How long is the flight from Florida Keys to Hilton Head Island?

There are many flights that can get you from Florida Keys to Hilton Head Island in 5h 28m. Fly via American Airlines to get the fastest option. Florida Keys and Hilton Head Island are separated by a distance of 444 mi.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest time of day to fly from EOA to HHH?

When flying from Florida Keys to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly into for flights to Hilton Head Island from Florida Keys?

Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly into when you book flights from Florida Keys to Hilton Head Island.

How can I find direct flights from Florida Keys to Hilton Head Island?

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

Can I find deals for business class flights from Florida Keys to Hilton Head Island?

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

$119+ Cheap Flights from Florida Keys to Hilton Head Island

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Cheap flight deals from Florida Keys to Hilton Head Island

Round-trip from	$219 (American Airlines)
One-way from	$119 (American Airlines)

From Florida Keys to Hilton Head Island

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One-way flight from Florida Keys to Hilton Head Island

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Find flight deals from Florida Keys to Hilton Head Island

Cheapest flights from Florida Keys to Hilton Head Island
Explore the most affordable flight options available from Florida Keys to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

Tue 11/117:01 amMIA - HHH

1 stop5h 28mAmerican Airlines

Sat 11/152:51 pmHHH - MIA

1 stop5h 50mAmerican Airlines

Deal found 10/27

$247

Wed 11/2611:25 amMIA - HHH

1 stop6h 44mAmerican Airlines

Wed 12/33:27 pmHHH - MIA

1 stop6h 51mAmerican Airlines

Deal found 10/27

$263

Wed 12/316:00 amMIA - HHH

1 stop4h 44mAmerican Airlines

Sat 1/32:46 pmHHH - MIA

1 stop5h 48mAmerican Airlines

Deal found 10/27

$388

Thu 12/188:35 amMIA - HHH

1 stop5h 41mAmerican Airlines

Sat 12/272:46 pmHHH - MIA

1 stop8h 02mAmerican Airlines

Deal found 10/26

$538

Best flights from Florida Keys to Hilton Head Island
Discover carefully curated flight deals from Florida Keys to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 28, 2025.

Tue 11/117:01 amMIA - HHH

1 stop5h 28mAmerican Airlines

Sat 11/152:51 pmHHH - MIA

1 stop5h 50mAmerican Airlines

Deal found 10/27

$247

Wed 11/2611:25 amMIA - HHH

1 stop6h 44mAmerican Airlines

Wed 12/33:27 pmHHH - MIA

1 stop6h 51mAmerican Airlines

Deal found 10/27

$263

Wed 12/316:00 amMIA - HHH

1 stop4h 44mAmerican Airlines

Sat 1/32:46 pmHHH - MIA

1 stop5h 48mAmerican Airlines

Deal found 10/27

$388

Thu 12/188:35 amMIA - HHH

1 stop5h 41mAmerican Airlines

Sat 12/272:46 pmHHH - MIA

1 stop8h 02mAmerican Airlines

Deal found 10/26

$538

Last-minute flights from Florida Keys to Hilton Head Island
Discover last-minute flight deals from Florida Keys to Hilton Head Island. Data last updated October 28, 2025 and is based on user searches.

Tue 11/117:01 amMIA - HHH

1 stop5h 28mAmerican Airlines

Sat 11/152:51 pmHHH - MIA

1 stop5h 50mAmerican Airlines

Deal found 10/27

$247

Wed 11/2611:25 amMIA - HHH

1 stop6h 44mAmerican Airlines

Wed 12/33:27 pmHHH - MIA

1 stop6h 51mAmerican Airlines

Deal found 10/27

$263

One-way flights from Florida Keys to Hilton Head Island
Search for one-way flight options from Florida Keys to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated October 28, 2025.

