$308 Find Cheap Flights from Kailua-Kona to Massachusetts - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Kailua-Kona to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Boston
12h 00m2 stops
from $616per person
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 is the cheapest month to fly from Kailua-Kona to Massachusetts?

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

March

Cheapest flight

$308
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 5% lower on average.
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

 
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 8564 reviews
7.8Entertainment
7.8Comfort
8.1Boarding
7.2Food
8.5Crew
Airline reviews

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

10.0 ExcellentAnonymous, Sep 2026
Read more Delta reviews

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

DL486 could not get to the gate due to jet bridge malfunction. We moved gates. The connecting flight of LAX to MCO was not communicated with. Even though we were in the same terminal, DL482 left without about 10 of us, including a mother and her 3 children. I got to the gate at 7:34 am which is past the 7:20 am last call for a 7:35 am departure. Had they waited 5 minutes, all of us would have made it on board.

Terrible. Waited on runway for 1+ hour after landing and then was brought to wrong terminal

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

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.

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).

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.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

Flight was cancelled due to a myriad of operational issues. You guys really suck

Couldn't make the flight because connecting flight was canceled.

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.

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.

More options for your flight from Kailua-Kona to Massachusetts

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