Latest deals
When to book
FAQs
Price Alerts

Cheap flights from Hilton Head Island to Key West from $447

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Key West departing on 12/13. 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
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Hilton Head Island to Key West

Cheap round-trip flights

American Airlines Logo
2:17 pm - 9:50 pmHHH-EYW
7h 33m1 stop
American Airlines Logo
1:45 pm - 6:38 pmEYW-HHH
4h 53m1 stop
$447American Airlines
Find Deal
sáb., dic. 13 - mié., dic. 17
American Airlines Logo
11:47 am - 4:13 pmHHH-EYW
4h 26m1 stop
American Airlines Logo
7:00 am - 6:38 pmEYW-HHH
11h 38m2 stops
$452American Airlines
Find Deal
sáb., dic. 13 - mié., dic. 17
American Airlines Logo
11:47 am - 7:34 pmHHH-EYW
7h 47m2 stops
American Airlines Logo
7:00 am - 2:57 pmEYW-HHH
7h 57m2 stops
$457American Airlines
Find Deal
sáb., dic. 13 - mié., dic. 17
American Airlines Logo
12:56 pm - 5:46 pmHHH-EYW
4h 50m1 stop
American Airlines Logo
7:52 pm - 3:02 pmEYW-HHH
19h 10m2 stops
$581American Airlines
Find Deal
vie., oct. 3 - mar., oct. 7
American Airlines Logo
12:02 pm - 7:22 pmHHH-EYW
7h 20m2 stops
American Airlines Logo
7:52 pm - 11:32 amEYW-HHH
15h 40m2 stops
$836American Airlines
Find Deal
vie., oct. 10 - dom., oct. 12
American Airlines Logo
12:56 pm - 5:46 pmHHH-EYW
4h 50m1 stop
American Airlines Logo
1:38 pm - 10:46 amEYW-HHH
21h 08m1 stop
$852American Airlines
Find Deal
vie., oct. 3 - mar., oct. 7
American Airlines Logo
3:26 pm - 10:54 amHHH-EYW
19h 28m2 stops
American Airlines Logo
7:52 pm - 4:51 pmEYW-HHH
20h 59m2 stops
$881American Airlines
Find Deal
vie., oct. 3 - mar., oct. 7
American Airlines Logo
5:20 pm - 10:54 amHHH-EYW
17h 34m2 stops
American Airlines Logo
7:52 pm - 4:51 pmEYW-HHH
20h 59m2 stops
$911American Airlines
Find Deal
vie., oct. 3 - mar., oct. 7
American Airlines Logo
12:02 pm - 7:22 pmHHH-EYW
7h 20m2 stops
American Airlines Logo
12:50 pm - 5:27 pmEYW-HHH
4h 37m1 stop
$933American Airlines
Find Deal
vie., oct. 10 - dom., oct. 12
American Airlines Logo
5:20 pm - 10:54 amHHH-EYW
17h 34m2 stops
American Airlines Logo
7:52 pm - 4:51 pmEYW-HHH
20h 59m2 stops
$976American Airlines
Find Deal
vie., oct. 3 - mar., oct. 7

American Airlines flights from Hilton Head Island to Key West

Our best American Airlines deals on Hilton Head Island to Key West flight tickets
American Airlines
Dec 13
HHH2:17 pmHilton Head Island
7h 33m
1 stop
EYW9:50 pmKey West
Dec 17
EYW1:45 pmKey West
4h 53m
1 stop
HHH6:38 pmHilton Head Island
$447
Find similar
American Airlines
Dec 13
HHH11:47 amHilton Head Island
4h 26m
1 stop
EYW4:13 pmKey West
Dec 17
EYW7:00 amKey West
11h 38m
2 stops
HHH6:38 pmHilton Head Island
$452
Find similar
American Airlines
Dec 13
HHH11:47 amHilton Head Island
7h 47m
2 stops
EYW7:34 pmKey West
Dec 17
EYW7:00 amKey West
7h 57m
2 stops
HHH2:57 pmHilton Head Island
$457
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated septiembre 15, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

sáb. 12/13

2:17 pm-9:50 pm

1 stop7h 33m

Key West

mié. 12/17

1:45 pm-6:38 pm

1 stop4h 53m

$447

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

sáb. 12/13

11:47 am-4:13 pm

1 stop4h 26m

Key West

mié. 12/17

7:00 am-6:38 pm

2 stops11h 38m

$452

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

sáb. 12/13

11:47 am-7:34 pm

2 stops7h 47m

Key West

mié. 12/17

7:00 am-2:57 pm

2 stops7h 57m

$457

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/3

12:56 pm-5:46 pm

1 stop4h 50m

Key West

mar. 10/7

7:52 pm-3:02 pm

2 stops19h 10m

$581

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/10

12:02 pm-7:22 pm

2 stops7h 20m

Key West

dom. 10/12

7:52 pm-11:32 am

2 stops15h 40m

$836

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/3

12:56 pm-5:46 pm

1 stop4h 50m

Key West

mar. 10/7

1:38 pm-10:46 am

1 stop21h 08m

$852

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/3

3:26 pm-10:54 am

2 stops19h 28m

Key West

mar. 10/7

7:52 pm-4:51 pm

2 stops20h 59m

$881

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/3

5:20 pm-10:54 am

2 stops17h 34m

Key West

mar. 10/7

7:52 pm-4:51 pm

2 stops20h 59m

$911

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/10

12:02 pm-7:22 pm

2 stops7h 20m

Key West

dom. 10/12

12:50 pm-5:27 pm

1 stop4h 37m

$933

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

vie. 10/3

5:20 pm-10:54 am

2 stops17h 34m

Key West

mar. 10/7

7:52 pm-4:51 pm

2 stops20h 59m

$976

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Hilton Head Island to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Hilton Head Island to Key West according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hilton Head Island to Key West (HHH to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Key West

Direct flights

None
There are no direct flights from Hilton Head Island to Key West. There are no popular flight routes from Hilton Head Island to Key West.
Search flight deals

  • How far is Hilton Head Island to Key West by plane?

    A flight from Hilton Head Island to Key West will travel around 532.8 mi. In terms of flight time, this usually takes a little over 4h 25m.

  • When did momondo last update prices for flights from Hilton Head Island Airport to Key West Airport?

    Prices for flights from Hilton Head Island Airport to Key West Airport are updated daily.

  • How old do you have to be to fly from Hilton Head Island Airport to Key West Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilton Head Island Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents you'll need for your trip to Key West Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • How do I get Price Alerts for flights from Hilton Head Island to Key West?

    Search flight deals from Hilton Head Island to Key West. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Hilton Head Island to Key West with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Hilton Head Island to Key West. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Key West from Hilton Head Island which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Hilton Head Island to Key West flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Key West, momondo offers a useful price alert feature which will track prices for flights to Key West from Hilton Head Island and alert you when they change.

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
mié. 10/15
mié. 10/22
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States