$278 Find Cheap Flights from Kailua-Kona to Massachusetts - 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 Kailua-Kona to Massachusetts departing on 9/28. 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

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Book Cheap Kailua-Kona to Massachusetts Plane Tickets

 
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

Thu, Aug 27 - Wed, Sep 16
United Airlines Logo
12:04 pm - 6:02 am
KOA
-
BOS
11h 58m
1 stop
United Airlines Logo
11:34 am - 7:35 pm
BOS
-
KOA
14h 01m
1 stop
$576United Airlines
Mon, Oct 26 - Mon, Nov 2
United Airlines Logo
1:14 pm - 7:15 am
KOA
-
BOS
12h 01m
1 stop
United Airlines Logo
9:45 am - 8:32 pm
BOS
-
KOA
15h 47m
1 stop
$576United Airlines
Thu, Aug 27 - Thu, Sep 17
United Airlines Logo
12:04 pm - 6:02 am
KOA
-
BOS
11h 58m
1 stop
United Airlines Logo
11:34 am - 7:35 pm
BOS
-
KOA
14h 01m
1 stop
$576United Airlines
Thu, Aug 27 - Thu, Sep 17
American Airlines Logo
9:45 pm - 6:40 pm
KOA
-
BOS
14h 55m
2 stops
American Airlines Logo
6:30 am - 4:00 pm
BOS
-
KOA
15h 30m
1 stop
$582American Airlines
Thu, Aug 27 - Thu, Sep 17
American Airlines Logo
3:35 pm - 12:02 pm
KOA
-
BOS
14h 27m
2 stops
American Airlines Logo
6:00 am - 4:00 pm
BOS
-
KOA
16h 00m
2 stops
$587American Airlines
Mon, Oct 26 - Mon, Nov 2
American Airlines Logo
9:45 pm - 6:41 pm
KOA
-
BOS
14h 56m
2 stops
American Airlines Logo
6:00 am - 4:29 pm
BOS
-
KOA
15h 29m
2 stops
$587American Airlines
Thu, Sep 24 - Thu, Oct 1
Multiple Airlines Logo
10:35 am - 5:47 am
KOA
-
BOS
13h 12m
1 stop
Multiple Airlines Logo
9:33 am - 11:06 am
BOS
-
KOA
31h 33m
1 stop
$598Multiple Airlines
Thu, Sep 24 - Thu, Oct 1
Multiple Airlines Logo
6:00 am - 5:47 am
KOA
-
BOS
17h 47m
2 stops
Multiple Airlines Logo
9:33 am - 11:06 am
BOS
-
KOA
31h 33m
1 stop
$603Multiple Airlines
Tue, Sep 15 - Wed, Sep 30
Delta Logo
8:55 pm - 10:44 pm
KOA
-
BOS
19h 49m
2 stops
Delta Logo
5:40 am - 5:31 pm
BOS
-
KOA
17h 51m
2 stops
$1,811Delta
Tue, Sep 15 - Wed, Sep 30
Delta Logo
8:55 pm - 10:44 pm
KOA
-
BOS
19h 49m
2 stops
Delta Logo
5:40 am - 5:31 pm
BOS
-
KOA
17h 51m
2 stops
$1,841Delta
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.

How much is a round-trip flight from Kailua-Kona to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Kailua-Kona to Massachusetts departing in August.

Flight prices are typical for this route right now.

Flights to Massachusetts from Kailua-Kona usually cost between $530 and $855 in August.
The lowest price found in the past 5 days was $576 on United Airlines (Aug 27-Sep 16).

What is the cheapest month to fly from Kailua-Kona to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kailua-Kona to Massachusetts, 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 Kailua-Kona to Massachusetts is April, when tickets cost $0 (return) on average. On the other hand, the most expensive months are May and August, when the average cost of round-trip tickets is $1,083 and $839 respectively.

Good to know

Low season

February

Cheapest flight

$278
Best time to beat the crowds with an average 45% drop 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.

Reviews of the top 3 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.
7.8
DeltaOverall score based on 8487 reviews
7.8Comfort
7.8Entertainment
8.5Crew
8.1Boarding
7.2Food
Airline reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

2.0 MediocrePreeti, Jul 2026
MCI - BOS
Read more Delta reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The tray table was broken and the food was terrible.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

This flight landed early, but deplaned late. We were stuck sitting and waiting for a gate for over an hour

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

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

I like flying first class, and United has a nice one

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

Fantastic crew. Flight was delayed at last minute but we were given updates every 20 minutes and the crew was so friendly and considerate. I miss the touch screens on the back of the seats, wish they would bring that back though.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I was pleased and I had a very good experience. The staff was friendly and attentive.

Wi-Fi was not working. Boarding lanes were a mess.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

What, first class and not even a cup of coffee before landing at 5 am in First Class? Really?

Our flight was great we left Kona earlier and got into LAX almost an 1hour earlier as well. LAX AA is in repair so to get out and found our bus to get pick up was a bit confusing.

Flight was on time and luggage arrived undamaged. My main complaints revolve around comfort. The seats were very uncomfortable. We were unable to sleep as a result. The entertainment offerings were all on the wifi. Who wants to watch a movie on their phone? The flight staff did the best they could with what they had to offer, which was just little snacks and soda, etc. My Delta flight was a much better experience in contrast.

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

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