi-stopDelta
9h 05mCLE-HHH
3/6Mon
multi-stopDelta
5h 48mHHH-CLE
C$ 372
21/5Tue
directDelta
2h 23mLGA-HHH
30/5Thu
directDelta
2h 13mHHH-LGA
C$ 374
19/6Wed
multi-stopDelta
5h 43mCLE-HHH
25/6Tue
multi-stopDelta
10h 24mHHH-CLE
C$ 378
21/5Tue
multi-stopDelta
6h 06mLGA-HHH
30/5Thu
directDelta
2h 13mHHH-LGA
C$ 388
19/6Wed
multi-stopDelta
5h 43mCLE-HHH
25/6Tue
multi-stopDelta
10h 25mHHH-CLE
C$ 406
23/7Tue
directUnited Airlines
2h 18mEWR-HHH
30/7Tue
directUnited Airlines
2h 16mHHH-EWR
C$ 422
7/6Fri
directUnited Airlines
2h 18mEWR-HHH
13/6Thu
directUnited Airlines
2h 16mHHH-EWR
C$ 463

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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.
29/4Mon
multi-stopUnited Airlines
20h 56mYVR-HHH
1/5Wed
multi-stopUnited Airlines
22h 41mHHH-YVR
C$ 910
29/4Mon
multi-stopUnited Airlines
20h 56mYVR-HHH
1/5Wed
multi-stopUnited Airlines
20h 43mHHH-YVR
C$ 911
30/4Tue
multi-stop
4h 31mYYZ-HHH
4/5Sat
multi-stop
17h 28mHHH-YYZ
C$ 1,026

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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: