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 CL9 to HHH?

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.

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.

Find Cheap Flights from Clearwater to Hilton Head Island

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Reviews of airlines servicing Hilton Head Island

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

American Airlines

7.0

Good

12,115 reviews

Reviews

1 / 20

8.0

Excellent

Olwin,Jul 2026

MCO - DCA

The flight was great overall. But we need better food on flights and the baggage fees are too high.

American Airlines

7.0

Good

12,115 reviews

American Airlines

7.0

Good

12,115 reviews

Reviews

1 / 20

8.0

Excellent

Olwin,Jul 2026

MCO - DCA

The flight was great overall. But we need better food on flights and the baggage fees are too high.

Related info for your journey

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.

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Top airline flying from Clearwater to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$326	Average$475	FlexibilityNo cancel fee	On-time71%

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Find cheap flights from Clearwater to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Clearwater to Hilton Head Island

Most accurate provider

Most trusted provider

Reviews of airlines servicing Hilton Head Island

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

Related info for your journey

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

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

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

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

Traveling to a place near Hilton Head Island?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Clearwater to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Clearwater to Hilton Head Island by cabin class

Find flights from Clearwater to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Hilton Head Island

Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 2, 2026.

Clearwater and Hilton Head Island flights

Browse other Clearwater and Hilton Head Island flight options. Last updated on October 2, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Clearwater to Hilton Head Island flights

Consider these flights traveling from Clearwater to Hilton Head Island.

Top airline flying from Clearwater to Hilton Head Island

100% Free

Book with Flexibility

Travel Smart

Cheap flights from Clearwater, FL to Hilton Head Island (HHH)

Find cheap flights from Clearwater to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Clearwater to Hilton Head Island

Most accurate provider

Most trusted provider

Reviews of airlines servicing Hilton Head Island

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

Related info for your journey

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

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

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

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

Traveling to a place near Hilton Head Island?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Clearwater to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Clearwater to Hilton Head Island by cabin class

Find flights from Clearwater to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Hilton Head Island

Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 2, 2026.

Clearwater and Hilton Head Island flights

Browse other Clearwater and Hilton Head Island flight options. Last updated on October 2, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Clearwater to Hilton Head Island flights

Consider these flights traveling from Clearwater to Hilton Head Island.

Top airline flying from Clearwater to Hilton Head Island

100% Free

Book with Flexibility

Travel Smart