Find cheap flights from Massachusetts to Kailua-Kona

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Find cheap flights from Massachusetts to Kailua-Kona

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Round-trip
Economy
Boston (BOS)
Kona Intl
Fri 7/23
Fri 7/30
Any month
Bundle with KAYAK |

Good to know

Low season

AugustBest time to beat the crowds with an average 3% drop in price.

High season

DecemberMost popular time to fly with an average 10% increase in price.

Average price round-trip

$525(avg. price over the last 2 weeks)

Good deal round-trip

$98or less

Good deal one-way

$49or less

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Top 4 airlines serving Massachusetts to Kona Intl

Scores according to KAYAK customer reviews

8.1
Hawaiian Airlines
Overall score based on 6,854 reviews
8.5
Boarding
8.1
Comfort
8.8
Crew
7.3
Entertainment
7.8
Food
Airline reviews

Pros: "Crew was amazing"
Cons: "Seats were very uncomfortable for a long flight"

Pros: "Crew"
Cons: "Communication with our delay...NOT TOO GOOD"

Pros: "The entertainment would not work on my laptop"
Cons: "help for getting the entertainment to work"

Pros: "Hawaii"

Pros: "The crew was great, we were fed a lot, and even given a hot towel! Really loved Hawaiian Airlines service!"

Cons: "Only one crew member was friendly"

Pros: "Flight attendants were great!"
Cons: "Flight was a little cold - but in Hawaii, not always a bad thing!"

Pros: "Crew ok"

Pros: "Crew was friendly. Plane was clean."
Cons: "Entertainment set up is terrible, only available through app for purchase on tablet or smartphone. Cheap and antiquated. No vegetarian options for food."

Pros: "Airbus 330 best"
Cons: "Very good"

Cons: "They lost one piece of luggage. Waiting to see if they find it and its returned"

Pros: "Boarding was smooth. Getting to our seats I was allowed to move one row up to an exit row which was great! Service by attendants was smooth and efficient."

Pros: "Quick and easy"
Cons: "Small"

Pros: "Hawaiian Airlines is fantastic. Great crew, great service. Nice refreshing juice!"
Cons: "Nothing was bad. It was fantastic."

Cons: "We ended up upgrading because kayak doesn’t let you assign a seat and we were the last to get a seat on a very full flight. I will never use Kayak again."

Cons: "I really didn’t like the Hawaii check in process. I purchased the ticket through kayak , JAL to Honolulu.Of course I went to JAL counter to check in, but the service lady told me I have to go to Hawaiian airlines. Cause the flight was share by JAL through Hawaiian. What a mess!"

Cons: "Nothing"

Pros: "The service and food and drinks"
Cons: "How dirty the plane was and especially the restrooms"

Pros: "The gate crew was outstanding in a very difficult situation. They were all very professional and helpful."
Cons: "Scheduled departure was eleven a.m. and actual departure was over seven hours later. We were each provided a $100 credit memo for future travel, but when we tried to reschedule our return trip to avoid LAX we were told the credit could only be used for new travel. Not happy about either the delay or the inability to use the $100 each credits. On top of that, we had to pay $400 rescheduling fees for the two tickets. That looks like a threefer to me. Pretty much sucks."

Cons: "Not clear what line to stand in signs would help Such as if you had a boarding pass you can just stand in the line that will give your baggage tag versus just standing in the general line"

Pros: "No problems."
Cons: "No leg room with Silver (raft or?) under seat."

Pros: "Great airline and good flight!"

Cons: "Overcrowded and too noisy"

Cons: "Very unclear about where/when to board in Kona"

Pros: "Friendly flight attendants"
Cons: "One hour delay boarding. One hour delay on the plane waiting for a light bulb change. 2 hours total before we were in the air. Not happy"

Cons: "Not much value for first class"

Pros: "Overall I was happy. Would fly again."
Cons: "Advertisements annoyed me, especially after waking up. Turn them off plz."

