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Find cheap flights from Boston to Kailua from $208

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 9/1. 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
Thu 7/4
Thu 7/11

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Good to know

Low season

November

High season

April

Cheapest flight

$208
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 10m.

  • 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 Thursdays and the most expensive ones on Fridays.

  • 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 $208. Delta offered a round-trip connection from $460 and Hawaiian Airlines from $477.

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 9214 reviews
8.2Boarding
7.3Entertainment
7.9Comfort
7.3Food
8.6Crew
Airline reviews

Great first time experience for me. The gate agent at the Anchorage location was so helpful. Definitely will be booking more on Alaska.

10.0 ExcellentLei, May 2024ANC - HNL
Read more about Alaska Airlines reviews

Great first time experience for me. The gate agent at the Anchorage location was so helpful. Definitely will be booking more on Alaska.

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!

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

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

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

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!

The flight was so cold from Vegas to Hawaii. Everyone was so cold they put on goodies. They made us buy blankets for $13 each for 4 people. The plane was like an icebox. Now on the way back you made me pay extra so my family can sit together. Will not use you again.

The crew was quick and efficient. The flight was uneventful and arrived slightly early.

My seat was broken I couldn’t put it back I have really bad back issues , the flight was 5 hours delayed and there was a drink dude harassing the entire flight

No food or entertainment because it was a short flight. Unfortunately the takeoff was delayed more than an hour

Parents with kids should all be in the same area. Sounds rude but who what's to fly 6hrs with crying and bratty kids. Just my opinion.

Ok, so I didn’t have seats, so got there very early. I was first in line only to be told, listen for your name for seats. The flight was boarding before they gave me a middle seat, way after others showed up who were given more favorable treatment. Ok, so , don’t show up early and obey all the rules??? Clearly, your gate clerks did not. What gives???

Short flight but delayed. Since its a short flight no food or entertainment necessary

We had an awesome flight attendant who came by and made sure we were okay. Checked on us often and even shared some snacks that she had brought on, like edamame with chili and garlic seasoning. Yummy!

Overall good experience. I'm just over 6ft with long legs and legroom could be better, but is on par with other airlines. Only real negative was turbulence but that's not the airlines fault.

First flight got cancelled. Got booked for another flight departing 3.5 hours later which ended up being 1hr delayed... The flight was good when we finally ended up flying.

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

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

9/10Tue
2 stops
29h 00mBOS-HNL
9/20Fri
nonstop
9h 45mHNL-BOS
$447
8/28Wed
1 stopDelta
14h 05mBOS-HNL
9/5Thu
1 stopDelta
16h 55mHNL-BOS
$460
9/10Tue
nonstopHawaiian Airlines
11h 10mBOS-HNL
9/20Fri
nonstopHawaiian Airlines
9h 45mHNL-BOS
$477
11/6Wed
1 stopAlaska Airlines
21h 59mBOS-HNL
11/12Tue
1 stopAlaska Airlines
13h 07mHNL-BOS
$478
10/23Wed
1 stopUnited Airlines
16h 27mBOS-HNL
10/27Sun
1 stopUnited Airlines
35h 57mHNL-BOS
$479
9/10Tue
1 stopAlaska Airlines
33h 46mBOS-HNL
9/20Fri
2 stopsAlaska Airlines
31h 54mHNL-BOS
$480
8/28Wed
2 stopsAmerican Airlines
17h 09mBOS-HNL
9/3Tue
1 stopAmerican Airlines
14h 06mHNL-BOS
$483
9/10Tue
1 stopHawaiian Airlines
21h 45mBOS-HNL
9/20Fri
nonstopHawaiian Airlines
9h 45mHNL-BOS
$484
8/28Wed
2 stopsAmerican Airlines
16h 03mBOS-HNL
9/5Thu
2 stopsAmerican Airlines
14h 10mHNL-BOS
$488
8/29Thu
1 stopUnited Airlines
13h 44mBOS-HNL
9/6Fri
1 stopUnited Airlines
12h 38mHNL-BOS
$518

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Recent one-way flight deals

9/1Sun
1 stopUnited Airlines
16h 27mBOS-HNL
$208
8/31Sat
1 stopDelta
16h 53mBOS-HNL
$234
9/7Sat
1 stopDelta
16h 53mBOS-HNL
$237
8/20Tue
nonstopHawaiian Airlines
11h 10mBOS-HNL
$239
8/20Tue
2 stopsAmerican Airlines
17h 08mBOS-HNL
$244
10/1Tue
1 stopHawaiian Airlines
16h 30mBOS-HNL
$248
9/6Fri
2 stopsAmerican Airlines
17h 06mBOS-HNL
$265
11/20Wed
2 stopsUnited Airlines
18h 44mBOS-HNL
$314
8/16Fri
1 stopAlaska Airlines
17h 55mBOS-HNL
$322
8/16Fri
2 stopsAlaska Airlines
31h 02mBOS-HNL
$340

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Last minute flights from Boston to Kailua

Last minute flight, train and bus deals

6/5Wed
multi-stopAlaska Airlines
22h 44mBOS-HNL
6/10Mon
multi-stopAlaska Airlines
27h 43mHNL-BOS
$629
6/5Wed
multi-stopDelta
14h 14mBOS-HNL
6/8Sat
multi-stopDelta
12h 32mHNL-BOS
$648
6/7Fri
nonstopHawaiian Airlines
11h 05mBOS-HNL
6/9Sun
nonstopHawaiian Airlines
9h 50mHNL-BOS
$659
6/5Wed
multi-stopAmerican Airlines
16h 58mBOS-HNL
6/10Mon
multi-stopAmerican Airlines
14h 52mHNL-BOS
$702
6/7Fri
multi-stopUnited Airlines
13h 59mBOS-HNL
6/14Fri
multi-stopUnited Airlines
12h 04mHNL-BOS
$727
6/7Fri
multi-stopAmerican Airlines
15h 48mBOS-HNL
6/10Mon
multi-stopAmerican Airlines
14h 52mHNL-BOS
$732
6/7Fri
multi-stopUnited Airlines
17h 44mBOS-HNL
6/14Fri
multi-stopUnited Airlines
16h 00mHNL-BOS
$771
6/5Wed
multi-stopHawaiian Airlines
15h 10mBOS-HNL
6/10Mon
nonstopHawaiian Airlines
9h 50mHNL-BOS
$839
6/7Fri
nonstopJetBlue
11h 05mBOS-HNL
6/14Fri
nonstopJetBlue
9h 50mHNL-BOS
$915
6/7Fri
nonstopJetBlue
11h 05mBOS-HNL
6/14Fri
multi-stopJetBlue
15h 12mHNL-BOS
$1,063

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