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HHH

C$ 367 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 15/10. 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
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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, travellers have searched 45,960,529 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
6:00 a.m. - 2:54 p.m.YYZ-HHH
8h 54m1 stop
6:05 p.m. - 3:00 p.m.HHH-YYZ
20h 55m1 stop
C$ 665American Airlines
Find Deal
Fri, 4 Oct - Mon, 7 Oct
11:40 a.m. - 1:02 p.m.YVR-HHH
22h 22m2 stops
2:29 p.m. - 10:45 a.m.HHH-YVR
23h 16m2 stops
C$ 728American Airlines
Find Deal
Thu, 24 Oct - Sun, 27 Oct
7:20 p.m. - 12:15 p.m.YYZ-HHH
16h 55m1 stop
11:16 a.m. - 4:34 p.m.HHH-YYZ
5h 18m1 stop
C$ 764American Airlines
Find Deal
Sat, 1 Mar - Mon, 31 Mar
7:44 p.m. - 10:18 a.m.YYZ-HHH
14h 34m2 stops
11:16 a.m. - 4:34 p.m.HHH-YYZ
5h 18m1 stop
C$ 769American Airlines
Find Deal
Sat, 1 Mar - Mon, 31 Mar
11:40 a.m. - 1:02 p.m.YVR-HHH
22h 22m2 stops
12:35 p.m. - 9:24 p.m.HHH-YVR
11h 49m3 stops
C$ 1,114American Airlines
Find Deal
Fri, 25 Oct - Mon, 28 Oct
6:00 a.m. - 10:37 a.m.YYZ-HHH
28h 37m2 stops
2:45 p.m. - 11:59 a.m.HHH-YYZ
21h 14m2 stops
C$ 1,162WestJet Encore
Find Deal
Sun, 24 Nov - Sat, 30 Nov
6:35 a.m. - 12:14 p.m.YYZ-HHH
5h 39m1 stop
12:57 p.m. - 11:10 p.m.HHH-YYZ
10h 13m2 stops
C$ 1,173Delta
Find Deal
Fri, 4 Oct - Mon, 7 Oct
11:40 a.m. - 11:54 a.m.YVR-HHH
21h 14m2 stops
12:35 p.m. - 9:24 p.m.HHH-YVR
11h 49m3 stops
C$ 1,655American Airlines
Find Deal
Thu, 24 Oct - Sun, 27 Oct

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$ 573. On the other hand, the most expensive day to fly is Thursday, where prices are C$ 1,033 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$ 754 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$ 1,000.

Good to know

Low season

February

High season

April

Cheapest flight

C$ 367
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly and prices are also 12% 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 Airport 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 Airport. 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 26 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 Island Airport, 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.
8.6
WestJet EncoreOverall score based on 15 reviews
8.0Comfort
6.2Entertainment
9.2Crew
7.3Food
9.3Boarding
Airline reviews

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

10.0 ExcellentDarren, May 2023YYZ - LAX
Read more WestJet Encore reviews

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"

In thirty years of traveling, mostly with Delta, this was the worst day ever.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

I am so shocked at the service in first class. We were not greeted or offered a beverage for 45 minutes into the flight. She did however have time to write a long note. I just wanted a snack and something to drink. We were never offered coffee and the snacks came after dinner? It was the oddest flight I have ever been on. The gentleman next to me got up and gave our dinner box’s to the flight attendant and asked for a second glass of wine for each of us. Our dinner boxes sat on our tray for 20 minutes. She was rather distracted. He then asked another flight attendant for wine… finally we had a second glass. I was trying to give her some grace, she also told the man next me we couldn’t have any more wine because we drank it all… after landing the seasoned traveler next me ask for her employee number. Then it was a mutiny! She was refusing and it got tense. The captain came and asked what was happening, the flight attendants totally gave a biased account of the fact. The captain told the police the man I was seated next to was intoxicated! That was completely inaccurate and it really escalated things. I policeman found me at the luggage carousel to verify the facts. The flight attendants made false accusations that he touched them! That never happened. It was a very poorly trained crew. I am so anngry and shock by the entire experience! It was terrible service! I would like a refund for what I paid to be in first class and the most uncomfortable flight ever. I always fly Delta, it has been wonderful. I was so flustered by the entire experience! Please give me an update on this matter! Thank you, Kelle Myers

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

I notice that every time I fly delta or any American carrier, the staff seem tired, overworked, and not at the service level I’m accustomed to in Asia. They frequently crash into my arm when coming down the aisle. Food is shoved at my face with no greeting or verbal cue. The food portions seemed much smaller than usual and didn’t see much wine or beverage options. This is comfort plus? The plane was old and tired. The bathroom was dripping with mineral stains after a long lack of cleaning. The power socket did not work, although the USB output did. I really wonder why I’m flying Delta, I think it’s time to switch to ANA.

