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Cheap flight deals from Hilton Head Island to Key West Starting at NZD 981

For as little as NZD 981, you can take your next adventure to Key West without breaking the bank. Choose between one-way and return tickets from Hilton Head Island below.

  • Round-trip
      • HHH10:45
        8h 11m
        2 stops
        EYW18:56
        Thu, Mar 6|Hilton Head Island - Key West|American Airlines
        EYW07:55
        6h 24m
        1 stop
        HHH14:19
        Wed, Mar 12|Key West - Hilton Head Island|American Airlines
        NZD 981NZD 2,039
        52% OFF
        52% OFF
        NZD 2,039NZD 981

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Thu, Mar 6-Wed, Mar 12, arriving at Key West International Airport. One-way Prices start from NZD 981 including taxes and charges.

      • HHH10:45
        5h 51m
        1 stop
        EYW16:36
        Fri, Mar 7|Hilton Head Island - Key West|American Airlines
        EYW07:55
        6h 24m
        1 stop
        HHH14:19
        Thu, Mar 13|Key West - Hilton Head Island|American Airlines
        NZD 1,045NZD 2,039
        49% OFF
        49% OFF
        NZD 2,039NZD 1,045

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Fri, Mar 7-Thu, Mar 13, arriving at Key West International Airport. One-way Prices start from NZD 1,045 including taxes and charges.

      • HHH18:01
        23h 32m
        2 stops
        EYW17:33
        Wed, Mar 5|Hilton Head Island - Key West|American Airlines
        EYW07:55
        6h 24m
        1 stop
        HHH14:19
        Tue, Mar 11|Key West - Hilton Head Island|American Airlines
        NZD 1,133NZD 2,039
        44% OFF
        44% OFF
        NZD 2,039NZD 1,133

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Wed, Mar 5-Tue, Mar 11, arriving at Key West International Airport. One-way Prices start from NZD 1,133 including taxes and charges.

      • HHH14:46
        20h 23m
        2 stops
        EYW11:09
        Tue, Mar 4|Hilton Head Island - Key West|American Airlines
        EYW07:55
        6h 24m
        1 stop
        HHH14:19
        Mon, Mar 10|Key West - Hilton Head Island|American Airlines
        NZD 1,141
        NZD 1,141

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Tue, Mar 4-Mon, Mar 10, arriving at Key West International Airport. One-way Prices start from NZD 1,141 including taxes and charges.

      • HHH10:54
        5h 50m
        1 stop
        EYW16:44
        Tue, Mar 11|Hilton Head Island - Key West|American Airlines
        EYW19:29
        14h 55m
        2 stops
        HHH10:24
        Sat, Mar 15|Key West - Hilton Head Island|American Airlines
        NZD 1,217
        NZD 1,217

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Tue, Mar 11-Sat, Mar 15, arriving at Key West International Airport. One-way Prices start from NZD 1,217 including taxes and charges.

      • HHH10:54
        5h 50m
        1 stop
        EYW16:44
        Mon, Mar 10|Hilton Head Island - Key West|American Airlines
        EYW07:55
        6h 24m
        1 stop
        HHH14:19
        Fri, Mar 14|Key West - Hilton Head Island|American Airlines
        NZD 1,382
        NZD 1,382

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Mon, Mar 10-Fri, Mar 14, arriving at Key West International Airport. One-way Prices start from NZD 1,382 including taxes and charges.

      • HHH18:01
        19h 13m
        2 stops
        EYW13:14
        Tue, Feb 18|Hilton Head Island - Key West|American Airlines
        EYW17:45
        20h 31m
        2 stops
        HHH14:16
        Sat, Feb 22|Key West - Hilton Head Island|American Airlines
        NZD 1,468
        NZD 1,468

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Tue, Feb 18-Sat, Feb 22, arriving at Key West International Airport. One-way Prices start from NZD 1,468 including taxes and charges.

      • HHH18:01
        17h 8m
        2 stops
        EYW11:09
        Sun, Feb 16|Hilton Head Island - Key West|American Airlines
        EYW19:29
        22h 2m
        2 stops
        HHH17:31
        Thu, Feb 20|Key West - Hilton Head Island|American Airlines
        NZD 1,794
        NZD 1,794

        Choose American Airlines flights from Hilton Head Island to Key West. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Sun, Feb 16-Thu, Feb 20, arriving at Key West International Airport. One-way Prices start from NZD 1,794 including taxes and charges.

      • HHH01:00 pm
        3h 5m
        Nonstop
        EYW02:00 pm
        Sun, Feb 23|Hilton Head Island - Key West|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Hilton Head Island to Key West flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA3458

    American Airlines

    14:49

    HHH

    1.3h

    16:04

    CLT

    SMTWTFS
    Search

  2. AA1497

    American Airlines

    19:30

    CLT

    2.3h

    21:45

    MIA

    SMTWTFS

  3. AA4044

    American Airlines

    10:00

    MIA

    1.3h

    11:18

    EYW

    SMTWTFS

  4. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  5. AA1138

    American Airlines

    20:15

    CLT

    2.2h

    22:27

    MIA

    SMTWTFS

  6. AA3743

    American Airlines

    16:28

    MIA

    1.0h

    17:27

    EYW

    ----TF-

  7. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  8. AA1138

    American Airlines

    20:15

    CLT

    2.2h

    22:27

    MIA

    SMTWTFS

  9. AA3724

    American Airlines

    14:00

    MIA

    1.0h

    15:02

    EYW

    SMT-T-S
Find more flights and airlines

When is the cheapest time to fly from Hilton Head Island to Key West?

These price trend charts carefully monitor and predict how flight prices from Hilton Head Island to Key West will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Hilton Head Island (HHH) to Key West (EYW) the cheapest?

    Airlines adjust prices for flights from Hilton Head Island to Key West based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Hilton Head Island (HHH) to Key West (EYW) cost?

    According to Trip.com's data, the lowest price is around NZD 1,479.

  • What is the transportation method from the main airport to downtown in Key West?

    • The distance from Key West International Airport to downtown is about 2 km, by taxi about 20 minutes.

  • How many airports are there in Key West (EYW)?

    There are 1 airport(s) near Key West (EYW): Key West International Airport.

How to find a cheap flight from Hilton Head Island to Key West

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Hilton Head Island to Key West

Off-season for travelDecember
Peak season for travelFebruary
Flight distance859.47 km
Popular airlineAmerican Airlines

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