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$267 Cheap Flights from Charleston (CRW) to Hilton Head Island (HHH)

View $267 flight on Tue, Oct 6, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $267 for one-way flights and $436 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Oct 9 - Wed, Oct 21
CRW
Charleston
HHH
Hilton Head Island
$436 Roundtrip, found 20 hours ago
$436
Roundtrip
found 20 hours ago
Select Delta flight, departing Fri, Oct 9 from Charleston to Hilton Head Island, returning Wed, Oct 21, priced at $436 found 20 hours ago
American Airlines
Tue, Oct 6 - Sat, Oct 10
CRW
Charleston
HHH
Hilton Head Island
$458 Roundtrip, found 1 hour ago
$458
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Oct 6 from Charleston to Hilton Head Island, returning Sat, Oct 10, priced at $458 found 1 hour ago
American Airlines
Fri, Oct 9 - Wed, Oct 21
CRW
Charleston
HHH
Hilton Head Island
$461 Roundtrip, found 20 hours ago
$461
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Fri, Oct 9 from Charleston to Hilton Head Island, returning Wed, Oct 21, priced at $461 found 20 hours ago
American Airlines
Tue, Oct 6 - Sat, Oct 10
CRW
Charleston
HHH
Hilton Head Island
$490 Roundtrip, found 1 hour ago
$490
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Oct 6 from Charleston to Hilton Head Island, returning Sat, Oct 10, priced at $490 found 1 hour ago
Delta
Fri, Oct 9 - Wed, Oct 21
CRW
Charleston
HHH
Hilton Head Island
$506 Roundtrip, found 20 hours ago
$506
Roundtrip
found 20 hours ago
Select Delta flight, departing Fri, Oct 9 from Charleston to Hilton Head Island, returning Wed, Oct 21, priced at $506 found 20 hours ago
American Airlines
Tue, Sep 8 - Tue, Sep 15
CRW
Charleston
HHH
Hilton Head Island
$511 Roundtrip, found 2 days ago
$511
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Sep 8 from Charleston to Hilton Head Island, returning Tue, Sep 15, priced at $511 found 2 days ago
American Airlines
Wed, Sep 9 - Thu, Sep 17
CRW
Charleston
HHH
Hilton Head Island
$516 Roundtrip, found 7 hours ago
$516
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Sep 9 from Charleston to Hilton Head Island, returning Thu, Sep 17, priced at $516 found 7 hours ago
American Airlines
Sat, Oct 10 - Wed, Oct 14
CRW
Charleston
HHH
Hilton Head Island
$520 Roundtrip, found 1 day ago
$520
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 10 from Charleston to Hilton Head Island, returning Wed, Oct 14, priced at $520 found 1 day ago
American Airlines
Sat, Dec 12 - Fri, Dec 25
CRW
Charleston
HHH
Hilton Head Island
$522 Roundtrip, found 5 days ago
$522
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Dec 12 from Charleston to Hilton Head Island, returning Fri, Dec 25, priced at $522 found 5 days ago
United
Tue, Sep 8 - Tue, Sep 15
CRW
Charleston
HHH
Hilton Head Island
$1,408 Roundtrip, found 2 days ago
$1,408
Roundtrip
found 2 days ago
Select United flight, departing Tue, Sep 8 from Charleston to Hilton Head Island, returning Tue, Sep 15, priced at $1,408 found 2 days 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 $644
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $644

Frequently asked questions

How much does a flight from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) cost?
You can find cheap one-way flights from $267 and cheap return flights from $436 Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) with Expedia. One-way flights typically cost between $233 and $479, and return flights often range between $505 and $1062. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
The cheapest month to fly from CRW to HHH is October when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
Enter CRW to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
American Airlines is one of the cheapest airlines offering connecting flights from Charleston, WV (CRW) to Hilton Head Island, SC (HHH), with round-trip tickets starting from around $577. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
To find a cheap flight from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from CRW to HHH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
The most popular departure times for flights from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) are in the morning, from 6am to 9am. About 70% of passengers prefer this time window. Many major carriers, including American Airlines, United Airlines, and Delta Airlines, offer flights during this window. This timing works well because it allows you to arrive in Hilton Head Island early and enjoy a full day of activities.
How long does it take to fly from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
Flying from CRW to HHH with a connection usually takes about 4 hours 50 minutes, traveling roughly 427 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
First class seats are offered on the CRW to HHH route. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How do I earn miles on a Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) flight with Expedia?
It's easy to earn miles on a Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) at the last minute?
Typically, booking a last minute flight from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) flight and hotel package?
Securing a Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) Hilton Head Island Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH)?
If you booked your Charleston, WV (CRW-Yeager) to Hilton Head Island, SC (HHH) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Yeager
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$436
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 October. 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 2026. You can also book with separate airlines for your outbound and return journeys, from $267 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

*Flight schedules are subject to change.

*Available to One Key members.

 

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