$225 Find Cheap Flights from Kailua-Kona to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kailua-Kona to Massachusetts departing on 9/3. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kailua-Kona to Massachusetts, 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 Kailua-Kona to Massachusetts, as well as popular online travel agencies
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Best Massachusetts Flight Deals from Kailua-Kona

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$454
Boston
Boston1 stop$454

Cheap Flights from Kailua-Kona to Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kailua-Kona to Massachusetts 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 Kailua-Kona to Massachusetts

Fri, Sep 5 - Sat, Sep 27
Alaska Airlines Logo
10:27 am - 6:25 amKOA-BOS
13h 58m1 stop
Alaska Airlines Logo
7:45 am - 6:41 pmBOS-KOA
16h 56m2 stops
$454Alaska Airlines
Find Deal
Sun, Sep 7 - Tue, Sep 30
Alaska Airlines Logo
10:27 am - 6:25 amKOA-BOS
13h 58m1 stop
Alaska Airlines Logo
8:00 am - 5:43 pmBOS-KOA
15h 43m1 stop
$456Alaska Airlines
Find Deal
Mon, Sep 8 - Mon, Sep 29
Delta Logo
8:41 pm - 3:23 pmKOA-BOS
12h 42m1 stop
Delta Logo
7:25 am - 5:29 pmBOS-KOA
16h 04m1 stop
$459Delta
Find Deal
Fri, Sep 5 - Mon, Sep 8
American Airlines Logo
9:55 pm - 9:47 pmKOA-BOS
17h 52m2 stops
American Airlines Logo
5:00 am - 2:25 pmBOS-KOA
15h 25m2 stops
$460American Airlines
Find Deal
Sun, Sep 7 - Tue, Sep 30
Alaska Airlines Logo
6:00 am - 6:25 amKOA-BOS
18h 25m2 stops
Alaska Airlines Logo
8:00 am - 5:43 pmBOS-KOA
15h 43m1 stop
$461Alaska Airlines
Find Deal
Mon, Sep 8 - Tue, Sep 30
American Airlines Logo
9:55 pm - 9:00 pmKOA-BOS
17h 05m2 stops
American Airlines Logo
6:15 am - 2:25 pmBOS-KOA
14h 10m1 stop
$464American Airlines
Find Deal
Mon, Sep 8 - Tue, Sep 30
American Airlines Logo
9:55 pm - 8:04 pmKOA-BOS
16h 09m2 stops
American Airlines Logo
5:00 am - 2:25 pmBOS-KOA
15h 25m2 stops
$470American Airlines
Find Deal
Wed, Sep 10 - Sun, Sep 28
Delta Logo
9:47 pm - 4:22 pmKOA-BOS
12h 35m1 stop
Delta Logo
7:25 am - 5:29 pmBOS-KOA
16h 04m1 stop
$479Delta
Find Deal
Mon, Sep 8 - Thu, Oct 2
Delta Logo
8:41 pm - 7:21 pmKOA-BOS
16h 40m2 stops
Delta Logo
7:25 am - 5:29 pmBOS-KOA
16h 04m1 stop
$484Delta
Find Deal
Wed, Sep 10 - Wed, Oct 1
Delta Logo
9:47 pm - 4:22 pmKOA-BOS
12h 35m1 stop
Delta Logo
7:25 am - 5:29 pmBOS-KOA
16h 04m1 stop
$499Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Kailua-Kona to Massachusetts flights

Get data-powered insights and trends into flights from Kailua-Kona to Massachusetts 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 Kailua-Kona to Massachusetts?

The average price of all round-trip flights from Kailua-Kona to Massachusetts clicked on KAYAK for each day over the last 12 months.

For Kailua-Kona to Massachusetts, Monday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Massachusetts back to Kailua-Kona, the best deals are generally found on Tuesday, with Friday being the most expensive.


Good to know

Low seasonSeptember
High seasonJune
Cheapest flight$225
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 50% increase in price.
Flight from Kailua-Kona to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Kailua-Kona to Massachusetts?

    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 Kailua-Kona to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kailua-Kona to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kailua-Kona to Massachusetts 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 Kailua-Kona to Massachusetts?

    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 Kailua-Kona to Massachusetts 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 Kailua-Kona to Massachusetts?

    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 Kailua-Kona to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $492 on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $638.

