$258 Find Cheap Flights from Hawaii 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 Hawaii to Massachusetts departing on 7/27. 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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Good to know

Low seasonJanuary
Cheapest flight$258
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Kailua-Kona to Boston

FAQs for booking flights from Hawaii to Massachusetts

  • How does KAYAK find such low prices on flights from Hawaii 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 Hawaii to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hawaii 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 Hawaii 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 Hawaii 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 Hawaii 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 Hawaii to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Massachusetts?

    There are 9 airports in Massachusetts. The busiest airport is Boston Logan Airport (BOS), with 90% of all flights arriving there.

  • Which is the cheapest airport to fly into in Massachusetts?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $2,430.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Friday where round-trip tickets can be as cheap as $288. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $1,066 on average.

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

    The cheapest time of day to fly to Massachusetts is generally in the evening, when round-trip flights cost $619 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 $650.

  • What is the cheapest flight to Massachusetts?

    The cheapest ticket to Massachusetts from Hawaii found in the last 5 days was to Boston, at $886 round-trip. The most popular route is Honolulu (HNL) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 5 days was $886.

  • What is the cheapest month to fly from Hawaii to Massachusetts?

    The cheapest month for flights from Hawaii to Massachusetts is February, when tickets cost $185 (return) on average. On the other hand, the most expensive months are January and July, when the average cost of round-trip tickets is $962 and $250 respectively.

  • How far in advance should I book a flight from Hawaii to Massachusetts?

    To get a below average price on the flight from Hawaii to Massachusetts, you should book around 3 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Hawaii to Massachusetts takes 16h 13m, covering a distance of 5026 miles. The shortest route is Honolulu (HNL) to Boston (BOS) with an average flight time of 11h 29m.

  • What are the most popular destinations in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (80% of total searches to Massachusetts). The next most popular destinations are Hartford (12%) and Albany (7%). Searches for flights to Provincetown (1%) are also popular.

Reviews of the top 5 airlines serving from Hawaii to Massachusetts

 
Need help choosing which airline to fly with from Hawaii 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.
7.9
Alaska AirlinesOverall score based on 12583 reviews
8.1Boarding
8.5Crew
7.8Comfort
7.0Food
7.0Entertainment
Airline reviews

Internet was great. It was nice to watch a movie. The crew was very nice.

10.0 ExcellentAnonymous, May 2026
PDX - BOS
Read more Alaska Airlines reviews

Internet was great. It was nice to watch a movie. The crew was very nice.

Thank you to everyone, the crew and pilots.. they were so amazing!!

Some food or at least snacks need to be offered on long flights. I thought I had ordered food for my husband and I prior to the flight, but was told during the flight that I had not. Perhaps, if you must charge extra for food, let people order on board. We did get some food, which evidently others had decided they didn’t want onboard, but it wasn’t very good. We did like the adherence to takeoff and landing times, and the quick return of our luggage.

Pretty smooth ride!… a little tight in the back and would’ve loved to had a movie screen… couldn’t beat the price to the West Coast!

Plane was clean, staff was professional and flight was on time. No built in tv was still ok, as programs were offered that could synch to smart phones.

J was in the ER x 3...3 protruding discs...contacted Alaska many many days prior to cancel and request a refund or a credjt.. they only gave me 50 % credit....outrageous seeing how i have a doctors letter....just plain inhuman. AI sucks!

There is nothing critical to complain about but I would say the snacks are pretty bad Airline staff could be aggressive the way they move through the aisles and the plane I also got hustled for a small wallet size men bag and force the consolidated with my carry on item we're talking about a wallet size bag.

The flight attendants were excellent and I was in the back of the plane. Much much better than recent JetBlue experiences on that route and better than Delta on that route.

I don’t want to pay extra to choose my seat

I was sitting towards back of plane and the flight attendants I thought spoke unusually loud for an evening flight. They chatted and chatted all night long and it seemed odd to me that they didn’t try to lower their voices. It is annoying as a passenger to hear all their conversations.

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.

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.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Advertised fruit trays with cheese, but only snacks handed out!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

Flight delayed two hours , missed connection flight then connection cancelled- horrible experience with hotel

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

The Honolulu Hub needs 2 to 3 times the amount of things to do as well as shuttles that transport to/from gates and terminals. Arriving from OCONUS locations; transferring to CONUS locations its a miserable experience. Fetching and re-checking bags, then returning to a gate across the airport take longer than any other large airport. If youre confused by what I mean, the process goes like this: Disembark plane Walk a mile to the main terminal Walk half a mile to baggage claim Wait 40 minutes for baggage Walk a mile to re-check-in baggage Wait 20 minutes for checking in those bags Fo back through the wrong TSA line because the signage is poor Almost miss the connecting flight because your gate is across the airport.

I appreciate that the flight was delayed so that we didn’t miss the connection. The flight was crowded and the seats uncomfortable for a long flight.

The flight crew did what they could to make things as comfortable as possible.

Would have liked better movie selection, but was great overall.

The partner Jet Blue in DCA connected me to BOS. They charged me $140 for one bag, despite the fact I’m Pualani Platinum, and bought the ticket on one reservation through HAL with my Bank of Hawaii HAL credit card, and the ticket was first class, full revenue ticket. To make matters worse, Jet Blue didn't process my luggage through in BOS, missing the connection and I arrived in HNL with no baggage. When I spoke to to HAL staff, they said nothing they could do with any of this, I was on my own to figure out.

There's really nothing to coment about because it's being very great flying with Hawaiian airlines, They also provide this direct flight which no other airlines provides

One of the flight attendants (male) could have been friendlier.

Bring your own headphones Food choice’s are limited but tasty, (just remember it’s not a gourmet restaurant).

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.

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 forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

Good even though flight was delayed, the crew was prompt and efficient.

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.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Hawaii. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.