Pros: "At airport they pulled my husband aside for random screening making us last to board jet."
Cons: "Seats uncomfortable. Movie selection mediocre"

Cons: "Baggage arrived swiftly! No hassle Excellent bag service"

Pros: "Awesome"

Pros: "Hawaiian staff and crew are fun people to be around."
Cons: "Last minute gate change."

Pros: "Free guava juice and quick flight"

Pros: "Very nice people and they didn't hassle us about carry on bags like the other inter-island airlines"

Pros: "Easy upgrade to extra space!"
Cons: "Temperature was too warm in the cabin"

Pros: "Crew was nice."
Cons: "Seats were a bit uncomfortable but it was a short flight"

Pros: "The seating and the pleasant stewards."
Cons: "NA."

Pros: "The crew were very pleasant"
Cons: "The flight was very smooth"

Cons: "Last raw no window For window seat"

Pros: "Easy service. Great people."

Pros: "Enjoyed staff"

Cons: "No free entertainment available on a 5.5 hr flight. Touch display for movies didn't work very well."

Pros: "Friendly smiles of the crew. The app didn't work because it boarded late so my electronic boarding pass wouldn't work."
Cons: "Boarding was late, which resulted in my election boarding pass didn't work and the gate. It was my first time using the so so I was worried they wouldn't let me on the flight. The app also wouldn't let me select email boarding pass after I viewed the electronic one. The app also would start over every time my screen rotated or my screen locked. I had to re-enter all my information again."

Pros: "The plane was held a few minutes to give us time for a quick transfer since we were late arriving. Even our luggage made it onto the plane with us. The whole Hawaiian staff and crew were so helpful getting us to our connecting flight in time. We were even offered a yummy Rum Punch drink on our flight. Hawaiian flight attendants all the friendliest and most helpful of any airline I've experienced!"

Pros: "Same excellent service as previous flight."

Pros: "Moved up our flight."

Pros: "The short flight and quick service"

Pros: "Boarding was not announced per zone. Zone 1 and 2 were boarded and then 3-5 all at once creating a huge line. Rated 1 on food and entertainment as short duration of flight didn't include either of those."

Pros: "Flight attendents could not get up for the flight due to weather."

Pros: "The attendant who picked me up in a wheelchair was very attentive and stayed with me until we got my bags."
Cons: "Having to pick up my bag in Honolulu in order to fly back to the mainland was a hassle, especially because I was being assisted in a wheelchair."

Cons: "None"

Pros: "Everything! the best part was that the they kept the middle seat empty!"
Cons: "nothing"

Cons: "For some reason, we were asked several times for Passports. This didn’t make any sense since we are US citizens with drivers license. They even had TSA talk to us. This has to be fixed. Otherwise, Delta experience was great."

Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."

Pros: "Everything"
Cons: "Nothing"

Cons: "No mechanical failures or delays would be nice"

Cons: "The inoperative TV screens should be repaired."

Pros: "this is the airline"

Cons: "Plane was late taking off. Crew did not provide water when requested. They were busy with beverages that they could sell at a cost."

Cons: "Wonderful"

Pros: "The only thing I liked about the experience and flight was the Delta Sky Club"
Cons: "Everything"

Pros: "Great food and service in first class"
Cons: "Water waiting on table on arrival"

Pros: "Seating was fine"
Cons: "Did not have a wheelchair waiting for my wife when we arrived in LAX"

Pros: "The crew was so lovely and accommodating, flight was smooth, and I was impressed with the meal service. I travel a lot and this was one of my best experiences. I will definitely favor Delta in the future."

Pros: "room and services"
Cons: "can't think of anything"

Cons: "Even the baggage was quick (highly unusual for Columbus, Ohio)! Everything went smoothly."

Cons: "Delays due to Democrats not making deal"

Pros: "Lisa @ the Boston Delta check-in counter is AMAZING! She's super helpful and essentially saved our vacation! Her coworkers say she's the best and I couldn't agree more! Delta is very lucky to have someone like Lisa on their team!"
Cons: "Nothing to complain about! If I really head to be picky maybe the in-flight meals were smaller than I expected. But again, nothing that bothered me"

Pros: "Smooth flight."
Cons: "Tight seat. Small space."