Reviews of the top 4 airlines serving from Kailua-Kona to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Kailua-Kona to Massachusetts. 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 Kailua-Kona to Massachusetts? 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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Food
8.1Boarding
7.8Comfort
7.1Entertainment
8.5Crew
Airline reviews

Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!

10.0 ExcellentAnonymous, Jun 2025HNL - PDX
Read more Alaska Airlines reviews

Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

1. On time flights. All of our, three separate, flights for three families were late 2. No food on the 5 1/2 hour flight. A substantial snack would have been good. 3. Seat upgrades are expensive 4. No place to move around or stretch on the 5 1/2 hour flight

I was so cold. I am so glad I brought a short sleeve shirt and a long sleeve shirt and a jacket. Also knee high socks and slippers

Really good except my daughter's tv broke during the flight so she could watch tv

I would've liked to have the seat tablets like before to view movies, with long travels not everyone carries tablets to view movies. And phones are not worth it because screens to small.

Horrible! No blanket or pillow available! We had bulkhead seats but the seats were worn out and no cushion old. No meal or even a sandwich for our 5 hour flight just a little bag of pretzels. Crabby attendant female with long brown hair. We will not book Alaska Airlines again

Terrible check in experience, and they ended up losing our bag.

they didn't fix a plane and we were delayed travelling an extra 12 hours.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

You did not have any vegetarians options for the free meal! I do not eat any meat of any kind! I asked the flight attendant and was met with kind of a rude statement like vegetarian? No we don’t have that kind of thing! Did not make me happy but made me feel like why would I want a vegetarian meal! Otherwise a good experience!

I was put in a middle seat with the people on either side of me kept passing their grandchild over me and talking back and forth while I was trying to rest or watch a movie. So inconsiderate and totally disturbing. I asked if they would sit next to each other to alleviate the constant impeding my comfort but they refused.

It’s great, I’ve always fly & ride with Hawaiian Airlines going Inter island or to the mainland.

Pre-Flight check-in Staff did a terrific job correcting a seat mis-assignment problem after I checked in the night before my flight. They really stepped up to make my flight home a joy. It was also my birthday, so the flight crew made me feel special a little treat.

Good except that I couldn’t change seat and made me wait untill I checked in

Traveling with my 90 year old mother, the boarding process was great, the gate crew was very helpful and friendly. One of the flight attendants was kind enough to assist her to and from the restroom mid-flight and cater to any requests she had. I wish I flew Hawaiian Airlines more often, it was a great trip!

If I knew I would be on Alaska Airlines flying back, I never would have bought the ticket. My flight kept getting delayed and Alaska always seems to be late which is why I don’t fly on them.

I DID NOT GO TO HAWAII ON HAWAIIAN AIRLINES. YOU DID NOT INFORM ME THAT BY CHOOSING BASIC ECONOMY, I MIGHT BE REQUIRED TO FLY STANDBY. I AM ELDERLY AS WAS MY COMPANION WHO IS ALSO SEVERELY DISABLED AND THERE WOULD BE NO WAY WE COULD TRAVEL ON STANDBY. THEY TOLD ME THAT ALL OF THE BASIC ECONOMY SEATS HAD BEEN SELECTED BY OTHER PASSENGERS AND WE HAD TO PAY AN ADDITIONAL $942 TO GET A SECURED SEAT ON THE PLAN AND, IN SPITE OF THE ADDITIONAL COST, WE WERE NOT ALLOW US TO AMEND OUR TRAVEL PLANS TO EXTEND OUR VACATION. ULTIMATELY, THE FLIGHT WAS DELAYED. WE WERE OFFERED A REFUND IF WE CANCELED OUR TRIP ALTOGETHER WHICH WE DID. IT IS YOUR DUTY TO INFORM YOUR CUSTOMERS OF THE POTENTIAL PROBLEMS THEY MAY FACE, AND YOU DID NOT DO SO. I WILL NOT UTILIZE YOUR SERVICES EVER AGAIN.

Because the airport is under construction and because Hawaiian air just changed terminals we missed boarding out flight by 5 minutes. That cost me a night in an airport hotel and several hours of rebooking to make it to my destination. Costumers need to know that airport construction is a problem and they need to add an hour to deal with the air train delays from Federal Circle.

Half of my family members didn’t make it because they involuntary bumped off . And their seats where given away

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Overall it was good. I missed my connection but I was put on another flight.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

Everything you need to know for your flight from Kailua-Kona to Massachusetts

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