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BOS - HHH

Find cheap flights from Boston to Hilton Head Island from $144

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Hilton Head Island departing on 4/23. 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
0 bags
Thu 5/16
Thu 5/23

Search hundreds of travel sites at once for deals on flights to Hilton Head Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Hilton Head Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Hilton Head Island, as well as popular online travel agencies
In the last 7 days travelers have searched 43,990,755 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Boston to Hilton Head Island (BOS-HHH)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston 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 and deals for you by selecting your travel dates.
Choose your dates
9:00 am - 3:16 pmBOS-HHH
6h 16m1 stop
4:09 pm - 9:58 pmHHH-BOS
5h 49m1 stop
$283United Airlines
Find Deal
Wed, May 15 - Wed, May 22
11:40 am - 2:20 pmBOS-HHH
2h 40mnonstop
6:07 pm - 1:01 amHHH-BOS
6h 54m1 stop
$312American Airlines
Find Deal
Sat, Jun 1 - Tue, Jun 4
11:40 am - 2:20 pmBOS-HHH
2h 40mnonstop
3:26 pm - 5:58 pmHHH-BOS
2h 32mnonstop
$314American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 8
5:30 am - 12:17 pmBOS-HHH
6h 47m1 stop
6:07 pm - 1:01 amHHH-BOS
6h 54m1 stop
$320American Airlines
Find Deal
Wed, May 15 - Wed, May 22
1:04 pm - 5:36 pmBOS-HHH
4h 32m1 stop
3:26 pm - 5:58 pmHHH-BOS
2h 32mnonstop
$321American Airlines
Find Deal
Sun, May 26 - Sat, Jun 8
11:40 am - 2:20 pmBOS-HHH
2h 40mnonstop
6:24 pm - 12:44 amHHH-BOS
6h 20m1 stop
$322American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 8
5:20 am - 4:19 pmBOS-HHH
10h 59m2 stops
1:15 pm - 6:14 pmHHH-BOS
4h 59m1 stop
$343Delta
Find Deal
Wed, Jul 31 - Wed, Aug 7
5:20 am - 4:19 pmBOS-HHH
10h 59m2 stops
1:15 pm - 10:44 pmHHH-BOS
9h 29m2 stops
$348Delta
Find Deal
Wed, Jul 31 - Wed, Aug 7
8:00 am - 4:05 pmBOS-HHH
8h 05m2 stops
4:49 pm - 7:10 amHHH-BOS
14h 21m1 stop
$351Delta
Find Deal
Fri, May 31 - Thu, Jun 6
6:00 am - 11:32 amBOS-HHH
5h 32m1 stop
12:13 pm - 4:46 pmHHH-BOS
4h 33m1 stop
$373United Airlines
Find Deal
Wed, May 29 - Thu, May 30

Flights from Boston to Hilton Head Island - Travel Insights & Trends

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

What’s the cheapest day of the week to fly from Boston to Hilton Head Island?

The average price of all flights from Boston to Hilton Head Island clicked on KAYAK for each day over the last 12 months.
When flying from Boston to Hilton Head Island, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Saturdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston 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 from Boston to Hilton Head Island is February, where tickets cost $279 on average. On the other hand, the most expensive months are April and October, where the average cost of tickets is $588 and $534 respectively.

How far in advance should I book a flight from Boston to Hilton Head Island?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Boston to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Boston to Hilton Head Island, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 4 days before departure.

Which airlines provide the cheapest flights from Boston to Hilton Head Island?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Hilton Head Island from Boston were found on United Airlines ($144) and American Airlines ($155), and the lowest round-trip tickets were found on United Airlines ($283) and American Airlines ($312).

Which airlines fly non-stop between Boston and Hilton Head Island?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Boston to Hilton Head Island.
There is just one airline that flies from Boston to Hilton Head Island direct and that is American Airlines. The best one-way deal found from American Airlines for the route is $249.

How many flights are there between Boston and Hilton Head Island per day?

Each day, there are 2 nonstop flights that take off from Boston and land in Hilton Head Island, with an average flight time of 2h 43m. The most common departure time is 11:00 am and most flights take off in the morning. Each week, there are 2 flights and there are the same amount of flights each day 2.

