$243 Cheap Flights from Charleston (CRW) to Hilton Head Island (HHH)

View $243 flight on Tue, Dec 30, 2025Opens in a new window

Popular airlines from Charleston, WV (CRW-Yeager) to Hilton Head Island Airport (HHH)

Cheap Flights from Charleston to Hilton Head Island (CRW-HHH)

Prices were available within the past 7 days and start at $243 for one-way flights and $316 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Feb 14 - Sat, Feb 21
CRW
Charleston
HHH
Hilton Head Island
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Feb 14 from Charleston to Hilton Head Island, returning Sat, Feb 21, priced at $316 found 3 days ago
American Airlines
Sat, Jan 17 - Tue, Jan 27
CRW
Charleston
HHH
Hilton Head Island
$352 Roundtrip, found 2 days ago
$352
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jan 17 from Charleston to Hilton Head Island, returning Tue, Jan 27, priced at $352 found 2 days ago
American Airlines
Thu, Jan 1 - Sat, Jan 17
CRW
Charleston
HHH
Hilton Head Island
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jan 1 from Charleston to Hilton Head Island, returning Sat, Jan 17, priced at $354 found 2 days ago
American Airlines
Tue, Jan 13 - Tue, Jan 27
CRW
Charleston
HHH
Hilton Head Island
$356 Roundtrip, found 2 days ago
$356
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jan 13 from Charleston to Hilton Head Island, returning Tue, Jan 27, priced at $356 found 2 days ago
American Airlines
Sat, Jan 17 - Wed, Jan 28
CRW
Charleston
HHH
Hilton Head Island
$358 Roundtrip, found 2 days ago
$358
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jan 17 from Charleston to Hilton Head Island, returning Wed, Jan 28, priced at $358 found 2 days ago
American Airlines
Tue, Jan 13 - Wed, Jan 28
CRW
Charleston
HHH
Hilton Head Island
$362 Roundtrip, found 2 days ago
$362
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jan 13 from Charleston to Hilton Head Island, returning Wed, Jan 28, priced at $362 found 2 days ago
American Airlines
Sat, Jan 17 - Thu, Jan 29
CRW
Charleston
HHH
Hilton Head Island
$362 Roundtrip, found 2 days ago
$362
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jan 17 from Charleston to Hilton Head Island, returning Thu, Jan 29, priced at $362 found 2 days ago
American Airlines
Sun, Jan 4 - Tue, Jan 13
CRW
Charleston
HHH
Hilton Head Island
$366 Roundtrip, found 2 days ago
$366
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jan 4 from Charleston to Hilton Head Island, returning Tue, Jan 13, priced at $366 found 2 days ago
American Airlines
Thu, Jan 1 - Fri, Jan 16
CRW
Charleston
HHH
Hilton Head Island
$368 Roundtrip, found 2 days ago
$368
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jan 1 from Charleston to Hilton Head Island, returning Fri, Jan 16, priced at $368 found 2 days ago
United
Sat, Mar 28 - Sat, Apr 4
CRW
Charleston
HHH
Hilton Head Island
$1,179 Roundtrip, found 16 hours ago
$1,179
Roundtrip
found 16 hours ago
Select United flight, departing Sat, Mar 28 from Charleston to Hilton Head Island, returning Sat, Apr 4, priced at $1,179 found 16 hours ago

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Savannah - Hilton Head Intl. SAV. Cheapest option available. Average driving time to city center is 59 minutes. Flights from $556
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $556

Frequently asked questions

How much does a flight from Yeager Airport (CRW) to Hilton Head Island Airport (HHH) cost?
Snag a cheap one-way flight from $243 or cheap return flight from $316 from Yeager Airport (CRW) to Hilton Head Island Airport (HHH) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Yeager Airport (CRW) to Hilton Head Island Airport (HHH)?
Planning your getaway for February is a good way to save, as it's the cheapest month for flights between CRW and HHH. You'll often find the lowest prices during the off-season.
What is the cheapest airline that flies from Yeager Airport (CRW) to Hilton Head Island Airport (HHH)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest CRW to HHH flight.
How many flights per day from Yeager Airport (CRW) to Hilton Head Island Airport (HHH)?
Direct flights from Yeager Airport (CRW) to Hilton Head Island Airport (HHH) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from CRW to HHH?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* But this can change based on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Yeager Airport (CRW) to Hilton Head Island Airport (HHH)?
To avoid potential delays on the Yeager Airport (CRW) to Hilton Head Island Airport (HHH) route, travel before 3 PM. Flights after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Yeager Airport (CRW) to Hilton Head Island Airport (HHH) last-minute?
Booking your flight from CRW to HHH shortly before your journey is typically more expensive. However, if there's some wiggle room with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a CRW to HHH flight and hotel package?
Compared with arranging hotels and flights separately, booking a CRW to HHH flight and hotel package with Expedia could result in significant savings. Better yet, having everything in one convenient place will take the hassle out of travel planning. Simply pick your flights and choose from our extensive range of hotels, then customize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Yeager Airport (CRW) to Hilton Head Island Airport (HHH)?
If you booked your CRW to HHH flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more information.

Travel information

Origin airport
Yeager
Destination airport
Hilton Head Island
Airlines serving
American Airlines, United
Roundtrip price
$316
Distance
427 mi

Book with confidence

Charleston to Hilton Head Island Flights

The cheapest times to fly from Charleston to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charleston to Hilton Head Island are during the month of February. You can find some of the cheapest flights from Charleston to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Charleston to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Charleston to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Charleston to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charleston to Hilton Head Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $243 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charleston to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Charleston to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Charleston to Hilton Head Island Flights

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*Available to One Key members.