HHH

$149 Find Cheap Flights to Hilton Head Island - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$291
Typical prices: $349-$588
American Airlines
Sat 10/6Sat 10/13
JFK - HHH • 1 stop
Cheapest non-stop
$299
Typical prices: $312-$529
United Airlines
Wed 10/17Wed 10/24
ORD - HHH • Non-stop
Nonstop flights
You can fly direct with American Airlines, Delta and United Airlines. Average duration is 1h 42m
FAQs
FAQs
Top airlines
Most flights • 24 per week
Best reviews • 7.8 score
Airline reviews
+1
Airline reviews
+1
Top routes
Cheapest • 13% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 10 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 12% price drop
Most popular
Good to know
+1
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hilton Head Island!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights to Hilton Head Island

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Hilton Head Island

Wed, Oct 28 - Sat, Oct 31
American Airlines Logo
6:00 am - 11:05 amJFK  New York John F Kennedy Intl-HHH Hilton Head Island
5h 05m1 stop Charlotte Douglas
American Airlines Logo
11:36 am - 6:20 pmHHH  Hilton Head Island-JFK New York John F Kennedy Intl
6h 44m1 stop Charlotte Douglas
$291American Airlines
Tue, Oct 6 - Tue, Oct 13
American Airlines Logo
11:59 am - 4:41 pmJFK  New York John F Kennedy Intl-HHH Hilton Head Island
4h 42m1 stop Charlotte Douglas
American Airlines Logo
5:11 pm - 10:29 pmHHH  Hilton Head Island-JFK New York John F Kennedy Intl
5h 18m1 stop Charlotte Douglas
$291American Airlines
Sat, Feb 27 - Tue, Mar 2
American Airlines Logo
8:29 am - 3:44 pmJFK  New York John F Kennedy Intl-HHH Hilton Head Island
7h 15m1 stop Washington, D.C. Reagan-National
American Airlines Logo
2:58 pm - 8:30 pmHHH  Hilton Head Island-JFK New York John F Kennedy Intl
5h 32m1 stop Charlotte Douglas
$291American Airlines
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
10:35 am - 2:10 pmORD  Chicago O'Hare Intl-HHH Hilton Head Island
2h 35mnonstop
United Airlines Logo
2:51 pm - 5:05 pmHHH  Hilton Head Island-ORD Chicago O'Hare Intl
3h 14mnonstop
$299United Airlines
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
10:35 am - 2:10 pmORD  Chicago O'Hare Intl-HHH Hilton Head Island
2h 35mnonstop
United Airlines Logo
2:51 pm - 5:05 pmHHH  Hilton Head Island-ORD Chicago O'Hare Intl
3h 14mnonstop
$299United Airlines
Tue, Oct 20 - Tue, Oct 27
Delta Logo
10:34 am - 3:30 pmPHL  Philadelphia-HHH Hilton Head Island
4h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 6:18 pmHHH  Hilton Head Island-PHL Philadelphia
5h 55m1 stop Atlanta Hartsfield-Jackson
$319Delta
Tue, Oct 20 - Wed, Oct 28
Delta Logo
10:34 am - 3:30 pmPHL  Philadelphia-HHH Hilton Head Island
4h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 4:51 pmHHH  Hilton Head Island-PHL Philadelphia
4h 28m1 stop Atlanta Hartsfield-Jackson
$319Delta
Tue, Sep 29 - Tue, Oct 6
United Airlines Logo
10:12 am - 12:35 pmEWR  Newark-HHH Hilton Head Island
2h 23mnonstop
United Airlines Logo
1:16 pm - 3:27 pmHHH  Hilton Head Island-EWR Newark
2h 11mnonstop
$319United Airlines
Tue, Oct 20 - Tue, Oct 27
Delta Logo
10:34 am - 3:30 pmPHL  Philadelphia-HHH Hilton Head Island
4h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 11:50 pmHHH  Hilton Head Island-PHL Philadelphia
11h 27m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$324Delta
Fri, Sep 18 - Sun, Sep 20
Multiple Airlines Logo
6:00 am - 2:03 pmBOS  Boston Logan Intl-HHH Hilton Head Island
32h 03m3 stops Newark Cleveland Hopkins Intl Chicago O'Hare Intl
Multiple Airlines Logo
1:50 pm - 6:15 pmHHH  Hilton Head Island-BOS Boston Logan Intl
28h 25m2 stops Newark Nantucket Memorial
$1,672Multiple Airlines
Booking Insights

Price, demand and travel trends for United States to Hilton Head Island flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from the United States to Hilton Head Island with more confidence.

What is the cheapest flight to Hilton Head Island?

New York John F Kennedy Intl Airport to Hilton Head Island is the cheapest route at $291 round-trip, found in the past 5 days on KAYAK. Chicago O'Hare Intl Airport to Hilton Head Island is the most popular connection with round-trip deals from $299.

How much is a flight to Hilton Head Island?

A round-trip flight to Hilton Head Island costs $446 on average, based on data over the past 12 months on KAYAK. Round-trip fares from New York average $380, while Columbus Airport runs a bit higher at $392.

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

Tuesday is the cheapest day to fly to Hilton Head Island at $409 round-trip on average over the past 12 months on KAYAK. Sunday is the most expensive at $520.

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

  • January and September are the cheapest months to fly to Hilton Head Island with an average price of $392 round-trip.
  • April ($484) and March ($484) are the most expensive.
  • Based on KAYAK data over the past 12 months.

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

Afternoon flights to Hilton Head Island are the cheapest at $452 round-trip on average. Evening flights are the most expensive at $1,078.

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

Flights under $349 are considered a good deal. 25% of KAYAK users found round-trip flights to Hilton Head Island at or below these prices, with the lowest fares from:

  • New York $287
  • Columbus Airport $312
  • Boston $317
.