Which cabin class options are there for flights between Boston and Hilton Head Island?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Boston to Hilton Head Island take?

Direct flights take on average 2h 39m to travel the 878 miles between Boston and Hilton Head Island.

What’s the earliest departure time from Boston to Hilton Head Island?

Early birds can take the earliest flight from Boston at 11:28 am and will be landing in Hilton Head Island at 2:11 pm.

What’s the latest departure time from Boston to Hilton Head Island?

If you prefer to fly at night, the latest flight from Boston to Hilton Head Island jets off at 11:40 am and lands at 2:23 pm.

Good to know

Low season

January

High season

April

Cheapest flight

$144
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Boston to Hilton Head Island

When to book flights from Boston to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Boston 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. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Hilton Head Island

  • Are there lounges at Boston Logan International Airport?

    There are lounges in the airport that you can access regardless of the class of service you are flying. Air France Lounge is in Terminal E at the airside around gate 4. Admirals Club by American Airlines is located in terminal B, at the airside near gate B4. If you are in Terminal B, visit the United club situated at the airside on Level 3 near gate 24. The lounge in Terminal C and The Club in Terminal E are other lounge options.

  • Are there pet relief areas at the airport?

    Boston Airport has a pet relief area if you travel with your furry friend. Use the pet relief area in Terminal E across from gate E7. Hilton Head International Airport has two outdoor relief areas at the baggage claim area's south and north ends.

  • Can I get assistance at Boston Logan International Airport?

    If you have any concerns or questions, you need not stress. Visit the Boston Logan Airport information booth. The public service booths are located near the baggage claim area at the arrivals of every Terminal.

  • How can I get downtown from Hilton Head Airport?

    The means of transport you choose will determine how much you are likely to spend. If you are late for your appointment, use a taxi as a transfer mode. However, if you are on a budget, use a bus as a public means of transport.

  • What is the cheapest flight from Boston to Hilton Head Island?

    In the last 3 days, the lowest price for a flight from Boston to Hilton Head Island was $144 for a one-way ticket and $283 for a round-trip.

  • Do I need a passport to fly between Boston and Hilton Head Island?

    A passport is not required to fly from Boston to Hilton Head Island.

  • Which airports will I be using when flying from Boston to Hilton Head Island?

    On your way to Hilton Head Island, you’ll fly out from Boston Logan Intl. You’ll be landing at Hilton Head Island.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Hilton Head Island?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Boston to Hilton Head Island flight route.

  • Which aircraft models fly most regularly from Boston to Hilton Head Island?

    The Embraer 175 is the aircraft model that flies most regularly on the Boston to Hilton Head Island flight route.

  • Which airline alliances offer flights from Boston to Hilton Head Island?

    oneworld is the only airline alliance operating flights between Boston and Hilton Head Island.

  • On which days can I fly direct from Boston to Hilton Head Island?

    You can catch a nonstop flight from Boston to Hilton Head Island on on Saturday.

  • Which is the best airline for flights from Boston to Hilton Head Island, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Hilton Head Island are Delta and United Airlines. With an average price for the route of $378 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $471 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Boston 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 from Boston to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston 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 from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston 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 to Boston with another airline. Booking your flights between Boston and HHH can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston 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 from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from BOS to Hilton Head Island

  • Looking for a cheap flight? 25% of our users found flights on this route for $192 or less one-way and $389 or less round-trip.
  • Spend your night at Boston Logan International Airport (BOS) if you have an early flight. At the airport, you can book your room at Hilton Boston Logan Airport, connected by a sky bridge to Terminals A and E. There are nearby hotels with free airport shuttle service. Hyatt Regency Boston Harbor, Courtyard by Marriott Boston Logan Airport, Comfort Inn & Suites, and Embassy Suites by Hilton Boston at Logan Airport are some of the recommended hotels.
  • Boston International Airport has shower facilities for travelers who would love to freshen up before their flight. Admirals Club by American Airlines has a shower facility. The lounge is located in Terminal B at the airside near gate B4. United Club in Terminal B, at the airside near gate 24, is another option.
  • Two major airports serve the Boston region. Rhode Island T.F. Green International Airport (PVD) is 48 miles away, while Boston Logan International Airport is 1 mile away from the city center. PVD airport always has short security lines and cheaper flights than BOS, with long security lines and insane traffic. However, Boston-Logan has better amenities and several flight options.
  • If you lose your property at Hilton Head Airport (HHH), you need not worry. If you lose your items at the Terminal, visit the baggage claim area. For items lost at the security checkpoint, visit the security department. If you forget your items on board, contact your airline. Alternatively, you can call the Lost and Found department directly or complete the online form indicating the type of item lost, the date, and the place you last traced the item.
  • Boston Logan has eight designated baby care facilities for mothers traveling with their toddlers. If you are in Terminal A, use the rooms at the landside and the airside. Alternatively, use the Mamava Suites in Terminals B, C, and E. These suites offer changing tables, chairs, a power outlet, and sinks.
See more tips

