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Key Largo

$129+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MIA
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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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 January 12, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$263
(American Airlines)

One-way from

$159
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Miami flight deals.
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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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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 January 12, 2026.

This American Airlines deal was found by Cheapflights users on 1/12. 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.
Sat 2/146:20 pm
HHH
-
MIA
1 stop5h 23m
American Airlines
Tue 2/179:25 am
MIA
-
HHH
1 stop7h 19m
American Airlines
Deal found 1/12$263
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Tue 1/273:29 pm
HHH
-
MIA
1 stop6h 53m
American Airlines
Sat 1/318:35 am
MIA
-
HHH
1 stop6h 24m
American Airlines
Deal found 1/12$267
This American Airlines deal was found by Cheapflights users on 1/11. 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.
Fri 1/233:29 pm
HHH
-
MIA
1 stop5h 41m
American Airlines
Tue 1/277:07 am
MIA
-
HHH
1 stop5h 13m
American Airlines
Deal found 1/11$277
This American Airlines deal was found by Cheapflights users on 1/12. 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 1/2212:51 pm
HHH
-
MIA
1 stop4h 50m
American Airlines
Sun 1/257:07 am
MIA
-
HHH
1 stop5h 13m
American Airlines
Deal found 1/12$327
This American Airlines deal was found by Cheapflights users on 1/10. 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.
Fri 3/136:15 pm
HHH
-
MIA
1 stop5h 28m
American Airlines
Mon 3/169:30 am
MIA
-
HHH
1 stop4h 52m
American Airlines
Deal found 1/10$353
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Tue 3/103:31 pm
HHH
-
MIA
1 stop7h 14m
American Airlines
Thu 3/1211:07 am
MIA
-
HHH
1 stop6h 37m
American Airlines
Deal found 1/12$437
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Fri 3/136:15 pm
HHH
-
MIA
1 stop5h 28m
American Airlines
Sun 3/159:30 am
MIA
-
HHH
1 stop4h 52m
American Airlines
Deal found 1/12$573

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 January 12, 2026.
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

Sat 2/14

6:20 pm-11:43 pm

1 stop5h 23m

Miami

Tue 2/17

9:25 am-4:44 pm

1 stop7h 19m

$263

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Tue 1/27

3:29 pm-10:22 pm

1 stop6h 53m

Miami

Sat 1/31

8:35 am-2:59 pm

1 stop6h 24m

$267

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 1/23

3:29 pm-9:10 pm

1 stop5h 41m

Miami

Tue 1/27

7:07 am-12:20 pm

1 stop5h 13m

$277

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 1/23

3:29 pm-9:10 pm

1 stop5h 41m

Miami

Sun 1/25

7:07 am-12:20 pm

1 stop5h 13m

$327

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 1/22

12:51 pm-5:41 pm

1 stop4h 50m

Miami

Sun 1/25

7:07 am-12:20 pm

1 stop5h 13m

$327

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 3/13

6:15 pm-11:43 pm

1 stop5h 28m

Miami

Mon 3/16

9:30 am-2:22 pm

1 stop4h 52m

$353

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Tue 3/10

3:31 pm-10:45 pm

1 stop7h 14m

Miami

Thu 3/12

11:07 am-5:44 pm

1 stop6h 37m

$437

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sat 3/14

6:15 pm-11:43 pm

1 stop5h 28m

Miami

Mon 3/16

9:53 pm-3:41 pm

2 stops17h 48m

$456

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 3/6

6:20 pm-11:43 pm

1 stop5h 23m

$129

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 6/18

5:54 pm-12:37 am

1 stop6h 43m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

Showing 1-10 of 14 results
1
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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 January 12, 2026.
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
11,111 reviews

Crew

8.0

Overall

7.2

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Food

6.4

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
11,111 reviews
American Airlines
7.2
Good
11,111 reviews

Crew

8.0

Overall

7.2

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Food

6.4

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 5h 23m. 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 January 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$571FlexibilityNo cancel feeOn-time71%

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