$282+ Cheap flights from Boston (BOS) to Kailua, HI
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HNL
Mar 20 — Mar 271
1 adult, Economy
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Find cheap flights from Boston to Kailua with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Kailua are usually found in September or March, booked 22 days in advance, depart on a Wednesday or Tuesday and return on a Friday
Cheap flight deals from Boston to Kailua
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to KailuaExplore the most affordable flight options available from Boston to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
Explore the most affordable flight options available from Boston to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:15 am
BOS
- HNL
1 stop15h 06m
United Airlines
Wed 3/1811:50 am
HNL
- BOS
1 stop13h 14m
United Airlines
Deal found 2/16![United Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3111:15 am
BOS
- HNL
1 stop14h 39m
United Airlines
Tue 4/289:40 pm
HNL
- BOS
1 stop13h 15m
United Airlines
Deal found 2/14![United Airlines logo]()
$483
This Orbitz deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:00 am
BOS
- HNL
2 stops20h 47m
Multiple Airlines
Mon 4/278:34 pm
HNL
- BOS
2 stops21h 25m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$484
This Orbitz deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:33 pm
BOS
- HNL
2 stops23h 26m
Multiple Airlines
Mon 5/1811:39 pm
HNL
- BOS
2 stops18h 20m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:00 am
BOS
- HNL
2 stops15h 49m
United Airlines
Mon 5/187:55 pm
HNL
- BOS
1 stop11h 52m
United Airlines
Deal found 2/16![United Airlines logo]()
$486
This Alaska Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/24:33 pm
BOS
- HNL
2 stops23h 26m
Multiple Airlines
Mon 5/115:40 am
HNL
- BOS
2 stops19h 32m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$487
This Expedia deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:44 pm
BOS
- HNL
1 stop24h 21m
Multiple Airlines
Tue 3/177:50 am
HNL
- BOS
2 stops17h 04m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$488
This Alaska Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:00 am
BOS
- HNL
2 stops19h 27m
Multiple Airlines
Mon 5/188:34 pm
HNL
- BOS
2 stops21h 25m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/157:10 am
BOS
- HNL
1 stop33h 57m
Delta
Mon 3/303:30 pm
HNL
- BOS
1 stop11h 46m
Delta
Deal found 2/17![Delta logo]()
$491
This Alaska Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
BOS
- HNL
2 stops19h 27m
Multiple Airlines
Sun 5/108:34 pm
HNL
- BOS
2 stops21h 25m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$492
This Alaska Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:56 pm
BOS
- HNL
1 stop32h 30m
Multiple Airlines
Wed 5/68:34 pm
HNL
- BOS
2 stops21h 25m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$493
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:10 am
BOS
- HNL
1 stop19h 42m
Delta
Tue 3/314:32 pm
HNL
- BOS
1 stop12h 23m
Delta
Deal found 2/17![Delta logo]()
$494
Best flights from Boston to KailuaDiscover carefully curated flight deals from Boston to Kailua that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
Discover carefully curated flight deals from Boston to Kailua that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
This United Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:21 am
BOS
- HNL
1 stop14h 10m
United Airlines
Tue 4/1411:45 am
HNL
- BOS
2 stops14h 08m
United Airlines
Deal found 2/14![United Airlines logo]()
$488
This Alaska Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:33 pm
BOS
- HNL
2 stops23h 26m
Multiple Airlines
Thu 5/711:59 pm
HNL
- BOS
1 stop25h 13m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:30 am
BOS
- HNL
1 stop15h 12m
Delta
Wed 4/810:40 pm
HNL
- BOS
1 stop19h 19m
Delta
Deal found 2/16![Delta logo]()
$528
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:45 am
BOS
- HNL
1 stop13h 28m
United Airlines
Mon 3/232:55 pm
HNL
- BOS
1 stop14h 15m
United Airlines
Deal found 2/15![United Airlines logo]()
$501
This Alaska Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/24:33 pm
BOS
- HNL
2 stops23h 26m
Multiple Airlines
Tue 5/1911:25 pm
HNL
- BOS
1 stop18h 34m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
BOS
- HNL
1 stop15h 06m
Delta
Sun 5/1010:38 pm
HNL
- BOS
1 stop15h 01m
Delta
Deal found 2/16![Delta logo]()
$532
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:45 am
BOS
- HNL
1 stop13h 28m
United Airlines
Wed 3/257:55 pm
HNL
- BOS
1 stop11h 47m
United Airlines
Deal found 2/16![United Airlines logo]()
$501
This Alaska Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