Late departure due to large number of wheel chair patrons. Used to having a box of snacks to select from in comfort plus. The flight attendant just rattled off what was available and asked us to pick. Felt rushed and uncomfortable. Seat was great. Prefer having the screen on the seat in front of me instead of having to pull it up from the seat side. Lots of room for my carryon under the seat in front of me.

The airplanes were so old and out-dated it was terrifying to fly on them.

It’s was good. There’s so much room for improvement though. Since the plane was small, there was no entertainment but for years now, the most jarring aspect of travel is the lack of tasty snacks.

The important things including boarding and the flight being on time and safe were excellent. The disappointment comes from the comfort and amenities. Was misled by the "availability" of inflight internet- there is an extra cost. The tray table was broken, the bathroom door stuck and flight attendants were competent but not very friendly.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

The plane used to go to Chicago was a bit outdated and needed a refresh

My connecting gate in .Chicago was across the aisle from my arriving gate. Otherwise I would not have made my connection. So that was very fortunate.

I flew basic economy, so it was what I expected. Crew was nice though, and flight was quick. Would recommend for flights under 6 hours, otherwise would upgrade to something with more leg room.

Bad, they delayed my flight, lost my connection flight had to stay overnight for the next flight and missed a lot of important meetings. 1 day totally lost!

Airline staff was good the checkin process was ok but the plane itself was very bad the comfort was worst it was worst and the most stiff 5 hours of my life i felt claustrophobic

Everything got delayed we were supposed to land at 1pm and landes at 8-9 pm … was horrible

Calgary desperately needs a star alliance lounge in the transborder area for United.

Brutal as can be … delayed by 24 hours then delayed and hour on the tarmac then delayed three hours in Chicago, screaming child behind me kicking the seat for the better part of 10 hours… couldn’t be worse

My flight was delayed by a whole day, so I lost a day of my vacation.

The check-in and passport submission was complicated and repetitive, due to the poor communication between Air Canada and United. There should have been a single set of instructions and a single questionnaire that provided the data for both airlines.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Flight was on time, no drinks served on the two short flights. Comfortable seats.

This flight was fine but had no time to breathe as the connection was late from Sea to ORD.. Super stressful. If we checked bags, the trip would have been very distressed.

The one gate agent was very abrupt and rude. Not a good look for American for the day

It was late, then the bathroom was inoperable plus it was very hot as well. Plane was very old

Other than Charlotte airport being crowded and a mush of people at the gate and even through the priority lane, the flight was great.

This time there was nothing to be better, really! Boarding on time, taking off on time and arriving earlier. The only complain is about way too long line at pre-check security point at DFW. But this is the airport’s problem, not American Airline.

3 hours late. Second consecutive time this month that a flight from DFW was delayed 3+ hours.

Boarding was a shambles, pushed us all onto the airbridge and then made us wait for ages

Seats were very uncomfortable. I paid extra for a seat with more leg room, the seat was no different than a seat at the back of the plane. Flight attendant was rude.

Friendly crew members. Food was so-so, below average. However, ice cream add a little touch and made a difference.

Overall American Airlines are good. For a long haul flight I would have appreciated if they had offered water durning the flight, as they don't provide individual water bottles. I applaud their recycling efforts onboard.

Experience was probably the best I’ve had on BA for a long time. Only thing is A380 is old now and it needs upgrading. The en re attainment screens are very small and the touchscreen barely works.

British airways canceled our connecting flight then sent an email 1 day before. Didn't offer us any comp for our flights or anything.

Flight cancelled! Rebooked by circuitous routing although there were seats available on other nonstop flights.

Service of the crews were great. Food on flight was very greasy, and salty.

Sardine can herringbone layout in business class. Uncomfortable and nowhere to put your book, phone, headphones, etc. worst hard product ever, and the service and food aren’t good enough to make it worthwhile. Expensive garbage. British Airways purchased this thinking only about financials, clearly not customer experience. British Airways business class is the garbage truck of the skies. Hard pass!

