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Find cheap flights from Boston to Kailua from $239

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Kailua 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
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Sat 6/1
Sat 6/8

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Good to know

Low season

November

High season

February

Cheapest flight

$239
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Boston to Honolulu

When to book flights from Boston to Kailua

Are your dates flexible? Find out the best times to travel from Boston to Kailua based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Boston to Kailua

  • Which airports will I be using when flying from Boston to Kailua?

    When flying out of Boston you’ll be using Boston Logan Intl. Kailua does not have its own airport so you’ll be flying into nearby Honolulu airport, which is 13.0 mi away.

  • How long does a flight from Boston to Kailua take?

    Direct flights cover the 5,083 miles separating Boston and Kailua in about 11h 05m.

  • How many flights are there between Boston and Kailua?

    1 direct flights run between Boston and Kailua on a daily basis. On average, there are about 10 departures each week.

  • What’s the cheapest day of the week to fly between Boston and Kailua?

    Consider leaving on a Tuesday and avoid Wednesdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Mondays and the most expensive ones on Wednesdays.

  • How does KAYAK find such low prices on flights from Boston to Kailua?

    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 Boston to Kailua.

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

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

    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 to Kailua with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Kailua?

    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 to Kailua from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Boston to Kailua?

    In the last 72 hours, the cheapest one-way ticket between Boston and Kailua found on KAYAK was with United Airlines for $239. United Airlines offered a round-trip connection from $517 and Alaska Airlines from $538.

See more FAQs

Top tips for finding cheap flights from Boston to Kailua

  • There is no airport in Kailua. Instead, you’ll be flying into Honolulu Airport when flying between Boston and Kailua.
  • The cheapest flight from Boston to Kailua was found 32 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is January.
See more tips

Top 5 airlines serving Boston to Kailua

 
Need help choosing which airline to fly with from Boston to Kailua? 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.
8.0
Alaska AirlinesOverall score based on 9118 reviews
8.2Boarding
7.3Food
7.9Comfort
8.6Crew
7.3Entertainment
Airline reviews

Alaska continues to provide one of the best domestic US airline experiences.

10.0 ExcellentAnonymous, Apr 2024BOS - PDX
Read more about Alaska Airlines reviews

Alaska continues to provide one of the best domestic US airline experiences.

Assigned last seat in row Did not recline at all Alaska Air seemed to have more leg room than my last few flights on United Yay!

I was seated at the back of the plane and the flight attendants were fantastic. I did not get food so can’t say. Thought the movie selection was lean.

I did not like anything about that flight. The check in at the gate was horrible. The inflight service was bad and WiFi was not available for me to be able to entertain myself since it was a long flight.

I’m a first time mom and traveled with my 18mo old boy and it was not a great experience with the flight attendants. They were not friendly or helpful at all. It’s hard enough traveling with a toddler and have people be rude and unkind does not help.

I think in 6:15 hrs flight the airlines should give some meal and not just couple of cookies People reach their homes at around 12 mid night and then they have to make dinner and eat I started my home at around 5 o clock and no food till 12 midnight You should give some reasonable meal in flight Thanks

Seat space Terrible. No real food on a 6 hour flight

I'm a tall guy. Fortunately I was able to find seating in the emergency rows that gave me a couple more inches of room. My return flight a few days later, I wasn't as fortunate. Very painfully and uncomfortable return flight.

Good flight. Pilot kept us well informed and attendants did a great job. Negatives:,1) little snack packs are far too expensice; 2) arrived early but waited 1/2 hr+ to get to our gate to deplane!

Great ! The counter staffs in Boston helped me to wrap my broken luggage with a plastic bag to prevent my stuffs falling out.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

They did a fine job. Can't wait to use Delta in the future.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

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

This flight was delayed approximately 4 hours due to bad weather in HNL.

Flight delayed then cancelled then gate changed two times then baggage lost.

The plane is extremely loud and there’s no place to charge devices.

Not great to be very honest. Our flight was delayed after we sat at the airport until 15 minutes after we were supposed to leave . We were then notified the plane was being worked on “and the parts were out in the ground and still not finished .” Even though the work started the evening before and they knew it wasn’t fixed. . Then we were told it would be a 1:15 pm boarding time so we waited then at 1:45pm we were told it would be an 11:15pm boarding . It was changed to and 3:55am boarding the next morning . We lost out on a day in Hawaii and a night of our VRBO rental.

Safety record impeccable and important since flying many hours and thousands of miles over ocean.

Love the food service and attentiveness of the crew. Could have wi-if on flight

Seats on second leg from Hawaii to Tokyo would not recline. 9 hrs is long in total upright position.

Apparently the computer systems were down, so I wasn’t able to check in 24 hours in advance, despite multiple times on the app, the website, and by calling. Then I arrived at the airport and wasn’t assigned a seat right away. I had to wait until I was at the gate and waited about another hour for an agent. She was nice to give me a “free upgrade.“.

The crew worked to help us find standby seats and we were able to arrive at our destination early which was great. Only drawback is airport at Kona which is in need of update - waiting at gate passengers exposed to jet fumes, there’s only one restaurant with minimal choices, etc

Increased effort to keep family members (purchasing multiple tickets in the same transaction) sitting together. Additionally, when faced with choosing seats at the automated check-in kiosk, only exit row seats charging an additional $9 were available, but if you decline to choose seats, it picks seats that are NOT exit row. How does that work, Hawaiian?