BOS
- HNL
2 stops19h 27m
Multiple Airlines
Sun 5/179:50 pm
HNL
- BOS
1 stop25h 54m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$538
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:35 am
BOS
- HNL
1 stop14h 41m
Delta
Wed 3/253:46 pm
HNL
- BOS
1 stop11h 30m
Delta
Deal found 2/17![Delta logo]()
$545
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:20 am
BOS
- HNL
2 stops16h 00m
United Airlines
Wed 4/297:55 pm
HNL
- BOS
1 stop11h 52m
United Airlines
Deal found 2/16![United Airlines logo]()
$507
This Alaska Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:33 pm
BOS
- HNL
2 stops23h 26m
Multiple Airlines
Sun 5/179:50 pm
HNL
- BOS
1 stop25h 54m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$538
Last-minute flights from Boston to KailuaDiscover last-minute flight deals from Boston to Kailua. Data last updated February 18, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Kailua. Data last updated February 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:00 am
BOS
- HNL
1 stop14h 00m
Multiple Airlines
Mon 3/168:40 pm
HNL
- BOS
2 stops21h 19m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:10 am
BOS
- HNL
2 stops19h 43m
Delta
Tue 3/2412:35 pm
HNL
- BOS
1 stop12h 15m
Delta
Deal found 2/16![Delta logo]()
$499
This Expedia deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:44 pm
BOS
- HNL
1 stop24h 21m
Multiple Airlines
Tue 3/177:50 am
HNL
- BOS
2 stops17h 04m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:05 am
BOS
- HNL
2 stops16h 00m
United Airlines
Wed 3/187:55 pm
HNL
- BOS
1 stop11h 47m
United Airlines
Deal found 2/15![United Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:15 am
BOS
- HNL
1 stop15h 06m
United Airlines
Wed 3/1811:50 am
HNL
- BOS
1 stop13h 14m
United Airlines
Deal found 2/16![United Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/157:10 am
BOS
- HNL
1 stop33h 57m
Delta
Mon 3/303:30 pm
HNL
- BOS
1 stop11h 46m
Delta
Deal found 2/17![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:10 am
BOS
- HNL
1 stop19h 42m
Delta
Tue 3/314:32 pm
HNL
- BOS
1 stop12h 23m
Delta
Deal found 2/17![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:30 am
BOS
- HNL
1 stop19h 23m
Delta
Wed 4/17:15 am
HNL
- BOS
1 stop17h 35m
Delta
Deal found 2/17![Delta logo]()
$505
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:21 am
BOS
- HNL
1 stop14h 10m
United Airlines
Mon 3/239:55 pm
HNL
- BOS
1 stop12h 46m
United Airlines
Deal found 2/15![United Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:00 am
BOS
- HNL
1 stop14h 46m
United Airlines
Tue 3/317:55 pm
HNL
- BOS
1 stop11h 52m
United Airlines
Deal found 2/16![United Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3111:15 am
BOS
- HNL
1 stop14h 39m
United Airlines
Tue 4/289:40 pm
HNL
- BOS
1 stop13h 15m
United Airlines
Deal found 2/14![United Airlines logo]()
$483
One-way flights from Boston to KailuaSearch for one-way flight options from Boston to Kailua. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
Search for one-way flight options from Boston to Kailua. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:44 pm
BOS
- HNL
1 stop24h 21m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:10 pm
BOS
- HNL
1 stop33h 10m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:49 pm
BOS
- HNL
3 stops36h 10m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$288
This Alaska Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:15 am
BOS
- HNL
2 stops30h 45m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:45 am
BOS
- HNL
1 stop13h 28m
United Airlines
Deal found 2/17![United Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:15 am
BOS
- HNL
2 stops19h 45m
Southwest
Deal found 2/17![Southwest logo]()
$293
This Alaska Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:40 pm
BOS
- HNL
2 stops23h 21m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:37 am
BOS
- HNL
1 stop19h 43m
Delta
Deal found 2/15![Delta logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:00 am
BOS
- HNL
2 stops19h 27m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:10 am
BOS
- HNL
2 stops19h 43m
Delta
Deal found 2/15![Delta logo]()
$300
Find flight deals from Boston to Kailua
Keep the following information in mind while searching for Boston to Kailua flight deals. Data was last updated February 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $481 (United Airlines) |
One-way from | $282 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $696 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Kailua that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
Use the filters below to find and compare flights from Boston to Kailua that are best for you.
