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Hilton Head Island

$154+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HHH
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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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 April 30, 2025.

Round-trip from

$302
(American Airlines)

One-way from

$154
(American Airlines)
From Florida Keys to Hilton Head Island
Search Deals
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 April 30, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 6/1811:52 amMIA - HHH
1 stop5h 02mAmerican Airlines
Sun 6/226:07 pmHHH - MIA
1 stop4h 15mAmerican Airlines
Deal found 4/29$302
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2810:37 amMIA - HHH
1 stop4h 43mDelta
Sat 5/314:00 pmHHH - MIA
1 stop18h 05mDelta
Deal found 4/29$391

Cheapflights Fare Finder

Customize your flight search to find flights from Florida Keys to Hilton Head Island 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 April 30, 2025.
Use the filters below to find and compare flights from Florida Keys to Hilton Head Island that are best for you.

Fly from

Florida Keys

Fly to

Hilton Head Island

Route

Depart

Return

Price

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Wed 6/18

11:52 am-4:54 pm

1 stop5h 02m

Hilton Head Island

Sun 6/22

6:07 pm-10:22 pm

1 stop4h 15m

$302

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Wed 5/28

10:37 am-3:20 pm

1 stop4h 43m

Hilton Head Island

Sat 5/31

4:00 pm-10:05 am

1 stop18h 05m

$391

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Mon 6/2

7:24 am-2:43 pm

1 stop7h 19m

$154

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Mon 6/2

8:00 am-11:04 am

2 stops27h 04m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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

What is the cheapest month to book a flight from Florida Keys to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Florida Keys to Hilton Head Island (average of $275). Flying from Florida Keys to Hilton Head Island in March is currently the most expensive (average of $479). 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.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

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.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. 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 Hilton Head Island. Reviews last updated April 30, 2025.
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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?

    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.

  • 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.

  • What is the cheapest month to book a flight from Florida Keys to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Hilton Head Island (average of $275). Flying from Florida Keys to Hilton Head Island in March is currently the most expensive (average of $479). 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.

See more FAQs

Traveling to a place near Florida Keys?

Book flights to Florida Keys if you plan to visit one of these locations
Beaufort
Bluffton

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