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Flights to Hilton Head Island

C$ 383 Cheap flights to Hilton Head Island

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Hilton Head Island departing on 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Canada to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:44 p.m. - 11:53 a.m.
YYZ
-
HHH
16h 09m
2 stops
American Airlines Logo
5:19 p.m. - 10:14 a.m.
HHH
-
YYZ
16h 55m
2 stops
C$ 602American Airlines
Tue, 24 Feb - Tue, 3 Mar
American Airlines Logo
1:37 p.m. - 10:33 a.m.
YVR
-
HHH
17h 56m
2 stops
American Airlines Logo
6:15 p.m. - 12:41 p.m.
HHH
-
YVR
21h 26m
2 stops
C$ 659American Airlines
Wed, 11 Mar - Wed, 18 Mar
United Airlines Logo
7:20 p.m. - 2:11 p.m.
YVR
-
HHH
15h 51m
2 stops
United Airlines Logo
4:39 p.m. - 2:06 p.m.
HHH
-
YVR
24h 27m
2 stops
C$ 672United Airlines
Tue, 12 May - Wed, 13 May
American Airlines Logo
1:55 p.m. - 3:41 p.m.
YYZ
-
HHH
25h 46m
2 stops
American Airlines Logo
4:11 p.m. - 10:14 a.m.
HHH
-
YYZ
18h 03m
2 stops
C$ 676American Airlines
Sat, 21 Feb - Mon, 2 Mar
United Airlines Logo
3:15 p.m. - 2:11 p.m.
YVR
-
HHH
19h 56m
2 stops
United Airlines Logo
4:39 p.m. - 2:06 p.m.
HHH
-
YVR
24h 27m
2 stops
C$ 683United Airlines
Tue, 12 May - Wed, 13 May
American Airlines Logo
1:55 p.m. - 3:41 p.m.
YYZ
-
HHH
25h 46m
2 stops
American Airlines Logo
2:58 p.m. - 10:14 a.m.
HHH
-
YYZ
19h 16m
2 stops
C$ 713American Airlines
Sat, 21 Feb - Sat, 28 Feb
American Airlines Logo
7:00 a.m. - 5:44 p.m.
YYZ
-
HHH
10h 44m
2 stops
American Airlines Logo
4:11 p.m. - 10:14 a.m.
HHH
-
YYZ
18h 03m
2 stops
C$ 724American Airlines
Sun, 22 Feb - Mon, 2 Mar
United Airlines Logo
6:25 a.m. - 2:11 p.m.
YOW
-
HHH
7h 46m
1 stop
United Airlines Logo
4:39 p.m. - 10:05 p.m.
HHH
-
YOW
5h 26m
1 stop
C$ 770United Airlines
Tue, 5 May - Wed, 6 May
Delta Logo
6:00 a.m. - 3:20 p.m.
YYZ
-
HHH
9h 20m
2 stops
Delta Logo
12:08 p.m. - 5:15 p.m.
HHH
-
YYZ
5h 07m
1 stop
C$ 772Delta
Tue, 21 Apr - Tue, 28 Apr
United Airlines Logo
6:25 a.m. - 2:11 p.m.
YOW
-
HHH
7h 46m
1 stop
United Airlines Logo
4:39 p.m. - 10:05 p.m.
HHH
-
YOW
5h 26m
1 stop
C$ 780United Airlines
Tue, 5 May - Wed, 6 May

momondo Fare Finder

 
Locate flights to Hilton Head Island that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 27 January 2026.
Use the filters below to find and compare flights to Hilton Head Island that are best for you.

Fly from

Route

Depart

Return

Price

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 24/2

7:44 p.m.-11:53 a.m.

2 stops16h 09m

Hilton Head Island

Tue 3/3

5:19 p.m.-10:14 a.m.

2 stops16h 55m

C$ 602

VancouverHilton Head Island

YVR - HHH

YVRHHH

Vancouver Intl

Wed 11/3

1:37 p.m.-10:33 a.m.

2 stops17h 56m

Hilton Head Island

Wed 18/3

6:15 p.m.-12:41 p.m.

2 stops21h 26m

C$ 659

VancouverHilton Head Island

YVR - HHH

YVRHHH

Vancouver Intl

Tue 12/5

7:20 p.m.-2:11 p.m.

2 stops15h 51m

Hilton Head Island

Wed 13/5

4:39 p.m.-2:06 p.m.

2 stops24h 27m

C$ 672

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 21/2

1:55 p.m.-3:41 p.m.

2 stops25h 46m

Hilton Head Island

Mon 2/3

4:11 p.m.-10:14 a.m.

2 stops18h 03m

C$ 676

VancouverHilton Head Island

YVR - HHH

YVRHHH

Vancouver Intl

Tue 12/5

3:15 p.m.-2:11 p.m.

2 stops19h 56m

Hilton Head Island

Wed 13/5

4:39 p.m.-2:06 p.m.

2 stops24h 27m

C$ 683

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 21/2

1:55 p.m.-3:41 p.m.

2 stops25h 46m

Hilton Head Island

Sat 28/2

2:58 p.m.-10:14 a.m.

2 stops19h 16m

C$ 713

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 22/2

7:00 a.m.-5:44 p.m.

2 stops10h 44m

Hilton Head Island

Mon 2/3

4:11 p.m.-10:14 a.m.

