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Key Largo

$164+ Cheap flights from Hilton Head Island (HHH) to Key Largo, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MIA
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Find flight deals from Hilton Head Island to Key Largo

Cheapest flights from Hilton Head Island to Key Largo
Explore the most affordable flight options available from Hilton Head Island to Key Largo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2025.

This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:07 pmHHH - MIA
1 stop4h 42mAmerican Airlines
Mon 11/175:45 amMIA - HHH
1 stop6h 44mAmerican Airlines
Deal found 10/13$337
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:57 pmHHH - MIA
1 stop5h 12mAmerican Airlines
Thu 10/3011:50 amMIA - HHH
1 stop5h 01mAmerican Airlines
Deal found 10/13$413
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/273:02 pmHHH - MIA
1 stop5h 27mAmerican Airlines
Fri 10/318:23 amMIA - HHH
1 stop6h 39mAmerican Airlines
Deal found 10/12$419
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:07 pmHHH - MIA
1 stop4h 42mAmerican Airlines
Tue 12/25:07 pmMIA - HHH
2 stops17h 52mAmerican Airlines
Deal found 10/13$447
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:46 pmHHH - MIA
2 stops16h 18mAmerican Airlines
Mon 12/296:00 amMIA - HHH
1 stop4h 44mAmerican Airlines
Deal found 10/12$467
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:21 pmHHH - MIA
1 stop4h 05mAmerican Airlines
Thu 10/3012:35 pmMIA - HHH
1 stop4h 16mAmerican Airlines
Deal found 10/13$492
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:40 pmHHH - MIA
1 stop6h 06mAmerican Airlines
Sun 11/167:01 amMIA - HHH
1 stop4h 48mAmerican Airlines
Deal found 10/13$546

Cheap flight deals from Hilton Head Island to Key Largo

Keep the following information in mind while searching for Hilton Head Island to Key Largo flight deals. Data was last updated October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(American Airlines)

One-way from

$164
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Miami flights.
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From Hilton Head Island to Key Largo
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One-way flight from Hilton Head Island to Key Largo
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Key Largo 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, Cheapflights users made 2,558,603 searches. Data last updated October 14, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Key Largo that are best for you.

Fly from

Hilton Head Island

Fly to

Key Largo

Route

Depart

Return

Price

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 11/10

7:07 pm-11:49 pm

1 stop4h 42m

Miami

Mon 11/17

5:45 am-12:29 pm

1 stop6h 44m

$337

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 1/1

6:13 pm-10:48 pm

1 stop4h 35m

Miami

Sat 1/24

10:45 pm-12:20 pm

2 stops13h 35m

$365

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 3/9

4:10 pm-9:45 pm

1 stop5h 35m

Miami

Mon 3/16

6:00 am-10:24 am

1 stop4h 24m

$373

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 2/23

6:15 pm-12:33 am

1 stop6h 18m

Miami

Mon 3/2

11:40 am-5:31 pm

1 stop5h 51m

$388

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 10/27

5:57 pm-11:09 pm

1 stop5h 12m

Miami

Thu 10/30

11:50 am-4:51 pm

1 stop5h 01m

$413

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 10/27

3:02 pm-8:29 pm

1 stop5h 27m

Miami

Fri 10/31

8:23 am-3:02 pm

1 stop6h 39m

$419

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 11/24

7:07 pm-11:49 pm

1 stop4h 42m

Miami

Tue 12/2

5:07 pm-10:59 am

2 stops17h 52m

$447

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 12/25

2:46 pm-7:04 am

2 stops16h 18m

Miami

Mon 12/29

6:00 am-10:44 am

1 stop4h 44m

$467

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 11/21

2:51 pm-8:57 pm

1 stop6h 06m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Best time to book a flight from Hilton Head Island to Key Largo

Have a flexible travel schedule? Discover the best time to fly to Key Largo from Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hilton Head Island to Key Largo

What is the cheapest month to book a flight from Hilton Head Island to Key Largo?

Currently, March is the cheapest month in which you can book a flight from Hilton Head Island to Key Largo (average of $33). Flying from Hilton Head Island to Key Largo in June is currently the most expensive (average of $76). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Key Largo

Get insights into the airlines that provide service to Key Largo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key Largo. Reviews last updated October 14, 2025.
Read reviews from past customers who have flown American Airlines from Hilton Head Island to Key Largo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,042 reviews

Overall

7.2

Food

6.4

Comfort

7.2

Entertainment

6.9

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
11,042 reviews
American Airlines
7.2
Good
11,042 reviews

Overall

7.2

Food

6.4

Comfort

7.2

Entertainment

6.9

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Key Largo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Key Largo?

    Hilton Head Island (HHH) is the airport you will fly out of if you book a flight from Hilton Head Island to Key Largo. You should not have trouble finding flights to Key Largo from Hilton Head; the airport handles an average of 0 outbound flights to Key Largo per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Hilton Head Island airport to Key Largo. It is only a 3.3 mi journey to Hilton Head (HHH) from Hilton Head Island’s city center.

  • How long is the flight from Hilton Head Island to Key Largo?

    Airlines like American Airlines fly from Hilton Head Island to Key Largo in about 4h 42m. The time it takes to get you to your destination can typically vary by up to . There are 444 mi between Hilton Head Island and Key Largo.

  • Can I find deals for flights from Hilton Head Island to Key Largo that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Key Largo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Key Largo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Key Largo.

  • Can I find deals for business class flights from Hilton Head Island to Key Largo?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Key Largo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilton Head Island to Key Largo?

    Currently, March is the cheapest month in which you can book a flight from Hilton Head Island to Key Largo (average of $33). Flying from Hilton Head Island to Key Largo in June is currently the most expensive (average of $76). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top airline flying from Hilton Head Island to Key Largo

Discover the top airline that operate flights from Hilton Head Island to Key Largo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$301Average$564FlexibilityNo cancel feeOn-time71%

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