$210 Find Cheap Flights from Boston to The Big Island

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 The Big Island departing on 9/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to The Big Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to The Big Island.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to The Big Island.
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Flight Deals

Cheap Flights from Boston to The Big Island

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$420
Hilo
Hilo2 stops$714
Waimea (Big Island)
Waimea (Big Island)2 stops$1,494
Kailua-Kona
Kailua-Kona1 stop$420
Hilo
Hilo2 stops$714
Waimea (Big Island)
Waimea (Big Island)2 stops$1,494

Book Cheap Boston to The Big Island Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to The Big 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 from Boston to The Big Island

Wed, Sep 2 - Wed, Sep 9
United Airlines Logo
6:00 am - 12:50 pm
BOS
-
KOA
12h 50m
1 stop
United Airlines Logo
1:01 pm - 7:38 am
KOA
-
BOS
12h 37m
1 stop
$420United Airlines
Wed, Sep 2 - Wed, Sep 9
United Airlines Logo
6:00 am - 12:50 pm
BOS
-
KOA
12h 50m
1 stop
United Airlines Logo
1:01 pm - 9:23 am
KOA
-
BOS
14h 22m
2 stops
$426United Airlines
Wed, Aug 26 - Tue, Sep 15
American Airlines Logo
6:45 am - 1:58 pm
BOS
-
KOA
13h 13m
1 stop
American Airlines Logo
3:13 pm - 8:31 pm
KOA
-
BOS
23h 18m
1 stop
$475American Airlines
Wed, Aug 26 - Tue, Sep 15
American Airlines Logo
6:45 am - 3:40 pm
BOS
-
KOA
14h 55m
2 stops
American Airlines Logo
3:13 pm - 8:31 pm
KOA
-
BOS
23h 18m
1 stop
$480American Airlines
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
7:37 pm - 3:40 pm
BOS
-
KOA
26h 03m
1 stop
American Airlines Logo
11:01 pm - 6:30 pm
KOA
-
BOS
13h 29m
2 stops
$484American Airlines
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
6:45 am - 3:40 pm
BOS
-
KOA
14h 55m
2 stops
American Airlines Logo
11:01 pm - 6:30 pm
KOA
-
BOS
13h 29m
2 stops
$485American Airlines
Mon, Aug 31 - Mon, Sep 7
Delta Logo
7:05 am - 5:51 pm
BOS
-
KOA
16h 46m
1 stop
Delta Logo
8:40 pm - 3:44 pm
KOA
-
BOS
13h 04m
1 stop
$496Delta
Tue, Sep 1 - Mon, Sep 7
Delta Logo
8:00 am - 6:34 pm
BOS
-
KOA
16h 34m
2 stops
Delta Logo
8:40 pm - 3:44 pm
KOA
-
BOS
13h 04m
1 stop
$502Delta
Wed, May 27 - Thu, Jun 4
Multiple Airlines Logo
7:11 pm - 1:14 pm
BOS
-
ITO
24h 03m
2 stops
Multiple Airlines Logo
6:44 pm - 5:44 am
ITO
-
BOS
29h 00m
2 stops
$714Multiple Airlines
Wed, Sep 9 - Thu, Sep 10
Multiple Airlines Logo
8:30 am - 9:54 pm
BOS
-
ITO
19h 24m
2 stops
Multiple Airlines Logo
6:00 am - 5:49 am
ITO
-
BOS
17h 49m
2 stops
$725Multiple Airlines
Booking Insights

KAYAK's insights & trends for Boston to The Big Island flights

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

Can I save money by flying with a layover from Boston to The Big Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $495, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to The Big Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to The Big 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 The Big Island is September, when tickets cost $220 (return) on average. On the other hand, the most expensive months are May and December, when the average cost of round-trip tickets is $311 and $295 respectively.

How far in advance should I book a flight from Boston to The Big Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to The Big Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to The Big Island, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$210
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Boston to Kailua-Kona

FAQs - booking The Big Island flights

  • How does KAYAK find such low prices on flights from Boston to The Big 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 The Big Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to The Big Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston to The Big 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 from Boston to The Big 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 from Boston to The Big 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 from Boston to The Big 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 from Boston to The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Boston to The Big Island

 
See real verified KAYAK customer reviews for airlines flying from Boston to The Big 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 The Big 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.
7.9
Alaska AirlinesOverall score based on 12313 reviews
7.8Comfort
8.5Crew
7.1Food
8.1Boarding
7.0Entertainment
Airline reviews

The merging of Kayak & the airline’s website was not always clear. Both on their own provided adequate Information about the flight. I had some challenges retrieving the boarding pass. I relied on the agent & may have paid the baggage fee twice.

8.0 ExcellentLaurel, Apr 2026
BOS - SEA
Read more Alaska Airlines reviews

The merging of Kayak & the airline’s website was not always clear. Both on their own provided adequate Information about the flight. I had some challenges retrieving the boarding pass. I relied on the agent & may have paid the baggage fee twice.

Hello, Our flight arrived late, and the flight we were to connect to the departure time was moved up. At first our flight was scheduled to arrive at 10:40, but it arrived at 10:56. Our connecting flight was scheduled to leave at 11:25, and it was moved to 11:20. Also the terminal was moved from N to S. N would have been in the same terminal as the one we arrived in-- to get to S we had to take 3 trains to get to. And when we arrived at the gate, around 11:15, they said the gate was closed and would not open it. We had come from a funeral in Boston, and the person that helped us get new tickets said, "did you come from a girsl trip?" No, we did not. We were coming from a funeral. This experience was not what we expected/wanted. My friend, because she had to run to S, got a migraine and turned pale. In addition, I paid an extra $70 for an aisle seat that was more upfront, to make sure I can get off the plane faster and make the connecting flight. The fact that the plane not only did not wait, but left earlier, is absolutely unacceptable. This was a terrible experience, and I hope that I can be refunded for this horrible experience.

You can standby to get on earlier flight if the seat is open.

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

Generally very good. Waiting (due to de-icing and traffic) in plane to take off was a put-off. But it's not the airline's fault. I find Airbus more comfortable than Boeing.

Smooth flight, on time despite Captain’s forecast of troublesome weather conditions.

Our flight when we finally got rerouted to a different destination than we were going was fine. But 2 days was taken out of our vacation because our flit was cancelled. We understand mechanical problems and of course don’t want to be on a plane that has mechanical problems.Wish there had been another solution.

The flight was a disaster. It is a 40 min flight and we waited to the tarmac for well over 90 min with no updates, while the crew tried to reconcile the seating chart of people on the plane to what their phones showed. Terrible communication, systems and experience. I would do almost anything to avoid taking another Alaska flight after the experience last night.

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

Everything you need to know for your flight to The Big Island

Information on your arrival and departure airports