HHH

$139 Find Cheap Flights to Hilton Head Island - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Hilton Head Island departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$277
Typical prices: $227-$377
United Airlines
Wed 9/9Wed 9/16
LGA - HHH • 1 stop
Cheapest non-stop
$279
Typical prices: $249-$490
United Airlines
Mon 8/24Wed 9/2
EWR - HHH • Non-stop
Top airlines
Most flights • 37 per week
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
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Airline reviews
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Top routes
Insights
Insights
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Insights
When to travel
Cheapest • 12% price drop
Most popular
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Flight Deals

Cheap Flights to Hilton Head Island

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Hilton Head Island

Wed, Sep 9 - Wed, Sep 16
United Airlines Logo
6:10 am - 2:03 pmLGA  New York LaGuardia-HHH Hilton Head Island
7h 53m1 stop Chicago O'Hare Intl
United Airlines Logo
2:48 pm - 9:50 pmHHH  Hilton Head Island-LGA New York LaGuardia
7h 02m1 stop Chicago O'Hare Intl
$277United Airlines
Wed, Aug 26 - Mon, Aug 31
American Airlines Logo
9:53 am - 1:17 pmORD  Chicago O'Hare Intl-HHH Hilton Head Island
2h 24mnonstop
American Airlines Logo
1:52 pm - 3:30 pmHHH  Hilton Head Island-ORD Chicago O'Hare Intl
2h 38mnonstop
$279American Airlines
Sat, Aug 29 - Fri, Sep 4
American Airlines Logo
8:51 am - 12:15 pmORD  Chicago O'Hare Intl-HHH Hilton Head Island
2h 24mnonstop
American Airlines Logo
1:52 pm - 3:30 pmHHH  Hilton Head Island-ORD Chicago O'Hare Intl
2h 38mnonstop
$279American Airlines
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
9:55 am - 1:20 pmORD  Chicago O'Hare Intl-HHH Hilton Head Island
2h 25mnonstop
American Airlines Logo
1:55 pm - 3:39 pmHHH  Hilton Head Island-ORD Chicago O'Hare Intl
2h 44mnonstop
$279American Airlines
Mon, Aug 24 - Wed, Sep 2
United Airlines Logo
10:42 am - 1:05 pmEWR  Newark-HHH Hilton Head Island
2h 23mnonstop
United Airlines Logo
1:50 pm - 4:01 pmHHH  Hilton Head Island-EWR Newark
2h 11mnonstop
$279United Airlines
Wed, Sep 9 - Tue, Sep 15
United Airlines Logo
10:36 am - 12:59 pmEWR  Newark-HHH Hilton Head Island
2h 23mnonstop
United Airlines Logo
1:45 pm - 3:56 pmHHH  Hilton Head Island-EWR Newark
2h 11mnonstop
$279United Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
10:42 am - 1:05 pmEWR  Newark-HHH Hilton Head Island
2h 23mnonstop
United Airlines Logo
1:50 pm - 4:01 pmHHH  Hilton Head Island-EWR Newark
2h 11mnonstop
$279United Airlines
Sat, Oct 31 - Tue, Nov 3
Delta Logo
9:15 am - 11:43 amLGA  New York LaGuardia-HHH Hilton Head Island
2h 28mnonstop
Delta Logo
4:13 pm - 6:20 pmHHH  Hilton Head Island-LGA New York LaGuardia
2h 07mnonstop
$289Delta
Sat, Sep 5 - Sat, Sep 12
Delta Logo
9:10 am - 11:34 amLGA  New York LaGuardia-HHH Hilton Head Island
2h 24mnonstop
Delta Logo
4:17 pm - 6:21 pmHHH  Hilton Head Island-LGA New York LaGuardia
2h 04mnonstop
$289Delta
Tue, Sep 22 - Sat, Sep 26
Delta Logo
9:03 am - 11:29 amLGA  New York LaGuardia-HHH Hilton Head Island
2h 26mnonstop
Delta Logo
4:17 pm - 6:21 pmHHH  Hilton Head Island-LGA New York LaGuardia
2h 04mnonstop
$289Delta
Booking Insights

KAYAK's insights & trends for flights to Hilton Head Island

Get data-powered insights and trends for flights to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Hilton Head Island?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

In the last 5 days, the cheapest flight deal to Hilton Head Island was found on the route from New York, at $279 return. The most popular connection is from New York to Hilton Head Island and KAYAK users have found round-trip deals for as low as $279 in the last 5 days.

How much is a flight to Hilton Head Island?

The average and cheapest price for all round-trip flights to Hilton Head Island from each origin found by users searching on KAYAK in the last month.

A flight to Hilton Head Island costs $381 on average. The cheapest price found on KAYAK in the last 2 weeks cost $119 and departed from New York LaGuardia Airport. The most popular routes on KAYAK are New York to Hilton Head Island which costs $529 on average, and Boston to Hilton Head Island, which costs $420 on average.

See prices from:

What is the cheapest day to fly to Hilton Head Island?

