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Hilton Head Island

$194+ 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$240
(American Airlines)

One-way from

$194
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$492
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. 17% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 16, 2025.

This American Airlines deal was found by Cheapflights users on 6/14. 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 9/216:00 amTPA - HHH
1 stop5h 29mAmerican Airlines
Thu 9/252:43 pmHHH - TPA
1 stop5h 36mAmerican Airlines
Deal found 6/14$240
This Delta deal was found by Cheapflights users on 6/15. 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.
Sat 8/3010:55 amTPA - HHH
1 stop4h 27mDelta
Wed 9/312:11 pmHHH - TPA
1 stop4h 39mDelta
Deal found 6/15$1,451

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 June 16, 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

Sun 9/21

6:00 am-11:29 am

1 stop5h 29m

Hilton Head Island

Thu 9/25

2:43 pm-8:19 pm

1 stop5h 36m

$240

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Sat 8/30

10:55 am-3:22 pm

1 stop4h 27m

Hilton Head Island

Wed 9/3

12:11 pm-4:50 pm

1 stop4h 39m

$1,451

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Wed 7/2

7:02 am-11:15 am

1 stop4h 13m

$194

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Sat 6/21

10:04 am-3:18 pm

1 stop5h 14m

$254

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Thu 7/3

6:20 pm-2:01 pm

3 stops43h 41m

$682

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

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 $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.

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 June 16, 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 June 16, 2025.
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,801 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • What are the cheapest airlines to fly from Clearwater to Hilton Head Island one-way?

    The cheapest airlines for a one-way flight from Clearwater to Hilton Head Island are American Airlines ($194), Delta ($254), and United Airlines ($682).

  • 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 $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 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$239Average$390FlexibilityNo cancel feeOn-time71%

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