$150 Find Cheap Flights from Massachusetts to Hawaii - Compare and Save

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Cheap Flights from Massachusetts to Hawaii

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Kailua-Kona
13h 05m2 stops
from $415per person
Lihue
13h 38m2 stops
from $424per person
Kahului
13h 09m2 stops
from $468per person
Hilo
14h 50m4 stops
from $609per person
Honolulu
11h 10mNonstop
from $644per person
Useful Info

Good to know

Low season

September

Cheapest flight

$150
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Boston to Honolulu

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 53% 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 $813.

  • What is the cheapest day to fly to Hawaii?

    Based on KAYAK data, the cheapest day to fly to Hawaii is Tuesday where round-trip tickets can be as cheap as $1,030. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $1,607 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 $1,214 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 $1,214.

  • What is the cheapest flight to Hawaii?

    The cheapest ticket to Hawaii from Massachusetts found in the last 5 days was to Honolulu, at $871 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 $871.

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

    The cheapest month for flights from Massachusetts to Hawaii is April, when tickets cost $366 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $503 and $495 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 9% 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 20h 07m, covering a distance of 5001 miles. The shortest route is Boston (BOS) to Honolulu (HNL) with an average flight time of 11h 10m.

  • What is the most popular destination in Hawaii?

    Based on KAYAK flight searches, the most popular destination is Honolulu (100% of total searches to Hawaii).

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 13028 reviews
8.5Crew
8.1Boarding
7.8Comfort
7.0Entertainment
7.0Food
Airline reviews

The flight attendant for first class was excellent. Very attentive to the needs of the passengers The time scheduled for the connection flight on to Kona was too short and we missed that flight. But another flight was only an hour later. But it should have been scheduled that was in the first place.

10.0 ExcellentAnonymous, Sep 2026
Read more Alaska Airlines reviews

The flight attendant for first class was excellent. Very attentive to the needs of the passengers The time scheduled for the connection flight on to Kona was too short and we missed that flight. But another flight was only an hour later. But it should have been scheduled that was in the first place.

Low cost, but I think I really wanted an aisle seat, and I could not easily get one. The return leg might be easier.

Delayed flight caused us to abandon bags in hnl or miss our United flight home. Awful

Now that Spirit is not around Alaska took over the title of cheap and worse airlines with high prices for garbage cheap planes. Seats recline the entire 2”. What’s the purpose? Just make the stationary. Crew is on steroids. Food is like McDonald’s happy meal. Only happy in the name rest is garbage

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.

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

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!

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

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

There was more leg room in what was most likely a basic assigned seat (row 25) then on other airlines I've flown lately.

My overall experience with JetBlue was pretty poor and disappointing. We originally booked a DIRECT flight home from Boston on 9/28 at 8:00pm even though it cost more than the non direct flights. With no reason other than "unforeseen circumstances", our flight home Monday was cancelled and we were rebooked on a 7:00am flight on 9/29 with a layover in JFK. We were traveling with sick kids coming home from a funeral of a loved one and needed to be at work on Tuesday so paying extra for a flight home Monday was something we had to do. The original direct flights were considerably more expensive than the non direct flights- so I don't understand how Jetblue did absolutely NOTHING to compensate or right their mistake. We will not be booking with them in the future because they are not reliable and they showed no remorse nor did they make any attempt to make things right. The least they could have done was credit the difference in cost of flight because I know our original flights cost more than the one we were rebooked on. Once again- we will not be flying with them in the future and will advise family and friends to be aware of the risk you run when giving them your business. Do better.

Terrible. We originally booked a direct flight from BOS to MCO on 9/28 at 8:00pm and it was cancelled due to unforeseen circumstances and the flight we were rebooked on was on 9/29 at 7:00am with a layover in JFK. We were traveling with sick kids so leaving at such an early hour was absolutely miserable, and on top of that we all missed work which we couldn’t afford. On top of that- we paid a fortune for our flights to be direct without a layover and the flights with layovers were cheaper so at the very minimum we should have been refunded the difference. With absolutely no explanation or sympathy from JetBlue- we will avoid using them in the future due to the fact they aren’t reliable nor do they correct their mistakes.

Experience with JetBlue was poor. We were originally suppose to fly home on a direct flight on Monday the 28th at 8:00pm and we it was canceled due to “unforeseen circumstances” and we were rebooked on a 7am flight on Tuesday the 29th with a layover in JFK. Traveling with sick kids and waking up at an ungodly hour was miserable, and not only that it caused all of us to miss work. We intentionally flew our Monday on a direct flight and the direct flight was far more than the non direct flights on any given day. There was no compensation provided let alone a reasonable explanation. When you are charging people those type of prices for domestic same coast flights- you should be at least refunding the cost difference of the flights if you are rebooking them on a cheaper flight. I will never fly JetBlue again because they are unreliable and don’t correct their mistakes.

Wasn’t very happy with our flight home due to the fact it was cancelled with absolutely no reason. It was a direct flight at 8:00pm on Monday and they rebooked us for a 7am flight on Tuesday with a layover. Traveling with sick kids, getting up that early was miserable and on top of that we all missed a day of work that we couldn’t afford to with absolutely no apology or compensation from JetBlue. The original cost of the flights were astronomical because we flew out on Monday over Tuesday and also we paid extra for the direct flight then we would have for the flight with a layover. Super disappointed Jetblue truly could have cared less. Will avoid them in the future due to the fact they aren’t reliable nor compassionate for the inconvenience these changes cost their clients.

No WiFi, no power to charge phone, confusing boarding, delays

There is a considerable amount of people that use the wheel chair pre boarding along of large groups of family / friends. This is not right should be limited only to the person in need and the airline assistant. Some of these people use overhead bins that do not belong to them. The aircraft had a non functional wifi . The service was bad.

Overall, it was a fantastic experience had no movies up charge for everything haven’t flown in many many years. Crew is fantastic. Flight was good overall great experience.

Thought the economy premium experience would match that of the Amsterdam to Boston flight. Aircraft was older: chair didn’t lean back. I had to buy a blanket, which on the flight over was complimentary. Flight crew seemed disinterested all around.

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

Boston sucks. Everything after 4p is delayed. AA switched planes on us so we ended up being 1.5 hours late (plus the delay at Logan). Not sure why the airline says it is on time until 1 h before the flight and then it becomes a rolling delay when they knew the incoming flight was arriving after our scheduled departure time. The crew was great as were the gate agent and ground crew. Just operations that sucked.

Flight was 2 hr late but at least I was upgraded to first class

I've flown American several times this summer and I have yet to get a flight that leaves on time. However, a delay is better than a cancel. So far I have had four canceled flights and two delayed flights

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.

More options for your flight to Hawaii

Complete your trip to Hawaii with a hotel stay or car rental