$258 Find Cheap Flights from Massachusetts to Hawaii - 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 Massachusetts to Hawaii departing on 8/27. 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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Useful Info

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 18% increase in price.
Flight from Boston to Kailua-Kona

FAQs for booking flights from Massachusetts to Hawaii

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

    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 Massachusetts to Hawaii.

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

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

    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 Massachusetts to Hawaii 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 Massachusetts to Hawaii?

    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 Massachusetts to Hawaii 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 Hawaii?

    There are 11 airports in Hawaii. The busiest airport is Honolulu Airport (HNL), with 49% of all flights arriving there.

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

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Hawaii is Honolulu Airport (HNL), with an average flight price of $786.

  • What is the cheapest day to fly to Hawaii?

    Based on KAYAK data, the cheapest day to fly to Hawaii is Wednesday where round-trip tickets can be as cheap as $678. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $1,032 on average.

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

    The cheapest time of day to fly to Hawaii is generally in the morning, when round-trip flights cost $764 on average. The most expensive time of day to fly to Hawaii is generally in the morning, which is peak travel time and where the average cost of a ticket is $764.

  • What is the cheapest flight to Hawaii?

    The cheapest ticket to Hawaii from Massachusetts found in the last 5 days was to Honolulu, at $840 round-trip. The most popular route is Boston (BOS) to Honolulu (HNL) and the cheapest round-trip airline ticket found on this route in the last 5 days was $840.

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

    The cheapest month for flights from Massachusetts to Hawaii is November, when tickets cost $168 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $3,147 and $603 respectively.

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

    To get a below average price on the flight from Massachusetts to Hawaii, you should book around 2 weeks before departure, which saves you about 6% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

  • How long is the flight to Hawaii?

    An average nonstop flight from Massachusetts to Hawaii takes 18h 29m, covering a distance of 5001 miles. The shortest route is Boston (BOS) to Honolulu (HNL) with an average flight time of 11h 40m.

  • What are the most popular destinations in Hawaii?

    Based on KAYAK flight searches, the most popular destination is Honolulu (53% of total searches to Hawaii). The next most popular destinations are Kahului (22%) and Kailua-Kona (12%). Searches for flights to Lihue (10%), to Hilo (2%) and to Kapalua (0%) are also popular.

Reviews of the top 5 airlines serving from Massachusetts to Hawaii

 
Need help choosing which airline to fly with from Massachusetts to Hawaii? 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 12581 reviews
7.0Entertainment
8.1Boarding
8.5Crew
7.8Comfort
7.0Food
Airline reviews

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

10.0 ExcellentAnonymous, May 2026
SEA - LIH
Read more Alaska Airlines reviews

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

The crew seem untrained and uncertain no one ever checked up on us in our first class cabin. I had to ask for water four times and the lady kept saying she was busy when they weren't really doing anything. Had to walk to the back of the plane to get water for myself. Crew seem new and unexperience. You can tell this by the fumbling they kept making trying to fight. (I miss Hawaiian air.)

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

You can standby to get on earlier flight if the seat is open.

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

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.

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

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

I didn’t not like that I could not select my seat and ended up with the worse seat.

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

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

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 attendants were friendlier than on previous flight from HNL-BOS

The attendant was rude. The headphone port didn't work well. The entertainment screen didn't work, only half the screen was responding. Seats were very uncomfortable and I could feel the knees of the person behind me in my lower back.

Jet Blue lost my bags after charging me to connect with HAL.

Very friendly crew. Food was good and several rounds of snacks, drinks, meal. Boarding process was smooth. Pilot communicated frequently to explain what to expect and what their plan was due to weather issues around Boston.

Didnt get seat i booked Extra leg &so bags go under seat in front .couldnt! needwheelchair to board .nNnChair f when boarding no chair needed extra help from Busy flight attendant So want refund fo extra leg and no seat in front fo bag Suport back Not Using kayak 😤 air line good 👍✈️

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

Older aircraft, no meal, only food was for purchase. Not impressed United.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Had a hard time finding my assigned seat. No attendants to assist.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

Angela was the best fa ever. She made that 8 hour flight a breeze

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

Being back games on the in-flight entertainment. Also your flight attendants need a break, raise, or overall attitude adjustment.

Everything you need to know for your flight to Hawaii

Cabin class types available on flights to Massachusetts

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