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$252+ Cheap flights from Massachusetts to Kaua'i

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — LIH
Jan 28 — Feb 41
Wed 1/28
Wed 2/4
1 adult, Economy
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Cheap flight deals from Massachusetts to Kaua'i

Cheapest flights from Massachusetts to Kaua'i
Explore the most affordable flight options available from Massachusetts to Kaua'i. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 29, 2025.

This American Airlines deal was found by Cheapflights users on 12/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:40 amBOS - LIH
1 stop14h 38mAmerican Airlines
Fri 1/29:45 pmLIH - BOS
1 stop20h 34mAmerican Airlines
Deal found 12/27$1,590
This United Airlines deal was found by Cheapflights users on 12/27. 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 12/316:01 amBOS - LIH
2 stops16h 03mUnited Airlines
Fri 1/29:35 pmLIH - BOS
2 stops18h 07mUnited Airlines
Deal found 12/27$1,678

Find flight deals from Massachusetts to Kaua'i

Keep the following information in mind while searching for Massachusetts to Kaua'i flight deals. Data was last updated December 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$423
(Delta)

One-way from

$252
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$1,338
Provider with most accurate pricing for Boston Logan Intl-Lihue flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Lihue flights.
Search Deals
From Massachusetts to Kaua'i
Search Deals
One-way flight from Massachusetts to Kaua'i
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Kaua'i 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 December 29, 2025.
Use the filters below to find and compare flights from Massachusetts to Kaua'i that are best for you.

Fly from

Massachusetts

Fly to

Kaua'i

Route

Depart

Return

Price

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Sun 1/18

5:30 pm-6:31 pm

1 stop30h 01m

Lihue

Thu 1/22

9:31 pm-9:23 pm

1 stop18h 52m

$425

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Sun 1/18

5:30 pm-6:31 pm

1 stop30h 01m

Lihue

Sun 1/25

9:31 pm-6:14 am

1 stop27h 43m

$454

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Wed 2/4

4:20 pm-1:03 pm

1 stop25h 43m

Lihue

Mon 2/9

2:50 pm-5:39 pm

2 stops21h 49m

$472

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Sun 1/18

5:30 pm-6:31 pm

1 stop30h 01m

Lihue

Wed 1/21

9:31 pm-5:23 pm

2 stops14h 52m

$477

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Sun 1/25

5:30 pm-6:31 pm

1 stop30h 01m

Lihue

Wed 1/28

9:31 pm-4:15 pm

2 stops13h 44m

$477

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Tue 1/20

4:20 pm-1:03 pm

1 stop25h 43m

Lihue

Thu 1/29

10:25 am-5:39 pm

1 stop26h 14m

$478

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Tue 1/20

4:20 pm-1:03 pm

1 stop25h 43m

Lihue

Wed 1/28

10:25 am-5:39 pm

1 stop26h 14m

$478

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Tue 2/3

8:00 am-4:37 pm

1 stop13h 37m

Lihue

Tue 2/10

11:00 pm-4:21 pm

1 stop12h 21m

$479

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Tue 1/20

8:00 am-4:37 pm

1 stop13h 37m

Lihue

Tue 1/27

11:00 pm-4:21 pm

1 stop12h 21m

$479

BostonLihue

BOS - LIH

BOSLIH

Boston Logan Intl

Sun 1/18

4:20 pm-1:45 pm

1 stop26h 25m

Lihue

Tue 1/27

12:29 pm-3:20 pm

1 stop21h 51m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 42 results
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Best time to book a flight from Massachusetts to Kaua'i

Have a flexible travel schedule? Discover the best time to fly to Kaua'i from Massachusetts with our price prediction graph.
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 Massachusetts to Kaua'i

What is the cheapest month to book a flight from Massachusetts to Kaua'i?

Currently, May is the cheapest month in which you can book a flight from Massachusetts to Kaua'i (average of $271). Flying from Massachusetts to Kaua'i in July is currently the most expensive (average of $590). 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.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Kaua'i. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Massachusetts to Kaua'i?

    Delta, Alaska Airlines, and United Airlines can get you from Massachusetts to Kaua'i in just under 14h 17m. Your travel time can differ by up to 15h 44m. Massachusetts and Kaua'i are separated by a distance of 5049 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Massachusetts to Kaua'i one-way?

    One-way options have recently been found by users for as low as $209 on Alaska Airlines. Other airlines that offer cheap prices include Hawaiian Airlines from $209 and Delta from $236 one-way.

  • Can I find deals for flights from Massachusetts to Kaua'i that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Kaua'i flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Kaua'i?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Kaua'i.

  • Can I find deals for business class flights from Massachusetts to Kaua'i?

    Yes. Cheapflights offers flight deals from Massachusetts to Kaua'i by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Kaua'i?

    Currently, May is the cheapest month in which you can book a flight from Massachusetts to Kaua'i (average of $271). Flying from Massachusetts to Kaua'i in July is currently the most expensive (average of $590). 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.

See more FAQs

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Top 6 airlines flying from Massachusetts to Kaua'i

Discover the top 6 airlines that operate flights from Massachusetts to Kaua'i. 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 December 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$351Average$751FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$418Average$755FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$444Average$619FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$476Average$838FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$547Average$913FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$548Average$644FlexibilityNo cancel feeOn-time62%

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