$278 Find Cheap Flights from Boston to The Big Island - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to The Big Island departing on 10/21. 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.
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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$556
Hilo
Hilo2 stops$654
Kailua-Kona
Kailua-Kona1 stop$556
Hilo
Hilo2 stops$654

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

Fri, Sep 4 - Fri, Sep 11
Alaska Airlines Logo
6:17 pm - 2:48 pm
BOS
-
KOA
26h 31m
1 stop
Alaska Airlines Logo
10:35 am - 5:47 am
KOA
-
BOS
13h 12m
1 stop
$556Alaska Airlines
Tue, Nov 3 - Thu, Nov 12
Alaska Airlines Logo
7:02 am - 3:52 pm
BOS
-
KOA
13h 50m
1 stop
Alaska Airlines Logo
11:34 am - 5:47 am
KOA
-
BOS
13h 13m
1 stop
$556Alaska Airlines
Tue, Sep 1 - Sun, Sep 20
United Airlines Logo
11:34 am - 7:35 pm
BOS
-
KOA
14h 01m
1 stop
United Airlines Logo
8:00 pm - 1:47 pm
KOA
-
BOS
11h 47m
1 stop
$556United Airlines
Wed, Aug 26 - Tue, Sep 15
United Airlines Logo
7:45 am - 3:43 pm
BOS
-
KOA
13h 58m
1 stop
United Airlines Logo
10:50 pm - 5:07 pm
KOA
-
BOS
12h 17m
1 stop
$556United Airlines
Wed, Aug 26 - Wed, Sep 2
Delta Logo
10:50 am - 7:17 pm
BOS
-
KOA
14h 27m
1 stop
Delta Logo
8:42 pm - 4:10 pm
KOA
-
BOS
13h 28m
1 stop
$556Delta
Sun, Jan 24 - Tue, Mar 16
Delta Logo
6:00 am - 3:45 pm
BOS
-
KOA
14h 45m
1 stop
Delta Logo
9:45 pm - 3:54 pm
KOA
-
BOS
12h 09m
1 stop
$556Delta
Wed, Oct 21 - Wed, Oct 28
American Airlines Logo
6:30 am - 2:03 pm
BOS
-
KOA
13h 33m
1 stop
American Airlines Logo
9:45 pm - 4:51 pm
KOA
-
BOS
13h 06m
1 stop
$556American Airlines
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
7:00 am - 4:15 pm
BOS
-
KOA
15h 15m
1 stop
American Airlines Logo
9:45 pm - 5:10 pm
KOA
-
BOS
13h 25m
1 stop
$556American Airlines
Wed, Aug 26 - Tue, Sep 15
Multiple Airlines Logo
5:42 pm - 11:06 am
BOS
-
KOA
23h 24m
1 stop
Multiple Airlines Logo
12:38 pm - 7:39 am
KOA
-
BOS
13h 01m
1 stop
$556Multiple Airlines
Thu, Sep 24 - Tue, Sep 29
Multiple Airlines Logo
6:17 pm - 2:48 pm
BOS
-
KOA
26h 31m
1 stop
Multiple Airlines Logo
8:45 pm - 6:56 pm
KOA
-
BOS
16h 11m
2 stops
$561Multiple 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 $511, 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 January, when tickets cost $531 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $884 and $871 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 3 weeks before departure.

Good to know

Low season

September

Cheapest flight

$278
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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 12726 reviews
7.0Entertainment
8.5Crew
7.8Comfort
7.0Food
8.1Boarding
Airline reviews

The flight boarded and landed on time. There were frequent snacks & beverages, The pilot spoke in a clear calm voice, The leg room was cramped and there were no screens (entertainment) on this long ~6 hr. flight.

10.0 ExcellentDonna, Jul 2026
BOS - PDX
Read more Alaska Airlines reviews

The flight boarded and landed on time. There were frequent snacks & beverages, The pilot spoke in a clear calm voice, The leg room was cramped and there were no screens (entertainment) on this long ~6 hr. flight.

We had the bulkhead seats in back of the first class section and there was a rigid plastic barrier which made it very hard to get in and out of our seats. We paid extra for the bulkhead and got neither extra room nor he's getting up. We were very disappointed.

Nice to get moved from a middle seat to an aisle seat upon request, but why wasn’t I put in an aisle seat to begin with? The flight was not full.

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.

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.

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.

Food was bad. Just a drink for a 5 hour flight

Leg and arm room are horrible. I am not a big person and found it tight.

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

It is usually very pleasant. Good service for the price, international flights are even better

Flight attendant was very poor in taking care or showing attention. I slept up front for a few and missed the snacks. She saw me many times, went by me many times and never once asked if I needed anything. The whole 2 hours flight. And this is to a Diamond member in first.

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

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.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

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.

Flight attendants were friendlier than on previous flight from HNL-BOS

My only complaint with JetBlue is that they have Pepsi products instead of Coke and the snacks are not great. The crews are almost always outstanding, and their planes are fantastic

The attendant was rude. The headphone port didn't work well. The entertainment screen didn't work, only half the screen was responding. Seats were very uncomfortable and I could feel the knees of the person behind me in my lower back.

Jet Blue lost my bags after charging me to connect with HAL.

Very friendly crew. Food was good and several rounds of snacks, drinks, meal. Boarding process was smooth. Pilot communicated frequently to explain what to expect and what their plan was due to weather issues around Boston.

Didnt get seat i booked Extra leg &so bags go under seat in front .couldnt! needwheelchair to board .nNnChair f when boarding no chair needed extra help from Busy flight attendant So want refund fo extra leg and no seat in front fo bag Suport back Not Using kayak 😤 air line good 👍✈️

Hawaiian Airlines was great but we had a connecting flight from Boston to JFK using their partner airline JetBlue. Once we got to JFK in order to get from JetBlue to Hawaiian Airlines we had to go through security again which was a huge inconvenience and very frustrating.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

The flight was delayed, they didn’t even have water for the toilets or for drinks

It’s always a great time flying with united airlines.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

Great experience. Good dinner and service. FA's were very nice and attentive.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

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

Information on your arrival and departure airports