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Hilton Head Island

$158+ Cheap flights from Clearwater, FL 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Cheap flight deals from Clearwater to Hilton Head Island

Keep the following information in mind while searching for Clearwater to Hilton Head Island flight deals. Data was last updated April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$307
(American Airlines)

One-way from

$158
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$394
Provider with most accurate pricing for Tampa-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Tampa-Hilton Head Island flights.
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From Clearwater to Hilton Head Island
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One-way flight from Clearwater to Hilton Head Island
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Highest demand for flights based on searches. 20% potential increase in price ($106 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Clearwater to Hilton Head Island

Cheapest flights from Clearwater to Hilton Head Island
Explore the most affordable flight options available from Clearwater to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This American Airlines deal was found by Cheapflights users on 4/20. 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 10/226:38 amTPA - HHH
1 stop3h 38mAmerican Airlines
Sat 10/256:18 pmHHH - TPA
1 stop5h 55mAmerican Airlines
Deal found 4/20$302
This Delta deal was found by Cheapflights users on 4/20. 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.
Thu 5/110:00 amTPA - HHH
1 stop6h 41mDelta
Mon 5/51:15 pmHHH - TPA
1 stop4h 23mDelta
Deal found 4/20$743
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/228:45 amTPA - HHH
1 stop6h 52mUnited Airlines
Wed 4/234:18 pmHHH - TPA
1 stop7h 11mUnited Airlines
Deal found 4/21$1,932

Cheapflights Fare Finder

Customize your flight search to find flights from Clearwater 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 22, 2025.
Use the filters below to find and compare flights from Clearwater to Hilton Head Island that are best for you.

Fly from

Clearwater

Fly to

Hilton Head Island

Route

Depart

Return

Price

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Thu 6/26

7:02 am-11:15 am

1 stop4h 13m

Hilton Head Island

Mon 6/30

5:50 pm-10:00 pm

1 stop4h 10m

$307

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Thu 5/1

10:00 am-4:41 pm

1 stop6h 41m

Hilton Head Island

Mon 5/5

1:15 pm-5:38 pm

1 stop4h 23m

$743

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Thu 5/15

8:22 am-2:43 pm

1 stop6h 21m

$158

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Wed 5/21

7:10 am-3:29 pm

1 stop8h 19m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/20

Best time to book a flight from Clearwater to Hilton Head Island

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

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

Currently, January is the cheapest month in which you can book a flight from Clearwater to Hilton Head Island (average of $275). Flying from Clearwater to Hilton Head Island in March is currently the most expensive (average of $481). 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.

What is the cheapest time of day to fly from CL9 to HHH?

Find hourly flight availability from Clearwater to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 22, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Clearwater to Hilton Head Island as you normally would.

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 22, 2025.
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

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
8,684 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

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
7,920 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

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 Clearwater 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 Clearwater?

    Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly into when you book flights from Clearwater to Hilton Head Island. 1 airline have flights to Hilton Head from Clearwater on a regular basis. Booking flights from Clearwater to Hilton Head Island should not be difficult; the airport handles an average of 0 inbound flights from Clearwater per day.

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

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

  • How can I find direct flights from Clearwater 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 Clearwater to Hilton Head Island.

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

    Yes. Cheapflights offers flight deals from Clearwater 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 Clearwater to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Clearwater to Hilton Head Island (average of $275). Flying from Clearwater to Hilton Head Island in March is currently the most expensive (average of $481). 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 Clearwater?

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

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Top airline flying from Clearwater to Hilton Head Island

Discover the top airline that operate flights from Clearwater to Hilton Head Island. 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$222Average$356FlexibilityNo cancel feeOn-time71%

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