Prefer to fly non-stop from Boston to Hilton Head Island?

Find which airlines fly direct from Logan Intl to Hilton Head, which days they fly and book direct flights.

Nonstop departures

Boston Logan Intl to Hilton Head Island

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Nonstop returns

Hilton Head Island to Boston Logan Intl

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights
See more direct flights

Top 5 airlines serving from Boston to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from Boston to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston 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.
8.1
Breeze AirwaysOverall score based on 74 reviews
8.3boarding
6.4entertainment
6.8food
8.9crew
8.1comfort
Airline reviews

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

8.0 ExcellentKaren, Apr 2024CAK - LAS
Read more about Breeze Airways reviews

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

It helps manage expectations to know that this is a discount airline. I brought my own snacks so that I wouldn't have to buy something if I got hungry or thirsty for soda during the flight. One of my seat mates was unaware that he would have to pay $4 for a Coke and was a bit upset. He hadn't listened to the flight attendant say "Drinks for purchase?". All of the employees I interacted with were friendly and professional. My one complaint is that the overhead bins are very low when they are open. I was heading for the middle seat and unexpectedly hit the top of my head on the bottom of the open overhead bin. The headrests were also a little uncomfortable. But overall, for the price, it was a decent value, and I would fly Breeze again.

Flight was on time. The crew was efficient and kind.

Did not like the fact that I was charged to take on a bag I usually put in the overhead

My flight was delayed, not by much.?very good communication during fest and waiting to board.

Communication with airline electronically was difficult. No number seemed available to talk to customer service.

What could have been better is if Discover credit card would be able to purchase food

Crew was inconsistent in instructions in advising passengers about seat backs during take off. Perfunctory announcements except from cabin.

The experience with Breeze was really great. The app makes managing flights easy. You can check in on there 24 hours in advance, and your boarding pass is there, too. The flight crew and the staff at both our airports were wonderful. Snacks and drinks were reasonably priced. The seats were very comfortable, they even had adjustable headrests on every seat. The only downside is not having entertainment or Wi-Fi available onboard.

The price is amazing. I was worried about how the flight would be as I never flew then. Seats were very comfortable. We had lots of legroom. The Akron airport was really nice. Overall it didn't have the stress we usually experience with flying. Highly recommend

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

Mario was great. Made a night flight on a small aircraft pleasant and memorable.

Crew were exceptional. Plane was quiet and quite empty, so I had a row to sleep across.

The seat could use more support or cushion. I'm in my 50's and have back issues so the seats are a bit hard for longer flights.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

they made me check my carryon. There was space in the overhead bins.

Nice flight, nice crew but no cookie or napkin with my seltzer.

Trip was smooth bumpy from the wind but no issues at all the crew attendant was very pleasant and had great customer service

This was a Lufthansa flight. Disappointing main meal. Very rough over Canada and arrival at FRA. IFE was almost unusable.

It got me where I needed it to; not much more. It had no competition so that was why I chose it.

I liked everything about the flight. The service was excellent!

The customer service was excellent! Check-in, baggage check-in, boarding, the flight went very smooth.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

Flight from SBP to DFW 1. They rerouted us through PHX 2. Delayed flight out of SBP for 3 hrs so we missed our connection Downgrade on rerouted flight. Back of the plane, center seats, didn't sit together 4. Return flight out of DFW same exact thing. Delayed, missed connection, Downgrade + they lost our luggage! A complete mess.

