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Cheap flights from Hilton Head Island to Key West from $427

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 8/26. 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

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Find the cheapest flights from Hilton Head Island to Key West

Cheap round-trip flights

Delta Logo
12:11 pm - 5:12 pmHHH-EYW
5h 01m1 stop
Delta Logo
6:20 pm - 3:22 pmEYW-HHH
21h 02m1 stop
$427Delta
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
12:56 pm - 5:46 pmHHH-EYW
4h 50m1 stop
American Airlines Logo
5:47 pm - 12:12 pmEYW-HHH
18h 25m2 stops
$516American Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
Delta Logo
12:11 pm - 5:12 pmHHH-EYW
5h 01m1 stop
Delta Logo
6:20 pm - 11:31 amEYW-HHH
17h 11m2 stops
$561Delta
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
12:29 pm - 7:07 pmHHH-EYW
6h 38m2 stops
American Airlines Logo
7:40 pm - 2:12 pmEYW-HHH
18h 32m2 stops
$586American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
2:51 pm - 9:47 pmHHH-EYW
6h 56m1 stop
American Airlines Logo
1:24 pm - 5:30 pmEYW-HHH
4h 06m1 stop
$587American Airlines
Find Deal
Mon, Dec 1 - Sun, Dec 7
American Airlines Logo
10:47 am - 4:12 pmHHH-EYW
5h 25m1 stop
American Airlines Logo
7:28 pm - 2:16 pmEYW-HHH
18h 48m2 stops
$597American Airlines
Find Deal
Mon, Dec 1 - Sun, Dec 7
American Airlines Logo
5:20 pm - 10:54 amHHH-EYW
17h 34m2 stops
American Airlines Logo
7:52 pm - 12:12 pmEYW-HHH
16h 20m2 stops
$651American Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
American Airlines Logo
12:29 pm - 4:46 pmHHH-EYW
4h 17m1 stop
American Airlines Logo
7:40 pm - 11:59 amEYW-HHH
16h 19m2 stops
$686American Airlines
Find Deal
Wed, Aug 13 - Sun, Aug 17
American Airlines Logo
10:47 am - 7:29 pmHHH-EYW
8h 42m2 stops
American Airlines Logo
3:55 pm - 2:16 pmEYW-HHH
22h 21m2 stops
$707American Airlines
Find Deal
Mon, Dec 1 - Sun, Dec 7
American Airlines Logo
12:29 pm - 7:07 pmHHH-EYW
6h 38m2 stops
American Airlines Logo
7:40 pm - 11:59 amEYW-HHH
16h 19m2 stops
$811American Airlines
Find Deal
Wed, Aug 13 - Sun, Aug 17

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
Oct 3
HHH12:56 pmHilton Head Island
4h 50m
1 stop
EYW5:46 pmKey West
Oct 7
EYW5:47 pmKey West
18h 25m
2 stops
HHH12:12 pmHilton Head Island
$516
Find similar
American Airlines
Aug 26
HHH12:29 pmHilton Head Island
6h 38m
2 stops
EYW7:07 pmKey West
Aug 30
EYW7:40 pmKey West
18h 32m
2 stops
HHH2:12 pmHilton Head Island
$586
Find similar
American Airlines
Dec 1
HHH2:51 pmHilton Head Island
6h 56m
1 stop
EYW9:47 pmKey West
Dec 7
EYW1:24 pmKey West
4h 06m
1 stop
HHH5:30 pmHilton Head Island
$587
Find similar

Delta flights from Hilton Head Island to Key West

Our best Delta deals on Hilton Head Island to Key West flight tickets
Delta
Aug 26
HHH12:11 pmHilton Head Island
5h 01m
1 stop
EYW5:12 pmKey West
Aug 30
EYW6:20 pmKey West
21h 02m
1 stop
HHH3:22 pmHilton Head Island
$427
Find similar
Delta
Aug 26
HHH12:11 pmHilton Head Island
5h 01m
1 stop
EYW5:12 pmKey West
Aug 30
EYW6:20 pmKey West
17h 11m
2 stops
HHH11:31 amHilton Head Island
$561
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 July 31, 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

Tue 8/26

12:11 pm-5:12 pm

1 stop5h 01m

Key West

Sat 8/30

6:20 pm-3:22 pm

1 stop21h 02m

$427

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Fri 10/3

12:56 pm-5:46 pm

1 stop4h 50m

Key West

Tue 10/7

5:47 pm-12:12 pm

2 stops18h 25m

$516

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Tue 8/26

12:11 pm-5:12 pm

1 stop5h 01m

Key West

Sat 8/30

6:20 pm-11:31 am

2 stops17h 11m

$561

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Tue 8/26

12:29 pm-7:07 pm

2 stops6h 38m

Key West

Sat 8/30

7:40 pm-2:12 pm

2 stops18h 32m

$586

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Mon 12/1

2:51 pm-9:47 pm

1 stop6h 56m

Key West

Sun 12/7

1:24 pm-5:30 pm

1 stop4h 06m

$587

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Mon 12/1

10:47 am-4:12 pm

1 stop5h 25m

Key West

Sun 12/7

7:28 pm-2:16 pm

2 stops18h 48m

$597

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Fri 10/3

5:20 pm-10:54 am

2 stops17h 34m

Key West

Tue 10/7

7:52 pm-12:12 pm

2 stops16h 20m

$651

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Wed 8/13

12:29 pm-4:46 pm

1 stop4h 17m

Key West

Sun 8/17

7:40 pm-11:59 am

2 stops16h 19m

$686

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Mon 12/1

10:47 am-7:29 pm

2 stops8h 42m

Key West

Sun 12/7

3:55 pm-2:16 pm

2 stops22h 21m

$707

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Wed 8/13

12:29 pm-7:07 pm

2 stops6h 38m

Key West

Sun 8/17

7:40 pm-11:59 am

2 stops16h 19m

$811

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

Best Price Found

$427

Fastest flight time

4h 17m

Direct flights

None

Airports in Key West

1 airport
The best flight deal from Hilton Head Island to Key West found on momondo in the last 72 hours is $427
The fastest flight from Hilton Head Island to Key West takes 4h 17m
There are no direct flights from Hilton Head Island to Key West. Popular non-direct route for this connection is Hilton Head Island Airport - Key West Airport.
There is 1 airport near Key West: Key West (EYW)
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 17m.

  • 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.

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