$235 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 4/7. 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$450
Hilo
Hilo2 stops$744
Waimea (Big Island)
Waimea (Big Island)2 stops$1,032
Kailua-Kona
Kailua-Kona1 stop$450
Hilo
Hilo2 stops$744
Waimea (Big Island)
Waimea (Big Island)2 stops$1,032

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

Tue, Apr 7 - Tue, Apr 21
United Airlines Logo
7:09 am - 3:30 pm
BOS
-
KOA
14h 21m
1 stop
United Airlines Logo
7:30 pm - 1:47 pm
KOA
-
BOS
12h 17m
1 stop
$450United Airlines
Tue, Apr 7 - Tue, Apr 21
United Airlines Logo
7:09 am - 3:30 pm
BOS
-
KOA
14h 21m
1 stop
United Airlines Logo
12:55 pm - 10:15 am
KOA
-
BOS
15h 20m
2 stops
$456United Airlines
Sat, Apr 25 - Mon, May 4
Alaska Airlines Logo
5:56 pm - 2:56 pm
BOS
-
KOA
27h 00m
1 stop
Alaska Airlines Logo
1:16 pm - 4:53 pm
KOA
-
BOS
21h 37m
1 stop
$460Alaska Airlines
Tue, Apr 28 - Tue, May 19
United Airlines Logo
9:20 am - 7:42 pm
BOS
-
KOA
16h 22m
2 stops
United Airlines Logo
1:15 pm - 9:25 am
KOA
-
BOS
14h 10m
2 stops
$461United Airlines
Sat, Apr 25 - Mon, May 4
Multiple Airlines Logo
5:56 pm - 2:56 pm
BOS
-
KOA
27h 00m
1 stop
Multiple Airlines Logo
1:44 pm - 4:53 pm
KOA
-
BOS
21h 09m
2 stops
$465Multiple Airlines
Mon, Apr 13 - Mon, Apr 20
United Airlines Logo
7:09 am - 3:30 pm
BOS
-
KOA
14h 21m
1 stop
United Airlines Logo
7:30 pm - 1:47 pm
KOA
-
BOS
12h 17m
1 stop
$470United Airlines
Fri, Apr 24 - Mon, May 4
Delta Logo
6:15 am - 7:03 pm
BOS
-
KOA
18h 48m
2 stops
Delta Logo
8:50 pm - 3:42 pm
KOA
-
BOS
12h 52m
1 stop
$473Delta
Tue, May 5 - Tue, May 12
Delta Logo
5:30 am - 7:03 pm
BOS
-
KOA
19h 33m
2 stops
Delta Logo
8:55 pm - 10:51 pm
KOA
-
BOS
19h 56m
2 stops
$475Delta
Mon, Apr 13 - Mon, Apr 20
United Airlines Logo
7:09 am - 3:30 pm
BOS
-
KOA
14h 21m
1 stop
United Airlines Logo
1:05 pm - 10:04 am
KOA
-
BOS
14h 59m
2 stops
$476United Airlines
Mon, May 4 - Mon, May 11
Multiple Airlines Logo
5:56 pm - 7:13 pm
BOS
-
ITO
31h 17m
2 stops
Multiple Airlines Logo
6:44 pm - 4:53 pm
ITO
-
BOS
16h 09m
2 stops
$744Multiple 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 $455, 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 $520 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $849 and $789 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 7 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$235
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 2% 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 12052 reviews
7.1Food
7.8Comfort
8.1Boarding
8.5Crew
7.0Entertainment
Airline reviews

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.

8.0 ExcellentPeter, Mar 2026
BOS - SEA
Read more Alaska Airlines reviews

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

I behave had better flights this one was old and poor

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

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

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

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.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

I was very, very cold and a stranger loaned me her sweater next to me. I didn’t wanna buy a blanket just for a four hour trip when I did not need the pillow or the earphones. I don’t mind purchasing a blanket, but I only needed that not all of it accessories. Cold air pretty much blew the entire trip. Two people in front of me both bought the blanket packages. Maybe that’s the idea. The crew was exceptionally nice and passed through multiple times.. the restrooms were very clean and usually accessible.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

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

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

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

Information on your arrival and departure airports