Pros: "We left early"

Pros: "Arrived ahead of time"

Cons: "My sit changed last minute, noisy babies"

Pros: "Great service"
Cons: "Look, if your kid is so young that he can’t get in a plane without screaming for four hours, you shouldn’t bring him on a plane and subject 200 people to that. It’s rude and selfish."

Cons: "My luggage is lost."

Cons: "Delays, delays, delays... first class ticket from BOS to MSP got me a 6 hour delay and a middle seat in econ main cabin at the back of the plane. Delta you suck!"

Cons: "Tray table was broken, I was downgraded from Comfort plus to main cabin after a plane swap with no mention by anyone and no compensation. Flight was delayed 45 minutes because a flight attendant was running late and then to top it off, at the end of. The flight the attendants blocked anyone fromaim cabin from leaving until all of first class had departed, even when no one was coming they still Blocked it off. This is a practice I have never seen on delta and haven't seen in aviation in almost 20 years in the US"

Pros: "Easy and quick"
Cons: "No complaints"

Pros: "Plane was on time."
Cons: "My seat assignment was in the last row of the plan when the plane was not full"

Pros: "A3A"
Cons: "Ĺ"

Pros: "We were in the plane for 3 hours before we could depart. No one offered us a drink or snack."

Cons: "The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings."

Pros: "The selection of movies to watch was very good."
Cons: "No snacks passed out"

Pros: "The staff. They were very helpful and polite!"
Cons: "We didn’t leave on time"

Pros: "i liked the aircraft and the fact that you could watch movies on your phone!"
Cons: "you couldn't hear the staff when they started boarding the plane"

Pros: "Quick flight"
Cons: "Paid $30 for wifi and it never worked. Would like a refund"

Pros: "The staff are wonderful and helpful. Best wishes to Delta. Please keep the great employees."

Pros: "the service in general very nice"

Cons: "Much older plane. Not as comfortable as some other planes I've been on."

Pros: "Nice people. Very helpful."
Cons: "LOST MY BAG IN BOSTON BEFORE EVEN TAKING OFF!!!! Did not make it, and then won't deliver it when it makes it to Kathmandu! This is most distressing."

Pros: "Movies"
Cons: "Not supplying headphones Crew not to helpful, one unpolite Refreshments ridiculous"

Pros: "Everything else"

Pros: "I was thankful for the early boarding with a lap infant and was very pleased with the options for entertainment on the TV monitor."
Cons: "The main issue I had was that we sat in row 34 and the noise from the engines often made it difficult to hear announcements, even with headphones in. Look into possibly zoning the audio and turning it up a click or two for rows behind the engines."

Cons: "My wife was told she could not board our flight from Boston to Paris because her passport was expired, even though it was not expired. We were told that in Europe passports cannot expire within 3 months of your departure. However, Delta never let us know about this rule until we literally were boarding the plane. How they could not make us aware of this until we were boarding the airplane is unbelievable and unacceptable. This has ruined our vacation which has been in planning for the last six months."

Cons: "Missed our connection. Spent the night in Minneapolis. Luckily we had no urgent reason to get home to."

Cons: "Jet airways sucks"

Pros: "Free first checked bag, comfy seats"
Cons: "Would have liked more movie selection"

Pros: "red"
Cons: "red"

Pros: "Delta service and conford are great."
Cons: "Pay for wifi"

Pros: "Flight on time"
Cons: "Unfriendly sataff. Not informed that we have to me know in with a difrnt confirmation number related to the operating Claire. I had to spent one hour to fit this information to be able to check in.? It was an international flight but it was treated like a domestic flight. We were not even offered the curtesy snake for a domestic flight by unfriendly stewards apparently unhappyted with her job. Apparanty all American carrier staffs has no respect for customers. It is not only s united problem. Curtesy and respects goes both ways. They need to be retrained in public relation."

Pros: "arrived early"

Pros: "Easy no hassle check in and board."
Cons: "Absolutely nothing. Thank you!"

Pros: "It was on time,!!!"