Thu 12/188:35 amMIA - HHH

1 stop5h 41mAmerican Airlines

Deal found 10/26

$119

Tue 11/188:35 amMIA - HHH

1 stop6h 22mAmerican Airlines

Deal found 10/27

$149

Tue 11/118:35 amMIA - HHH

1 stop6h 22mAmerican Airlines

Deal found 10/27

$164

Mon 11/245:45 amMIA - HHH

1 stop6h 45mAmerican Airlines

Deal found 10/27

$194

Mon 11/35:45 amMIA - HHH

1 stop6h 44mAmerican Airlines

Deal found 10/27

$212

Fri 11/147:20 pmMIA - HHH

2 stops15h 56mAmerican Airlines

Deal found 10/27

$219

Sat 11/16:20 amMIA - HHH

1 stop5h 12mAmerican Airlines

Deal found 10/27

$230

Wed 11/129:52 pmMIA - HHH

2 stops16h 27mAmerican Airlines

Deal found 10/27

$243

Wed 11/197:06 amMIA - HHH

2 stops11h 31mAmerican Airlines

Deal found 10/27

$253

Wed 12/179:02 amMIA - HHH

2 stops9h 31mAmerican Airlines

Deal found 10/26

$256

Tue 12/237:05 amMIA - HHH

2 stops10h 38mAmerican Airlines

Deal found 10/27

$296

Cheapflights Fare Finder

Use the filters below to find and compare flights from Florida Keys to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Tue 11/11

7:01 am-12:29 pm

1 stop5h 28m

Hilton Head Island

Sat 11/15

2:51 pm-8:41 pm

1 stop5h 50m

$247

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Wed 11/26

11:25 am-6:09 pm

1 stop6h 44m

Hilton Head Island

Wed 12/3

3:27 pm-10:18 pm

1 stop6h 51m

$263

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Wed 12/31

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Sat 1/3

2:46 pm-8:34 pm

1 stop5h 48m

$388

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Thu 12/18

8:35 am-2:16 pm

1 stop5h 41m

Hilton Head Island

Sat 12/27

2:46 pm-10:48 pm

1 stop8h 02m

$538

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Wed 12/17

11:25 am-6:33 pm

1 stop7h 08m

$119

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Thu 12/18

8:35 am-2:16 pm

1 stop5h 41m

$119

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Wed 11/19

11:25 am-6:37 pm

1 stop7h 12m

$149

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Sun 11/23

7:01 am-11:49 am

1 stop4h 48m

$149

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Tue 11/11

8:35 am-2:57 pm

1 stop6h 22m

$164

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Thu 11/13

7:01 am-2:19 pm

1 stop7h 18m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 15 results

Best time to book a flight from Florida Keys to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Florida Keys 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 Florida Keys to Hilton Head Island

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Hilton Head Island

See what other customers who have flown with American Airlines from Florida Keys to Hilton Head Island have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

11,032 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

American Airlines

7.2

Good

11,032 reviews

American Airlines

7.2

Good

11,032 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

MIA - DCA

Related info for your journey

What airport do you fly into for flights to Hilton Head Island from Florida Keys?
Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly into when you book flights from Florida Keys to Hilton Head Island.
How long is the flight from Florida Keys to Hilton Head Island?
There are many flights that can get you from Florida Keys to Hilton Head Island in 5h 28m. Fly via American Airlines to get the fastest option. Florida Keys and Hilton Head Island are separated by a distance of 444 mi.
Can I find deals for flights from Florida Keys to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Florida Keys to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Florida Keys to Hilton Head Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Hilton Head Island.
Can I find deals for business class flights from Florida Keys to Hilton Head Island?
Yes. Cheapflights offers flight deals from Florida Keys to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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$119+ Cheap flights from Florida Keys to Hilton Head Island (HHH)

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Florida Keys to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Florida Keys to Hilton Head Island

Keep the following information in mind while searching for Florida Keys to Hilton Head Island flight deals. Data was last updated October 28, 2025.

Round-trip from

One-way from

Find flight deals from Florida Keys to Hilton Head Island

Cheapest flights from Florida Keys to Hilton Head IslandExplore the most affordable flight options available from Florida Keys to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

Explore the most affordable flight options available from Florida Keys to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Florida Keys to Hilton Head Island that are best for you.

Best time to book a flight from Florida Keys to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Florida Keys with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Hilton Head Island

Reviews of airlines servicing Hilton Head Island

See what other customers who have flown with American Airlines from Florida Keys to Hilton Head Island have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Hilton Head Island. 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 into for flights to Hilton Head Island from Florida Keys?

How long is the flight from Florida Keys to Hilton Head Island?

Can I find deals for flights from Florida Keys to Hilton Head Island that include hotel bookings?

How can I find direct flights from Florida Keys to Hilton Head Island?

Can I find deals for business class flights from Florida Keys to Hilton Head Island?

Traveling to a place near Hilton Head Island?

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Alternative routes for Florida Keys to Hilton Head Island

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Travel Smart

Cheapest flights from Florida Keys to Hilton Head Island
Explore the most affordable flight options available from Florida Keys to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.