The average price of all round-trip flights to Hilton Head Island clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Hilton Head Island is Tuesday where round-trip tickets can be as cheap as $324. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $455 on average.

What is the cheapest month to fly to Hilton Head Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Hilton Head Island is September, where tickets cost $371 on average for return flights. On the other hand, the most expensive months are March and April, where the average cost of tickets from the United States is $471 and $466 respectively. For one-way flights, the best month to travel is February with an average price of $183.

What is the cheapest time of day to fly to Hilton Head Island?

The average price for all round-trip flights to Hilton Head Island depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Hilton Head Island is generally in the morning, when round-trip flights cost $385 on average. The most expensive time of day to fly to Hilton Head Island is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $435.

What is a good deal for flights to Hilton Head Island?

If you’re looking for cheap airfare to Hilton Head Island, 25% of our users found tickets to Hilton Head Island for the following prices or less: From New York LaGuardia Airport $317 round-trip, from Chicago O'Hare Intl Airport $347 round-trip, from Newark Airport $400 round-trip.

Expert advice

Expert advice for your flight to Hilton Head Island

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Daniel Scheffler

Daniel Scheffler

Expert on Allegiant Air

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Harriet Baskas

Harriet Baskas

Expert on American Airlines and JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and Delta

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know - Book Cheap Hilton Head Island Plane Tickets

Low season

January

Cheapest flight

$139
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from New York LaGuardia Airport to Hilton Head Island

When to book flights to Hilton Head Island

Are your dates flexible? Find out the best times to travel to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Hilton Head Island based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Hilton Head Island flights

  • How do I transfer from the airport in Hilton Head Island?

    There are no public transportation options at Hilton Head Island Airport so your best bet is to take a taxi that will cost you about $20 when going into the city. For the most convenient option you can also try to book a hotel that offers shuttle services for the guests.

  • Are there hotels near the airport in Hilton Head Island?

    Yes, people who have late flights to Hilton Head Island or want to stay close to the airport have a few accommodation options that they can pick from. For example, Hampton Inn Hilton Head is only a short drive from the airport, while Marriott’s Barony Beach Club and the Westin Hilton Head Island Resort & Spa are about a 10-minute drive away.

  • Is it possible to store luggage at the airport in Hilton Head Island?

    It is not possible to store luggage at the airport, but there is a self-service storage next to the airport, on Matthews Drive.

  • Are there any restaurants at Hilton Head Island Airport?

    There are no restaurants inside of the airport, but you will be able to buy some snacks from the vending machines after landing at Hilton Head Island Airport; they are next to the Security Check Point. Because the airport is small, you can also easily stop by one of the restaurants nearby, such as Robber’s Row Grille, the Carolina Room, or Bella Italia Bistro & Pizzeria. All of these dining spots are within a short walk from the airport.

  • Which other cities can I fly to from Hilton Head Island Airport?

    HHH is a small regional airport with flights to other major cities in the U.S., like Atlanta, Washington D.C., Charlotte, Chicago, and New York City. Multiple airlines operate from this airport, with flights to various destinations on a seasonal or occasional basis.

  • Are there parking options where my ride can wait for me at Hilton Head Island Airport?

    Hilton Head Island Airport has one parking lot charging a flat rate of around $10 per day through their automated parking machine kiosks outside the middle entrance. Parking is free for the first 2 hours, which is ideal for pick-ups or drop-offs.

  • How do I connect to international flights from Hilton Head Island Airport?

    If you wish to connect to an international flight from Hilton Head Island Airport, you’ll find flights to other international airports within the U.S. Alternatively; you can head to Savannah/Hilton Head International Airport (SAV), approximately 45 miles southwest of HHH.

  • Which hotels provide shuttle services from Hilton Head Island Airport?

    Hotels in Hilton Head Island do not provide shuttle services to arriving guests from HHH. You can book a car rental or hire a taxi outside the Terminal’s exit. Rental counters are inside the Terminal close to the Baggage Claim area.

  • What is the cheapest flight to Hilton Head Island?

    In the last 5 days, the cheapest flight deal to Hilton Head Island was found on the route from New York, at $279 return. The most popular connection is from New York to Hilton Head Island and KAYAK users have found round-trip deals for as low as $279 in the last 5 days.

  • How far is Hilton Head Island Airport from central Hilton Head Island?

    Hilton Head Island Airport is 3 miles from the center of Hilton Head Island.

  • What is the name of Hilton Head Island’s airport?

    Hilton Head Island is served by Hilton Head Island Airport, also commonly referred to as Hilton Head. The airport code is HHH.

  • How much is a flight to Hilton Head Island?

    On average, a flight to Hilton Head Island costs $381. The cheapest price found on KAYAK in the last 2 weeks cost $119 and departed from New York LaGuardia Airport.