When are flights to Hilton Head Island the cheapest?

Flights to Hilton Head Island are cheapest 10 weeks before departure. Booking in this window typically costs about 25% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight to Hilton Head Island

 
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.

Key details for flights to Hilton Head Island

Low season

January

Cheapest flight

$149
Best time to beat the crowds with an average 12% drop in price.
Flight from New York John F Kennedy Intl 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

Your questions about flights to Hilton Head Island, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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 difference between the most popular and the most frequent airline at Hilton Head Island?

    American Airlines operates the most flights from the United States to Hilton Head Island at 24 per week, and for this route American Airlines is also the airline most often selected by KAYAK users searching for flights from the United States to Hilton Head Island. The two are often different because flight volume reflects an airline's schedule, while popularity reflects traveler choice.

  • How long are nonstop flights to Hilton Head Island from different departure cities?

    Nonstop flight time to Hilton Head Island varies depending on your departure city:
    • from New York: 2h 23m
    • from Washington, D.C.: 2h 04m
    • from Charlotte: 1h 13m
    • from Chicago: 2h 22m
    • from Atlanta: 1h 11m

  • Where can I fly from to get the cheapest fares to Hilton Head Island?

    Based on fares booked in the past 5 days, the cheapest flights to Hilton Head Island are from:
    • New York, from $291 round-trip
    • Chicago, from $299 round-trip

  • How many flights serve Hilton Head Island?

    Hilton Head Island receives 6 flights per day and 42 per week from across the world. Charlotte has the most flights to Hilton Head Island, with 21 weekly flights.

  • How do I know if a flight to Hilton Head Island is a good deal?

    A good deal on a flight to Hilton Head Island is around $349 round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • How expensive are last-minute flights to Hilton Head Island?

    Last-minute fares to Hilton Head Island – booked within 2 weeks of departure – run 17% above the average round-trip fare of $446.

Your guide to booking Hilton Head Island flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For the best chance at a low fare to Hilton Head Island, aim to book around 10 weeks before you fly. That window historically saves about 25% versus last-minute pricing based on KAYAK booking data over the last 12 months.
  • For flights to Hilton Head Island, recent KAYAK data shows that stronger deals tend to land around $349 round-trip. If you see a fare below that threshold, it's a strong deal – book before the price climbs back up.
  • If you can choose when to go, time your trip to Hilton Head Island around January. Round-trip fares historically average $392 that month – typically the cheapest month to travel based on the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat-selection costs on budget carriers.
    • Verify whether you need any travel documents beyond ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to noon to save up to $626 per round-trip. Noon flights to Hilton Head Island average $452 compared to $1,078 for afternoon flights. See the time-of-day chart above for the full breakdown.
  • Bag allowances vary by airline, fare type, cabin class and route. On flights to Hilton Head Island, some airlines may include bags at no extra cost. For example, United Airlines includes a cabin bag and a checked bag in Economy Class, American Airlines includes a cabin bag and a checked bag in Economy Class and Delta includes a cabin bag and a checked bag in Economy Class. Always check the fare details before booking, since bag policies can change by ticket type.
  • Once you arrive in Hilton Head Island, a great place to start is Harbour Town Lighthouse. It is popular with first-time visitors and can give you a good feel for the area.
  • 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

 
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 8554 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.2Food
Airline reviews

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

4.0 OkayAlexander, Sep 2026
Read more Delta reviews

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

Delta exceeded my expectations! I am beyond satisfied. Thank you!

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.

Just having a little bit more legroom would've been nice.

This is related to my second leg of the flight, from Washington DC to SFO. I understand things happen, but I got home at 3 am for a 12:59 am landing. I live 10 min from the airport. Bridge breaks when a few rows of the plane are off? Maintenance didn’t catch that?

Boarding, time to take off, in flight offerings, and staff were all great. I recommend using UA for this short flight.

This was an auto-rebook due to being delayed from an earlier UA connecting flight. The boarding was fine, but they sat me in a middle seat when my original booking was a window seat. Overall, the flight was fine as it still got me to my final destination.

The flight out of Fresno boarded 1.5 hour past scheduled and made me miss my connecting flight from SFO to SEA.

Great Brasilia aircraft - not a Boeing 757 like the next part of the flight. Flight from MCI to IAD was great, on-time, comfortable, did I mention that? The flight from IAD to EDI was painful. One of the reasons I won't fly United again? Boeing 757, with a seat pitch and material that was horrendous. Worst aircraft ever, made worse by United sardine-can tight seating. Oh, and the connection window, 45 minutes, really? At IAD, in different concourses? What idiot came up with that flight scenario? Happily, (for me and my travel insurance people) the flight was late (reminiscent of American Airlines). The crew was professional and courteous.

Crew was great. Seats are cramped and uncomfortable and I’m a small person.

Awful. Delay after delay. And then again on the tarmac.

WiFi was slow as compared to trip down. Maybe because it was a night flight and more people were using it?

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

Business Class layout was excellent. The seats were not nearly as comfortable as UA, Delta or Air New Zealand (the best). Nor were the controls as flexible. Food was okay but not great. Breakfast pancakes were like cardboard.

Communication not good, too many changes. Three flights were cancelled due to weather and the options were not acceptable. I had to cancel my Canada portion of the trip.

On time and stellar premium class service. Not liking non LCD display in seat backs - miss the convenience of not using your own device.

My flights were all delayed , mostly due to technical issues with AA aircrafts. I had to rebook my trip 4 times . I lost my whole day and finally arrived in LAX around midnight. This was a very bad experience with American airlines , I will always try to avoid flying with them

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.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

First time flying JetBlue and my perception changed. Love it.

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

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.

More options for your flight to Hilton Head Island