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$154 Find Cheap Flights to Hilton Head Island - Compare and Save

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Everything you should know

Cheapest round-trip
$271
Typical prices: $349-$588
Delta
Sun 10/28Sat 11/3
SDF - HHH • 1 stop
Cheapest non-stop
$299
Typical prices: $312-$529
United Airlines
Wed 10/3Sat 10/6
EWR - HHH • Non-stop
Nonstop flights
You can fly direct with American Airlines, Delta and United Airlines. Average duration is 1h 45m
FAQs
FAQs
Top airlines
Most flights • 28 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
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Flight Deals
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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

Tue, Oct 27 - Tue, Nov 3
Delta Logo
9:53 am - 3:30 pmSDF  Louisville Intl-HHH Hilton Head Island
5h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 4:49 pmHHH  Hilton Head Island-SDF Louisville Intl
4h 26m1 stop Atlanta Hartsfield-Jackson
$271Delta
Wed, Oct 28 - Tue, Nov 3
Delta Logo
6:00 am - 11:43 amSDF  Louisville Intl-HHH Hilton Head Island
5h 43m1 stop New York LaGuardia
Delta Logo
12:23 pm - 4:49 pmHHH  Hilton Head Island-SDF Louisville Intl
4h 26m1 stop Atlanta Hartsfield-Jackson
$271Delta
Wed, Oct 28 - Sat, Oct 31
American Airlines Logo
6:00 am - 10:25 amSDF  Louisville Intl-HHH Hilton Head Island
4h 25m1 stop Washington, D.C. Reagan-National
American Airlines Logo
11:36 am - 5:28 pmHHH  Hilton Head Island-SDF Louisville Intl
5h 52m1 stop Charlotte Douglas
$271American Airlines
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
5:02 am - 10:36 amSDF  Louisville Intl-HHH Hilton Head Island
5h 34m1 stop Charlotte Douglas
American Airlines Logo
1:55 pm - 9:36 pmHHH  Hilton Head Island-SDF Louisville Intl
7h 41m1 stop Chicago O'Hare Intl
$271American Airlines
Tue, Oct 27 - Tue, Nov 3
Delta Logo
9:53 am - 3:30 pmSDF  Louisville Intl-HHH Hilton Head Island
5h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 4:49 pmHHH  Hilton Head Island-SDF Louisville Intl
4h 26m1 stop Atlanta Hartsfield-Jackson
$271Delta
Thu, Nov 12 - Sat, Nov 14
American Airlines Logo
5:00 am - 10:34 amSDF  Louisville Intl-HHH Hilton Head Island
5h 34m1 stop Charlotte Douglas
American Airlines Logo
1:55 pm - 9:36 pmHHH  Hilton Head Island-SDF Louisville Intl
7h 41m1 stop Chicago O'Hare Intl
$285American Airlines
Sat, Oct 3 - Sat, Oct 10
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 3 - Sat, Oct 10
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
Fri, Sep 18 - Mon, Sep 21
Multiple Airlines Logo
9:00 am - 1:14 pmBOS  Boston Logan Intl-HHH Hilton Head Island
28h 14m3 stops Chicago O'Hare Intl Pittsburgh Newark
Multiple Airlines Logo
1:50 pm - 7:25 pmHHH  Hilton Head Island-BOS Boston Logan Intl
29h 35m2 stops Newark Nantucket Memorial
$1,670Multiple Airlines
Mon, Sep 14 - Mon, Sep 21
Multiple Airlines Logo
9:00 am - 12:59 pmBOS  Boston Logan Intl-HHH Hilton Head Island
27h 59m3 stops Chicago O'Hare Intl Pittsburgh Newark
Multiple Airlines Logo
1:50 pm - 7:25 pmHHH  Hilton Head Island-BOS Boston Logan Intl
29h 35m2 stops Newark Nantucket Memorial
$1,715Multiple 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?

Louisville to Hilton Head Island is the cheapest route at $271 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

$154
Best time to beat the crowds with an average 12% drop in price.
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

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 28 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 Charlotte: 1h 13m
    • from Atlanta: 1h 11m
    • from Chicago: 2h 22m
    • from Philadelphia: 2h 13m
    • from Boston: 2h 51m

  • 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:
    • Chicago, from $299 round-trip

  • How many flights serve Hilton Head Island?

    Hilton Head Island receives 6 flights per day and 43 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 8556 reviews
7.2Food
7.8Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

2.0 MediocreMaxx, Sep 2026
Read more Delta reviews

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

Sat in the tarmac at O’Hare for 65 minutes. This is a regular occurrence for delta at O’Hare

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.

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?

Excellent except for the 2 screaming kids who wouldn’t stop crying and screaming for the entire flight but what are you going to do? The flight was early- good experience

Kept changing the takeoff time and the moved it up so arrived when boarding had already started. Then sat waiting to taxi in for a long time

Airplane is not very clean, food quality and taste was not good. Lufthansa used to be good but nowadays went down. Overall experience is just okay, wouldn't fly again, prefer Turkish airlines.

I missed the flight due to maintenance issues. This is the second flight I’ve missed in four days because United allows such little time between layovers. Very disappointing

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

Food was not Good Nuts came very wet & not tasting Good Main course I asked for Steak they got me Chicken because they don’t have more !!!!

It cancelled and we were unable to catch our connecting international flights.

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

The big challenge here was that the inbound flight was delayed, THEN, the aircraft was deemed in need of service, so we had to deplane after being a few minutes away from departure, THEN we had to switch terminals, where another plane in our gate had maintenance issues so we had to change gates again. I am a regular flyer (not on American) so I understand these things happen. The crew was great. The pilot in particular was gracious and understanding and stayed with the passengers the whole time to answer questions and give updates - that was impressive. But the flight was massively delayed as a result, and today I really wanted to be home in time. Sigh The flight was otherwise great.

I am Plstinum Pro snd was standby on earlier flight. They gave seats to people that asked rather than follow standby order. When realized what was happening was too late to get on as no seats left. My scheduled flight was late. Then filled the seat beside me Ruth rude person that they had to move from her original seat

My flight was delayed close to 10 times over the course of the evening. I was originally scheduled to depart at 7:03 PM but did not leave until 12:33 AM, resulting in over 9 hours spent waiting at the airport. The only explanation provided was that the aircraft kept being swapped, with no clear reasoning as to why. Weather conditions at both DCA and Tampa were clear, so that was not a factor. The only accommodation offered was a $12 food voucher, which was entirely insufficient given the length of the delay. Overall, I was completely unsatisfied with this experience. A delay of this magnitude with no meaningful communication or accommodations is unacceptable, and I would have expected much more from American Airlines in terms of customer care.

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

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.

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.

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

The series of delays were very unfortunately - first the captain timed out, then the new captain didn't show up when we were told he would, then the first officer timed out. Those delays were compounded by after boarding, weather came in - obviously that's out of JB's control but it was frustrating after all of the other delays that seemed avoidable.

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

JFK is the worst airport and JetBlue is the worst airline

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