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Find cheap flights from Boston to Kailua from $260

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 5/30. 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
0 bags
Sat 6/8
Sat 6/15

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Good to know

Low season

November

High season

April

Cheapest flight

$260
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 7% 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 Saturdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Tuesdays and the most expensive ones on Thursdays.

  • 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 Alaska Airlines for $260. Delta offered a round-trip connection from $484 and Alaska Airlines from $489.

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 24 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 November.
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 9141 reviews
7.3Food
7.9Comfort
8.6Crew
8.2Boarding
7.3Entertainment
Airline reviews

Delayed an hour and sat without updates. Ended up an hour late to destination

6.0 GoodAnonymous, May 2024SEA - HNL
Read more about Alaska Airlines reviews

Delayed an hour and sat without updates. Ended up an hour late to destination

The flight was decent again if there was a place that you could put crying children that would be great. Or maybe make a rule against allowing infants on the plane.

Smooth. Courteous. Fun. One problem: the wheels on my checked roller back were broken when I picked up baggage at destination. Must have happened during flight baggage handling but I don’t know where.

Overall good flight, smooth and on time and comfortable. Disappointing that food is not served and you can't purchase the snack packs on the plane.

Comfortable seat, plenty of leg room which is so rare, overhead bin comfortably accommodated my carry-on bag. Deli box was tasty, service was good, bathrooms were clean. Uneventful flight, which I appreciate. Departed on time and landed early.

The maintenance delay was seemingly handled very poorly... Little to no information was provided to the passengers sitting on board for an extended period of time. On a brighter note, at least the cabin crew (flight attendants) did the best they could. They seemingly were provided very little information with regards to the delay. Unless absolutely beyond my control, I can’t imagine buying a ticket on Alaska airlines again, based on this and a previous experience my wife recently had, along with complaints overheard from other passengers.

Honestly, there was not much they could do. Due to wind, the flight was delayed for several hours because we had to be diverted to San Jose where we needed to refuel before departing to Hawaii. Wish they had offered some snacks during the delays/diversion because we had to wait such a long time to finally get our food served during the flight after leaving California.

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.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

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.

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.

When I got into Maui I had a layover but there was a flight to Honolulu earlier. I asked the gate agent to see if I could get on the earlier flight to get home sooner. Ke'van is so great! He was very helpful and friendly and I appreciate him very much

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

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

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

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

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

Book cheap flights from Boston to Kailua

Recent round-trip flight deals

10/1Tue
1 stopDelta
20h 24mBOS-HNL
10/8Tue
1 stopDelta
20h 01mHNL-BOS
$484
9/10Tue
1 stopAlaska Airlines
31h 46mBOS-HNL
9/24Tue
1 stopAlaska Airlines
21h 08mHNL-BOS
$489
9/17Tue
nonstopHawaiian Airlines
11h 10mBOS-HNL
9/23Mon
nonstopHawaiian Airlines
9h 45mHNL-BOS
$490
9/17Tue
1 stopHawaiian Airlines
16h 20mBOS-HNL
9/23Mon
1 stopHawaiian Airlines
33h 50mHNL-BOS
$498
10/22Tue
1 stopUnited Airlines
13h 43mBOS-HNL
10/28Mon
3 stopsUnited Airlines
18h 50mHNL-BOS
$519
9/27Fri
1 stopUnited Airlines
14h 17mBOS-HNL
9/30Mon
1 stopUnited Airlines
12h 38mHNL-BOS
$520
9/17Tue
1 stop
21h 08mBOS-HNL
9/23Mon
2 stops
15h 56mHNL-BOS
$539
9/9Mon
2 stopsAmerican Airlines
17h 06mBOS-HNL
9/23Mon
1 stopAmerican Airlines
12h 42mHNL-BOS
$561
8/14Wed
1 stopAmerican Airlines
13h 47mBOS-HNL
8/25Sun
2 stopsAmerican Airlines
14h 09mHNL-BOS
$563
5/27Mon
3 stops
23h 21mBOS-HNL
5/31Fri
2 stops
25h 29mHNL-BOS
$723

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Recent one-way flight deals

5/30Thu
1 stopAlaska Airlines
21h 27mBOS-HNL
$260
5/29Wed
1 stopAlaska Airlines
34h 08mBOS-HNL
$265
6/1Sat
1 stopHawaiian Airlines
16h 15mBOS-HNL
$269
5/30Thu
nonstopHawaiian Airlines
11h 05mBOS-HNL
$270
5/12Sun
1 stopDelta
13h 48mBOS-HNL
$309
5/16Thu
1 stopDelta
13h 48mBOS-HNL
$320
5/18Sat
2 stopsUnited Airlines
16h 22mBOS-HNL
$335
5/26Sun
2 stopsAmerican Airlines
16h 13mBOS-HNL
$341
5/11Sat
2 stopsAmerican Airlines
15h 23mBOS-HNL
$344
6/1Sat
2 stopsUnited Airlines
18h 05mBOS-HNL
$354

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Last minute flights from Boston to Kailua

Last minute flight, train and bus deals

5/13Mon
multi-stopDelta
13h 48mBOS-HNL
5/19Sun
multi-stopDelta
13h 32mHNL-BOS
$578
5/11Sat
multi-stopAlaska Airlines
21h 46mBOS-HNL
5/17Fri
multi-stopAlaska Airlines
27h 59mHNL-BOS
$588
5/13Mon
multi-stopUnited Airlines
14h 19mBOS-HNL
5/20Mon
multi-stopUnited Airlines
12h 38mHNL-BOS
$610
5/11Sat
multi-stopUnited Airlines
14h 27mBOS-HNL
5/18Sat
multi-stopUnited Airlines
11h 40mHNL-BOS
$640
5/9Thu
nonstopHawaiian Airlines
11h 10mBOS-HNL
5/14Tue
multi-stopHawaiian Airlines
13h 40mHNL-BOS
$708
5/12Sun
multi-stopAmerican Airlines
16h 43mBOS-HNL
5/14Tue
multi-stopAmerican Airlines
15h 04mHNL-BOS
$711
5/13Mon
multi-stopHawaiian Airlines
18h 45mBOS-HNL
5/19Sun
nonstopHawaiian Airlines
9h 45mHNL-BOS
$718
5/11Sat
multi-stopAmerican Airlines
14h 33mBOS-HNL
5/13Mon
multi-stopAmerican Airlines
14h 53mHNL-BOS
$725
5/9Thu
nonstopJetBlue
11h 10mBOS-HNL
5/12Sun
nonstopJetBlue
9h 45mHNL-BOS
$1,135
5/13Mon
nonstopJetBlue
11h 10mBOS-HNL
5/20Mon
multi-stopJetBlue
15h 51mHNL-BOS
$1,265

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