On the new 319 NEO? seatback entertainment system did not work even when the flight attendant rebooted it. At least I had my cell phone to connect with wifi.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Do not eat the bagel! Otherwise, good albeit late, breakfast in first. Boarding downgrade only because flight was delayed due to plane change due to undisclosed problem with original aircraft. I did not use entertainment.

delayed delayed delayed. was supposed to have a 2 hour layover and very nearly missed my connection.

Despite a bumpy flight the pilot was great. The rest of the crew on the other hand couldn’t care less if a passenger would colapse and die. Horrible service, robot like, lifeless…

No service due to turbulence. No entertainment on this type of aircraft. But nice old comfortable seats.

Great service, on time, professional experience. Great landing under challenging crosswind conditions at BWI. I made my connection in Charlotte despite the plane getting stuck finding a gate to park in on arrival. The only glitch -- the Airbus 320 from CLT to BWI was quite comfortable, but the larger 321 from Logan to Charlotte had minimal leg/knee room. I get that it's a high volume route but dang, couldn't even open my laptop it was so tight

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.

Book cheap flights from Boston to Hilton Head Island

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Hilton Head Island found on KAYAK in the last 72 hours.
4/23Tue
1 stopUnited Airlines
7h 16mBOS-HHH
$144
6/1Sat
nonstopAmerican Airlines
2h 40mBOS-HHH
$155
7/10Wed
1 stopAmerican Airlines
7h 27mBOS-HHH
$163
7/10Wed
1 stopDelta
5h 46mBOS-HHH
$164
4/27Sat
nonstopAmerican Airlines
2h 43mBOS-HHH
$165
5/21Tue
2 stopsAmerican Airlines
9h 37mBOS-HHH
$169
4/27Sat
1 stopAmerican Airlines
4h 15mBOS-HHH
$173
4/23Tue
2 stopsAmerican Airlines
8h 35mBOS-HHH
$179
4/21Sun
1 stopUnited Airlines
7h 16mBOS-HHH
$209
7/27Sat
nonstopAmerican Airlines
2h 45mBOS-HHH
$240

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Last minute flights from Boston to Hilton Head Island

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Hilton Head Island that are departing in the next 10 days.
4/20Sat
multi-stopAmerican Airlines
5h 29mBOS-HHH
4/26Fri
multi-stopAmerican Airlines
6h 47mHHH-BOS
$516
4/20Sat
multi-stopAmerican Airlines
4h 15mBOS-HHH
4/26Fri
multi-stopAmerican Airlines
6h 20mHHH-BOS
$526
4/20Sat
multi-stopAmerican Airlines
7h 35mBOS-HHH
4/26Fri
multi-stopAmerican Airlines
10h 43mHHH-BOS
$584
4/16Tue
multi-stopAmerican Airlines
5h 08mBOS-HHH
4/18Thu
multi-stopAmerican Airlines
6h 20mHHH-BOS
$639
4/16Tue
multi-stopAmerican Airlines
5h 08mBOS-HHH
4/18Thu
multi-stopAmerican Airlines
5h 14mHHH-BOS
$690
4/16Tue
multi-stopAmerican Airlines
5h 08mBOS-HHH
4/17Wed
multi-stopAmerican Airlines
8h 14mHHH-BOS
$699
4/19Fri
multi-stopUnited Airlines
7h 16mBOS-HHH
4/22Mon
multi-stopUnited Airlines
5h 30mHHH-BOS
$729
4/19Fri
multi-stopUnited Airlines
6h 16mBOS-HHH
4/22Mon
multi-stopUnited Airlines
31h 21mHHH-BOS
$763
4/19Fri
multi-stopAmerican Airlines
5h 34mBOS-HHH
4/20Sat
multi-stopAmerican Airlines
6h 47mHHH-BOS
$774
4/19Fri
multi-stopAmerican Airlines
7h 35mBOS-HHH
4/20Sat
multi-stopAmerican Airlines
6h 47mHHH-BOS
$782

Search by stops

Search by airline

Search by price

Boston - Hilton Head Island Flights

Departure:

Boston (BOS)United States

Destination:

Hilton Head Island (HHH)United States

Return flight deals:

Hilton Head Island - Boston

Cabin classes:

$1,854
$313