$269 Find Cheap Flights from Boston to Kaua'i

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 Kaua'i departing on 8/18. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kaua'i

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Kaua'i.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Kaua'i.
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Flight Deals

Book Cheap Boston to Kaua'i Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Kaua'i that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Kaua'i

Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
10:30 am - 8:08 pm
BOS
-
LIH
15h 38m
1 stop
American Airlines Logo
9:41 pm - 6:42 pm
LIH
-
BOS
15h 01m
1 stop
$528American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
7:45 am - 8:08 pm
BOS
-
LIH
18h 23m
2 stops
American Airlines Logo
9:41 pm - 6:42 pm
LIH
-
BOS
15h 01m
1 stop
$534American Airlines
Tue, Aug 18 - Tue, Aug 25
Delta Logo
5:40 am - 5:12 pm
BOS
-
LIH
17h 32m
2 stops
Delta Logo
9:45 pm - 11:17 pm
LIH
-
BOS
19h 32m
2 stops
$539Delta
Thu, Oct 15 - Sat, Oct 24
Delta Logo
7:05 am - 7:22 pm
BOS
-
LIH
18h 17m
1 stop
Delta Logo
9:45 pm - 3:54 pm
LIH
-
BOS
12h 09m
1 stop
$561Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
11:00 am - 7:20 pm
BOS
-
LIH
14h 20m
1 stop
Delta Logo
9:45 pm - 11:17 pm
LIH
-
BOS
19h 32m
2 stops
$562Delta
Mon, Aug 24 - Mon, Aug 31
United Airlines Logo
9:34 am - 7:44 pm
BOS
-
LIH
16h 10m
2 stops
United Airlines Logo
7:35 pm - 1:47 pm
LIH
-
BOS
12h 12m
1 stop
$564United Airlines
Mon, Aug 24 - Mon, Aug 31
Delta Logo
5:40 am - 5:12 pm
BOS
-
LIH
17h 32m
2 stops
Delta Logo
9:45 pm - 11:57 pm
LIH
-
BOS
20h 12m
2 stops
$567Delta
Fri, Aug 14 - Tue, Aug 18
Delta Logo
5:45 am - 5:12 pm
BOS
-
LIH
17h 27m
2 stops
Delta Logo
9:45 pm - 11:17 pm
LIH
-
BOS
19h 32m
2 stops
$572Delta
Tue, Aug 18 - Tue, Aug 25
Alaska Airlines Logo
4:33 pm - 11:44 am
BOS
-
LIH
25h 11m
1 stop
Alaska Airlines Logo
10:42 am - 5:49 am
LIH
-
BOS
13h 07m
1 stop
$583Alaska Airlines
Tue, Aug 25 - Wed, Sep 2
American Airlines Logo
6:45 am - 2:55 pm
BOS
-
LIH
14h 10m
1 stop
American Airlines Logo
9:40 pm - 8:45 pm
LIH
-
BOS
17h 05m
1 stop
$586American Airlines
Booking Insights

KAYAK's insights & trends for Boston to Kaua'i flights

Get data-powered insights and trends into flights from Boston to Kaua'i to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Boston to Kaua'i?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $491, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to Kaua'i?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Kaua'i, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Kaua'i is November, when tickets cost $650 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,241 and $978 respectively.

How far in advance should I book a flight from Boston to Kaua'i?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Kaua'i, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Kaua'i, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$269
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Boston to Lihue

FAQs - booking Kaua'i flights

  • How does KAYAK find such low prices on flights from Boston to Kaua'i?

    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 Kaua'i.

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

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

    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 from Boston to Kaua'i with an airline and back with another airline.

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

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

Reviews of the top 5 airlines serving from Boston to Kaua'i

 
See real verified KAYAK customer reviews for airlines flying from Boston to Kaua'i. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Kaua'i? 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.
7.9
Alaska AirlinesOverall score based on 12265 reviews
7.0Food
8.1Boarding
7.0Entertainment
7.8Comfort
8.5Crew
Airline reviews

Hello, Our flight arrived late, and the flight we were to connect to the departure time was moved up. At first our flight was scheduled to arrive at 10:40, but it arrived at 10:56. Our connecting flight was scheduled to leave at 11:25, and it was moved to 11:20. Also the terminal was moved from N to S. N would have been in the same terminal as the one we arrived in-- to get to S we had to take 3 trains to get to. And when we arrived at the gate, around 11:15, they said the gate was closed and would not open it. We had come from a funeral in Boston, and the person that helped us get new tickets said, "did you come from a girsl trip?" No, we did not. We were coming from a funeral. This experience was not what we expected/wanted. My friend, because she had to run to S, got a migraine and turned pale. In addition, I paid an extra $70 for an aisle seat that was more upfront, to make sure I can get off the plane faster and make the connecting flight. The fact that the plane not only did not wait, but left earlier, is absolutely unacceptable. This was a terrible experience, and I hope that I can be refunded for this horrible experience.

2.0 MediocreAnna, Apr 2026
BOS - SEA
Read more Alaska Airlines reviews

Hello, Our flight arrived late, and the flight we were to connect to the departure time was moved up. At first our flight was scheduled to arrive at 10:40, but it arrived at 10:56. Our connecting flight was scheduled to leave at 11:25, and it was moved to 11:20. Also the terminal was moved from N to S. N would have been in the same terminal as the one we arrived in-- to get to S we had to take 3 trains to get to. And when we arrived at the gate, around 11:15, they said the gate was closed and would not open it. We had come from a funeral in Boston, and the person that helped us get new tickets said, "did you come from a girsl trip?" No, we did not. We were coming from a funeral. This experience was not what we expected/wanted. My friend, because she had to run to S, got a migraine and turned pale. In addition, I paid an extra $70 for an aisle seat that was more upfront, to make sure I can get off the plane faster and make the connecting flight. The fact that the plane not only did not wait, but left earlier, is absolutely unacceptable. This was a terrible experience, and I hope that I can be refunded for this horrible experience.

You can standby to get on earlier flight if the seat is open.

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

Generally very good. Waiting (due to de-icing and traffic) in plane to take off was a put-off. But it's not the airline's fault. I find Airbus more comfortable than Boeing.

Smooth flight, on time despite Captain’s forecast of troublesome weather conditions.

Our flight when we finally got rerouted to a different destination than we were going was fine. But 2 days was taken out of our vacation because our flit was cancelled. We understand mechanical problems and of course don’t want to be on a plane that has mechanical problems.Wish there had been another solution.

The flight was a disaster. It is a 40 min flight and we waited to the tarmac for well over 90 min with no updates, while the crew tried to reconcile the seating chart of people on the plane to what their phones showed. Terrible communication, systems and experience. I would do almost anything to avoid taking another Alaska flight after the experience last night.

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

I behave had better flights this one was old and poor

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

My bags were misplaced!!! Im in a foreign country with no bags

The entertainment options on the seat back video boards were nice.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Packed in plane small uncomfortable seats elbow to elbow nobody wants to be in that situation for the money they paid

It was a more comfortable seat don't get stuck in middle, makes for uncomfortable situation

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

Flights on time w/o delays. However, my baggage was damaged. Ground crew, throws baggage from plane to the baggage carrier, carelessly.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

The seat was comfortable, the attendants were very nice and WiFi made my life so much easier with work. Kudos!

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

Everything you need to know for your flight to Kaua'i

Information on your arrival and departure airports