Cons: "Baggage claim number was wrong. They almost took my bag away"

Cons: "The chairs"

Pros: "It was fast"
Cons: "They could have offered headphones, the charging outlet didn’t work"

Pros: "Nothing"
Cons: "I am quite sure there was a booking error and no one was willing to make any accommodation. Should have been charlotte to boston. I ate the cost. Tried to reschedule with cheapo air and voila wrong again. That cost me another $50.00"

Pros: "Everything."
Cons: "Nothing"

Pros: "Everything"
Cons: "No idea. I thought everything was good."

Cons: "PHX airport baggage claim was a mess. I had to wait 40 min to pick up the luggages."

Pros: "Coffee"
Cons: "Only snacks available at 5am"

Pros: "Very comfortable, fast, nice staff"
Cons: "They didn’t offer a snack!"

Cons: "4 hour mechanical delay and shitty communication"

Pros: "Quick boarding"
Cons: "Very cold."

Pros: "Flight crew were very apologetic"
Cons: "Missed connecting flight from Miami. Only one flight per day. Had to take a flight to an alternative location, drive for an hour down the coast and take a ferry to my final destination."

Cons: "The y chance the gate 3 times. And ir was delates."

Pros: "Ease of boarding with the group numbers"

Pros: "Best landing I’ve experienced recently!"

Cons: "Too cold"

Pros: "Everything"

Pros: "On time, kept informed."

Pros: "Everything."
Cons: "None."

Cons: "Terrible turbulence"

Cons: "Too many delays as usual"

Pros: "Generally clean plane with good entertainment system and technology overall. Diabetic meal much better than in the past."
Cons: "Didn't announce meal choices at the start so flight attendant had to repeat herself every. Single. Row. They forgot my diabetic meal on the last part them forgot to include cutlery and it took a long time to sort out but they were otherwise lovely."

Cons: "The captain informed us AFTER take off that we could not wash our hands, take care when flushing, etc. Was this this hygienic? See"

Pros: "Nice flight, great leg room, staff was friendly and flight was on time."

Pros: "strategic boarding to avoid standing in the cold"
Cons: "WASNT ENOUGH ROOM FOR CARRY ONS"

Pros: "Friendly attendants, plenty of coffee. Great service."

Pros: "Due to a strong tailwind we arrived 45 minutes ahead of schedule. Great service with attentive attendants. However the plane was older than me, no real entertainment system or outlets to plug in smart devices."
Cons: "Plane needs to be retired or retrofitted to accommodate smart device charging."

Cons: "Not enough food to feed all passengers and the service was very slow."

Pros: "Uneventful and on time"

Pros: "On time"
Cons: "Terrible entertainment. A 1980s common screen. Horrible movies nobody wanted to watch and no choice was available given the common screen,"

Cons: "None"

Pros: "Good meals"
Cons: "Not much legroom. Good movie shown but would have like personal options like other airlines."

Pros: "Was on time"

Cons: "Lots of time changes. 1 piece of luggage sent wrong destination."

Cons: "Paid for extra legroom, got a seat that didn't recline :("

Cons: "No wifi or any video"

Pros: "smooth disembarking"
Cons: "30 mins delay"

Pros: "Got in an hour early. Booya."

Pros: "Everything went fine and was uneventful. For me, an uneventful travel day is a good travel day!"

Cons: "I dislike how early the entertainment system shuts off"

Cons: "Lack of entertainment provided."

Pros: "Good experience all around."
Cons: "15 minutes late. No big deal though"

Pros: "personal entertainment systems and charging plugs"
Cons: "only pretzels and no headphones offered for the entertainment systems."

Pros: "Not VERY overcrowded"
Cons: "Nothing"

Pros: "Seat were comfortable and I didn't feel claustrophobic."

Pros: "Everything"

Pros: "All good - with every aspect of the trip."

Pros: "On time"

Cons: "Food could have been provided"

Cons: "I didn’t expect to pay to $30 for a carry on luggage"

Cons: "Reliability"

Cons: "Another airport would be better, no extra charges for bags would be even better!"