Fly from
Boston
Fly to
Kailua
Route
Depart
Return
Price
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Tue 3/24
8:21 am-4:31 pm
1 stop14h 10m
Honolulu
Tue 4/14
11:45 am-7:53 am
2 stops14h 08m
$488
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Wed 3/18
5:45 am-1:13 pm
1 stop13h 28m
Honolulu
Mon 3/23
2:55 pm-11:10 am
1 stop14h 15m
$501
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Wed 3/18
5:45 am-1:13 pm
1 stop13h 28m
Honolulu
Wed 3/25
7:55 pm-1:42 pm
1 stop11h 47m
$501
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Wed 4/15
9:20 am-7:20 pm
2 stops16h 00m
Honolulu
Wed 4/29
7:55 pm-1:47 pm
1 stop11h 52m
$507
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Mon 5/4
4:33 pm-9:59 am
2 stops23h 26m
Honolulu
Thu 5/7
11:59 pm-7:12 am
1 stop25h 13m
$518
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Sat 5/2
4:33 pm-9:59 am
2 stops23h 26m
Honolulu
Tue 5/19
11:25 pm-11:59 pm
1 stop18h 34m
$522
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Tue 3/24
5:30 am-2:42 pm
1 stop15h 12m
Honolulu
Wed 4/8
10:40 pm-11:59 pm
1 stop19h 19m
$528
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Wed 5/6
6:00 am-3:06 pm
1 stop15h 06m
Honolulu
Sun 5/10
10:38 pm-7:39 pm
1 stop15h 01m
$532
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Wed 5/6
7:00 am-8:27 pm
2 stops19h 27m
Honolulu
Sun 5/17
9:50 pm-5:44 am
1 stop25h 54m
$538
BostonHonolulu
BOS - HNL
BOSHNL
Boston Logan Intl
Mon 5/4
4:33 pm-9:59 am
2 stops23h 26m
Honolulu
Sun 5/17
9:50 pm-5:44 am
1 stop25h 54m
$538
Showing 1-10 of 23 results
Best time to book a flight from Boston to Kailua
Have a flexible travel schedule? Discover the best time to fly to Kailua from Boston with our price prediction graph.
BOS-HNL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Boston to Kailua
BOS-K4I
BOS-HNL
How far ahead should I book a flight from Boston to Kailua?
Use this chart to determine the optimal time to book a round-trip flight from Boston to Kailua. Price data was last updated on February 13, 2026.
The best time to book flights from Boston to Kailua is 22 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Boston to Kailua?
Currently, January is the cheapest month in which you can book a flight from Boston to Kailua (average of $286). Flying from Boston to Kailua in July is currently the most expensive (average of $652). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Boston to Kailua?
Reviews of airlines servicing Kailua
Get insights into the airlines that provide service to Kailua. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kailua. Reviews last updated February 18, 2026.
See what other customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Boston to Kailua have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Entertainment
7.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Entertainment
7.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Entertainment
7.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Entertainment
7.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Entertainment
7.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Entertainment
7.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Related info for your journey
Find useful and relevant information for your journey from Boston to Kailua. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Boston to Kailua
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Complete your trip
Complete your trip to Kailua by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Kailua by cabin class
Find flights from Boston to Kailua, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Kailua flights
Browse other Boston and Kailua flight options. Last updated on February 18, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on February 18, 2026.
Popular flight searches
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Boston to Kailua flights
Consider these flights traveling from Boston to Kailua.
Top 6 airlines flying from Boston to Kailua
Discover the top 6 airlines that operate flights from Boston to Kailua. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$681 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$385 | Average$796 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$398 | Average$749 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$481 | Average$756 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$487 | Average$784 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$530 | Average$753 | FlexibilityNo cancel fee | On-time75% |