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Water service would be great. The way they board is terrible. Slow passengers first😂😂 They need to smart up a bit

Our original business class flight was cancelled so we not only downgraded but we were also spread out across the plane not sitting together in separate middle seats. My poor kids were scared and couldn’t see me on the flight and the crew wasn’t sensitive to the situation and what the airlines did to us. Very dissatisfied with United airlines.

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

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

delayed delayed delayed. was supposed to have a 2 hour layover and very nearly missed my connection.

Book cheap flights from Boston to Kailua

Recent round-trip flight deals

8/27Tue
1 stopUnited Airlines
16h 27mBOS-HNL
9/3Tue
1 stopUnited Airlines
12h 33mHNL-BOS
$517
10/22Tue
1 stopUnited Airlines
16h 27mBOS-HNL
10/28Mon
1 stopUnited Airlines
11h 42mHNL-BOS
$535
9/17Tue
2 stopsAlaska Airlines
27h 34mBOS-HNL
9/22Sun
1 stopAlaska Airlines
24h 59mHNL-BOS
$538
9/12Thu
nonstopHawaiian Airlines
11h 10mBOS-HNL
9/16Mon
nonstopHawaiian Airlines
9h 45mHNL-BOS
$539
9/14Sat
1 stopDelta
15h 12mBOS-HNL
12/16Mon
nonstopDelta
10h 10mHNL-BOS
$548
9/17Tue
1 stopDelta
16h 43mBOS-HNL
9/23Mon
1 stopDelta
11h 37mHNL-BOS
$555
9/17Tue
1 stopHawaiian Airlines
16h 20mBOS-HNL
9/23Mon
nonstopHawaiian Airlines
9h 45mHNL-BOS
$556
9/21Sat
1 stopAlaska Airlines
21h 08mBOS-HNL
9/29Sun
1 stopAlaska Airlines
24h 59mHNL-BOS
$557
8/27Tue
2 stopsAmerican Airlines
17h 06mBOS-HNL
9/3Tue
1 stopAmerican Airlines
13h 17mHNL-BOS
$561
5/30Thu
2 stopsAmerican Airlines
16h 43mBOS-HNL
6/4Tue
1 stopAmerican Airlines
12h 33mHNL-BOS
$563

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Recent one-way flight deals

8/27Tue
1 stopUnited Airlines
16h 27mBOS-HNL
$239
8/24Sat
nonstopHawaiian Airlines
11h 10mBOS-HNL
$270
6/5Wed
1 stopAlaska Airlines
35h 34mBOS-HNL
$273
9/25Wed
1 stopDelta
16h 43mBOS-HNL
$276
6/6Thu
1 stopDelta
14h 14mBOS-HNL
$279
7/6Sat
1 stopHawaiian Airlines
20h 52mBOS-HNL
$283
5/17Fri
2 stopsAmerican Airlines
14h 24mBOS-HNL
$284
5/11Sat
1 stopAlaska Airlines
26h 46mBOS-HNL
$305
5/16Thu
1 stopUnited Airlines
13h 56mBOS-HNL
$306
5/8Wed
2 stopsAmerican Airlines
16h 13mBOS-HNL
$314

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Last minute flights from Boston to Kailua

Last minute flight, train and bus deals

5/4Sat
multi-stopAlaska Airlines
26h 46mBOS-HNL
5/6Mon
multi-stopAlaska Airlines
31h 46mHNL-BOS
$629
5/7Tue
multi-stopDelta
13h 48mBOS-HNL
5/8Wed
multi-stopDelta
13h 32mHNL-BOS
$638
5/7Tue
nonstopHawaiian Airlines
11h 10mBOS-HNL
5/8Wed
nonstopHawaiian Airlines
9h 45mHNL-BOS
$693
5/3Fri
multi-stopUnited Airlines
16h 24mBOS-HNL
5/8Wed
multi-stopUnited Airlines
11h 23mHNL-BOS
$707
5/3Fri
multi-stopUnited Airlines
13h 59mBOS-HNL
5/8Wed
multi-stopUnited Airlines
16h 56mHNL-BOS
$712
5/3Fri
multi-stopAmerican Airlines
15h 08mBOS-HNL
5/8Wed
multi-stopAmerican Airlines
12h 33mHNL-BOS
$723
5/3Fri
multi-stopAmerican Airlines
16h 18mBOS-HNL
5/8Wed
multi-stopAmerican Airlines
12h 31mHNL-BOS
$726
5/7Tue
nonstopHawaiian Airlines
11h 10mBOS-HNL
5/8Wed
nonstopHawaiian Airlines
9h 45mHNL-BOS
$736
5/6Mon
nonstopJetBlue
11h 10mBOS-HNL
5/11Sat
multi-stopJetBlue
13h 02mHNL-BOS
$1,128
5/3Fri
multi-stopJetBlue
15h 10mBOS-HNL
5/6Mon
nonstopJetBlue
9h 45mHNL-BOS
$1,255

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