2 stops18h 03m

C$ 724

OttawaHilton Head Island

YOW - HHH

YOWHHH

Ottawa

Tue 5/5

6:25 a.m.-2:11 p.m.

1 stop7h 46m

Hilton Head Island

Wed 6/5

4:39 p.m.-10:05 p.m.

1 stop5h 26m

C$ 770

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 21/4

6:00 a.m.-3:20 p.m.

2 stops9h 20m

Hilton Head Island

Tue 28/4

12:08 p.m.-5:15 p.m.

1 stop5h 07m

C$ 772

OttawaHilton Head Island

YOW - HHH

YOWHHH

Ottawa

Tue 5/5

6:25 a.m.-2:11 p.m.

1 stop7h 46m

Hilton Head Island

Wed 6/5

4:39 p.m.-10:05 p.m.

1 stop5h 26m

C$ 780

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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Hilton Head Island flights insights and trends

Explore insights for your Hilton Head Island flight to craft the best travel plan

How long does it take to fly to Hilton Head Island?

Flight times vary depending on what airport in Canada you fly out of and what airport in Hilton Head Island you fly into. For example, flying from Toronto Pearson Intl to Charleston takes 2h 18m on average. On the other hand, flying from Vancouver Intl to Charleston takes 9h 26m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo to see if there are any available for your route.

Cheapest flights to Hilton Head Island

Find the cheapest flights to Hilton Head Island from your nearest city or airport
Find Flights from Toronto Pearson Intl Airport to Charleston
CHEAPEST MONTH TO FLY TO HILTON HEAD ISLAND FROM TORONTO PEARSON INTL AIRPORTJuly5% cheaperFlying from Toronto Pearson Intl Airport to Hilton Head Island costs on average just C$ 737 in July
MOST EXPENSIVE MONTH TO FLY TO HILTON HEAD ISLAND FROM TORONTO PEARSON INTL AIRPORTAugust45% more expensiveIt costs about C$ 1,016 for flights to Hilton Head Island from Toronto Pearson Intl Airport in August
MOST POPULAR MONTH TO FLY TO HILTON HEAD ISLAND FROM TORONTO PEARSON INTL AIRPORTApril800% more users visitedMore momondo users searched in flights to Hilton Head Island from Toronto Pearson Intl Airport in April than any other month

Cheap Hilton Head Island flight deals and tips

Summary info about Hilton Head Island flight prices, duration and airlines

Best One-Way Price

C$ 383

Best Round-Trip Price

C$ 602

Fastest flight time

10h 44m
The best one-way flight price to Hilton Head Island from Canada in the last 72 hours is C$ 383 (Toronto Pearson Intl to Hilton Head Island).
Search Deals
The best round-trip flight price to Hilton Head Island from Canada in the last 72 hours is C$ 602 (Toronto Pearson Intl to Hilton Head Island).
Search Deals
The fastest flight to Hilton Head Island from Canada takes 10h 44m (Toronto Pearson Intl to Hilton Head Island).
Search Deals

Frequently asked questions about flying to Hilton Head Island

What is the cheapest month to fly to Hilton Head Island?

The cheapest month to fly to Hilton Head Island from Canada is in May. Flight prices, which tend to average around C$ 785, are often lower during this time because this is during the off-season. If you are unable to visit Hilton Head Island during the month of May, then departing from Canada during the month July is also very affordable. Most momondo users find prices during this month for around C$ 798.

Is there an alternative airport near Hilton Head Island?

Those flying to Hilton Head Island could potentially find better pricing at Hilton Head Island Airport (5 km from Hilton Head Island city centre), Savannah/Hilton Head Airport (43 km from Hilton Head Island city centre) or Brunswick Glynco Jetport Airport (126 km from Hilton Head Island city centre) depending on the month and departure airport.

Is there a cheaper alternative to flying into Hilton Head Island?

You can find deals at Savannah/Hilton Head Airport for C$ 330 on average, but that price can change based on your departure airport. To save money, try momondo’s Airport-to-Airport Pricing Tool.

When did momondo last update prices for flights to Hilton Head Island Airport?

Prices for flights to Hilton Head Island Airport refresh daily.

How many operators does momondo search for flights to Hilton Head Island Airport?

There are 2 operators available for flights to Hilton Head Island Airport as of January 2026.

How old do you have to be to fly to Hilton Head Island Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Hilton Head Island Airport.

What documentation or ID do you need to fly to Hilton Head Island Airport?

The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal to Hilton Head Island?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Hilton Head Island.

Can I find flights to Hilton Head Island with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Hilton Head Island with this policy.

How can momondo help me find flights to Hilton Head Island?

momondo provides multiple filters to help you find the best flight to Hilton Head Island. Filter by price, airline, airport, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight to Hilton Head Island right now. Can momondo alert me if prices change?

If you are not ready to book a flight to Hilton Head Island now, use our insights above to find helpful tips or alternatively set up a price alert; this is where momondo will track prices on flights to Hilton Head Island and let you know when they change.

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Find better results for your trip to Hilton Head Island

Popular Flights to Hilton Head Island

Popular routes according to searches in the past day on momondo
Toronto to Hilton Head Island Flightsfrom C$ 440
Ottawa to Hilton Head Island Flightsfrom C$ 562