Pros: "i was able to change my seat away from a breastfeeding mom and 2 screaming children"
Cons: "i paid 21.00 for internet which sucked.,buffeted the whole time..couldn’t watch netflix..will be petitioning to get my money back!.."

Pros: "Honestly, don’t care for this airline. There’s always some hiccups with boarding, ride staff, mediocre cabin, etc."
Cons: "Why do they always want to check bags that are your everyday carryon items (large purse, medium backpac, etc.), but allow people to carryon their larger carry on suitcases filling up the overhead bins. Those are the people they should be making check their “carry-one.” And then be rude about it on top of that."

Pros: "Loved the direct Tv"
Cons: "Turbulence"

Cons: "Really expensive internet"

Pros: "Great. they upgraded us to First since my husband was silver premier"

Pros: "it was very punctual and easy to get around."

Cons: "The food selection. For someone like me who cannot eat cheese. there was absolutely no choice. Everything on the menu had cheese."

Cons: "Long delay."

Pros: "New remodeled gate waiting areas plane"
Cons: "Plane is too old"

Cons: "Multiple delays"

Cons: "It was quite late"

Cons: "The food was terrible."

Pros: "awesome, caring staff"

Cons: "Only sent a code for bad wifi on one of two trips. I wish united airlines would step up their game. At least I didn't get dragged off."

Cons: "United sucks soooooo bad"

Pros: "Competent, organized, pleasant and efficient staff, on time"

Pros: "Everything !"

Pros: "Nothing at all"
Cons: "The flights were late and annoying"

Pros: "Took off late but landed on time"
Cons: "Packed in like sardines. Hot on board."

Cons: "Everything"

Cons: "Forced to check carryon bags because they said the overhead bins were full. Upon boarding found many overhead bins empty and people who boarded after us were able to bring carryon with them."

Cons: "The plane delay wasn't explained"

Pros: "Very polite clean nice great experience"

Pros: "Service"

Pros: "Nothing"
Cons: "Everything"

Pros: "delayed"

Pros: "Everything"
Cons: "NA"

Cons: "I wished there was a snack."

Pros: "The stewards were awesome. Funny kind and attentive"

Pros: "Everything except the wifi not working"
Cons: "The wifi not working"

Cons: "Were held up by TSA in San Francisco because we were not given receipt for our dog who traveled with us. (We had a 2 hour layover in SF and took dog outside the security area for relief). Then the ticket counter in SF was understaffed and it took a long time to get the receipt printed (Once at the counter the agent was very helpful, efficient and quick). Should have a pet area inside the security of airports, like Palm Springs does."

Cons: "They mis-tagged my bag and still haven't found it and have not been helpful or informative when I call to check the status"

Pros: "It was a comfy plane ride."
Cons: "I liked everything."

Cons: "Unreliable wifi."

Pros: "Getting off the plane"
Cons: "Bathrooms weren't working, huge lines in aisle, lackluster service. Overhead bins were full by Group 3. late takeoff."

Cons: "I like everything from this."

Pros: "Did get last seat in business class!"
Cons: "The seat assigned online not valid because of change of equipment. Did result in upgrade to business. Very happy outcome."

Cons: "Seat/space"

Pros: "Curbside checkin and luggage check"
Cons: "Nothing"

Pros: "Attendants were friendly and helpful."
Cons: "One of the attendants was pushy and rude."

Pros: "Broading was seamless"

Pros: "Very satisfied."

Pros: "The flights were delayed nd alot of terbulance"

Pros: "My dinner was delicious"

Cons: "Two time delayed"

Pros: "went smoothly"
Cons: "lack of free peanuts"

Read more about Hawaiian Airlines
COVID-19 information

Safety measures for airlines flying from Massachusetts to Kailua-Kona

Airlines flying from Massachusetts to Kailua-Kona have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Massachusetts to Kailua-Kona

Mandatory masks

Masks required on board, masks provided on flights from Massachusetts to Kailua-Kona

Social distancing seating

Middle seats unavailable to book on flights from Massachusetts to Kailua-Kona

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Massachusetts to Kailua-Kona

Book cheap flights from Massachusetts to Kailua-Kona

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