Horrible. I bought a flight with British airlines from Amsterdam to Orlando via London. Less than a day they changed my flight to London so I had to fly to London city airport and then find my way to Gatwick for my connecting flight. It was very costly

I never travelled better and more comfortably than with this flight because I was upgraded to the business class! it was amazing in every aspect. I was able to lay down and sleep, and the food was comparable to a gourmet restaurant menu. The flight was not only on time, but even much earlier, the crew was excellent as well. It felt like a very nice reward after so many uncomfortable and frustrating travels in the past decades. Even though most of my past trips were not with BA, they gave me a memorable gift with this favor. Thank you British Airways!

The flight attendant kept bypassing our row when serving drinks and food. And the. He spilled water on me. And spilled a chicken tikka masala on the aisle floor right by my feet.

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.
4/10Fri
1 stopAmerican Airlines
8h 54mYYZ-HHH
7/10Mon
1 stopAmerican Airlines
20h 55mHHH-YYZ
C$ 665
24/10Thu
2 stopsAmerican Airlines
22h 22mYVR-HHH
27/10Sun
2 stopsAmerican Airlines
23h 16mHHH-YVR
C$ 728
1/3Sat
1 stopAmerican Airlines
16h 55mYYZ-HHH
31/3Mon
1 stopAmerican Airlines
5h 18mHHH-YYZ
C$ 764
1/3Sat
2 stopsAmerican Airlines
14h 34mYYZ-HHH
31/3Mon
1 stopAmerican Airlines
5h 18mHHH-YYZ
C$ 769
25/10Fri
2 stopsAmerican Airlines
22h 22mYVR-HHH
28/10Mon
3 stopsAmerican Airlines
11h 49mHHH-YVR
C$ 1,114
24/11Sun
2 stopsWestJet Encore
28h 37mYYZ-HHH
30/11Sat
2 stopsWestJet Encore
21h 14mHHH-YYZ
C$ 1,162
4/10Fri
1 stopDelta
5h 39mYYZ-HHH
7/10Mon
2 stopsDelta
10h 13mHHH-YYZ
C$ 1,173
24/10Thu
2 stopsAmerican Airlines
21h 14mYVR-HHH
27/10Sun
3 stopsAmerican Airlines
11h 49mHHH-YVR
C$ 1,655

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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.
15/10Tue
1 stopDelta
5h 47mYYZ-HHH
C$ 367
13/10Sun
2 stopsDelta
10h 17mYYZ-HHH
C$ 375
15/10Tue
2 stopsAmerican Airlines
17h 55mYYZ-HHH
C$ 379
6/11Wed
1 stopAmerican Airlines
18h 07mYYZ-HHH
C$ 406
4/3Tue
1 stopAmerican Airlines
16h 55mYYZ-HHH
C$ 412
11/3Tue
2 stopsAmerican Airlines
11h 00mYYZ-HHH
C$ 413
4/3Tue
2 stopsAmerican Airlines
10h 50mYYZ-HHH
C$ 424
6/11Wed
2 stopsWestJet Encore
6h 40mYYZ-HHH
C$ 723

Search by stops

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Recent domestic flight deals

28/9Sat
multi-stopUnited Airlines
5h 31mIND-HHH
1/10Tue
multi-stopUnited Airlines
8h 03mHHH-IND
C$ 325
9/10Wed
multi-stopDelta
6h 16mCLE-HHH
16/10Wed
multi-stopDelta
4h 48mHHH-CLE
C$ 332
28/9Sat
multi-stopUnited Airlines
5h 31mIND-HHH
1/10Tue
multi-stopUnited Airlines
5h 24mHHH-IND
C$ 372
4/10Fri
multi-stopDelta
6h 14mCLE-HHH
8/10Tue
multi-stopDelta
4h 48mHHH-CLE
C$ 379
21/10Mon
multi-stopDelta
6h 16mRIC-HHH
25/10Fri
multi-stopDelta
5h 34mHHH-RIC
C$ 410
4/10Fri
multi-stopDelta
6h 14mCLE-HHH
8/10Tue
multi-stopDelta
4h 48mHHH-CLE
C$ 434
24/9Tue
directUnited Airlines
2h 21mEWR-HHH
1/10Tue
directUnited Airlines
2h 12mHHH-EWR
C$ 435
4/10Fri
multi-stopDelta
5h 54mPIT-HHH
7/10Mon
multi-stopDelta
4h 16mHHH-PIT
C$ 439
16/10Wed
directDelta
2h 31mLGA-HHH
21/10Mon
directDelta
2h 10mHHH-LGA
C$ 440
25/9Wed
multi-stopDelta
5h 54mPIT-HHH
30/9Mon
multi-stopDelta
5h 37mHHH-PIT
C$ 440

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Everything you need to know for your flight to Hilton Head Island

Information on the airport you'll fly into in Hilton Head Island