  • How does KAYAK find such low prices on flights to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Hilton Head Island

  • Looking for cheap airfare to Hilton Head Island? 25% of our users found round-trip tickets to Hilton Head Island for the following prices or less: From Newark $299, from Chicago O'Hare Intl $318, from Washington, D.C. Reagan-National $451
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Hilton Head Island flight deals.
  • Going for vacation to Hilton Head Island? Hilton Head Island Airport (HHH) is the only airport on the island and it will make the travel there hassle-free for you as it is convenient, spacious and simple to navigate. Keep in mind that Hilton Head Island Airport is fairly small and has a limited number of connections, so if you prefer airports with a lot of amenities and more flights, Savannah/Hilton Head International Airport (SAV), located about 43 miles away, may be a better solution for you.
  • If you need to charge your mobile or other electronics immediately after your flight to Hilton Head Island, you will be able to find a few power outlets near the chairs in the main hall’s sitting area.
  • There is no pubic transportation available on Hilton Head Island so it might be a good idea to rent a car for the duration of your stay there to be able to move around it easily. It is possible to rent the car after landing at Hilton Head Island Airport from car rentals like Alamo, Enterprise, Dollar, and Thrifty. All of them are located only a few steps from the terminal building.
  • Although there are no shops inside of the airport in Hilton Head, there are vending machines with some basic products and you can also easily leave the airport and find shops within a few minutes’ walk from the airport grounds.
  • Feel like you have to unwind and rest a bit after the flight to Hilton Head Island? Take your time on the rocking chairs scattered throughout the terminal and enjoy the peaceful atmosphere of this small airport.
  • If you’re flying to Hilton Head Island Airport (HHH) from New York, you’ll find direct flights from LaGuardia Airport and Newark Liberty International Airport (EWR). Airlines offering direct flights from New York to HHH include United Airlines and Delta Airlines. One-stop flights with layovers at Charlotte Douglas International Airport (CLT) are also available at these airports and JFK.
  • From the West Coast, you can take a connecting flight to HHH from San Francisco International Airport (SFO) or John Wayne Airport (SNA) in Orange County, California. There are no direct flights to HHH from the West Coast, but you’ll find one-stop flights from providers like Delta Airlines, United Airlines, and American Airlines.

Reviews of the top 4 airlines flying to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Hilton Head Island. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8491 reviews
7.8Entertainment
7.2Food
8.1Boarding
7.8Comfort
8.5Crew
Airline reviews

the flight got cancelled - few hours before the departure time - no time to change

2.0 MediocreWojciech, Aug 2026
Read more Delta reviews

the flight got cancelled - few hours before the departure time - no time to change

This a short easy flight. No food or drink but that was not an issue since we were only in the air for 35 minutes.

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

I am still at the Airport! Delayed Delayed and Delyaed

The landing was the worst I’ve experienced with a flight.

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

All good on Delta's part. Passengers could be a little more courteous to each other.

The pilots were good. Disappointing when planes don't have electrical ports

No complaints - left 20 minutes later than planned but still arrived on time.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

Flight staff and all was fine. Food always sucks on planes so nothing new.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

Awful. No counter attendants. No dinner offered due to delays.

My flight was delayed several hours, which is to be expected (American never fails to disappoint me!), but the parts that really bothered me are as follows: 1) I was unable to add myself to the standby list for another flight in the app, nor could the gate agents figure out how to help me do so (the app is difficult to work with and simply did not allow me to perform the action of adding myself to the list) 2) When I asked the gate agents to add me to the standby list, the agent said that he had added me, but I was not able to confirm that I was on the list in the app; as it turns out, I had NOT been added to the list after all. He had lied to me and/or failed to add me to the list. 3) I figured out I had not been added to the standby list when I spoke to the (rather rude, snippy, and dismissive) other gate agent, who finally did add me to the list after giving me some pretty unnecessary attitude. I understand that gate agents experience the worst of stressed travelers every day, so I appreciate that I was eventually able to make it onto the standby flight with their help. However, the app needs some SERIOUS attention!

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Delays and multiple changes in gates. In accurate info sent to phone. Worst flight in years. With no apologies or recompense.

No AC, no beverage service and no explanation from the captain. 4 flight legs in 2 days with no internet service.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

Multiple gate changes and significant delay leaving DFW. Made for a late arrival

For the price of the ticket you get nothing. The plane had 1 bathroom in the back and when the flight attendant did service no one could use it. No announcement just was told to go back to my seat. Ridiculous and rude.

In-flight Wi-Fi didn’t work and the flight was 25 minutes late. The Embraer plane I was on was pretty old and the tray table was broken.

American Airlines no longer has Bischoff biscuits. This is intolerable.

The flight was on time the crew was courteous that makes for a good flight.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The seats were roomier than other airplanes I’ve been on.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

The flight was delayed. I upgraded to more room. I can't imagine how small the regular seats are I haven't upgraded for my return flight yet.

Everything you need to know for your flight to Hilton Head Island

Flights with popular airlines flying to Hilton Head Island

Flights from the other most popular airlines that fly from the United States to Hilton Head Island according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.