$251 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 5/5. 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 5 - Wed, Aug 12
American Airlines Logo
10:30 am - 7:06 pm
BOS
-
LIH
14h 36m
1 stop
American Airlines Logo
9:41 pm - 4:31 pm
LIH
-
BOS
12h 50m
1 stop
$488American Airlines
Tue, Aug 18 - Mon, Aug 24
Multiple Airlines Logo
4:33 pm - 3:09 pm
BOS
-
LIH
28h 36m
1 stop
Multiple Airlines Logo
9:24 am - 7:31 am
LIH
-
BOS
16h 07m
2 stops
$493Multiple Airlines
Wed, May 6 - Tue, May 12
Delta Logo
10:55 am - 6:40 pm
BOS
-
LIH
13h 45m
1 stop
Delta Logo
9:40 pm - 10:51 pm
LIH
-
BOS
19h 11m
2 stops
$494Delta
Wed, May 6 - Tue, May 12
Delta Logo
5:35 am - 6:40 pm
BOS
-
LIH
19h 05m
2 stops
Delta Logo
9:40 pm - 10:51 pm
LIH
-
BOS
19h 11m
2 stops
$499Delta
Tue, Aug 18 - Mon, Aug 24
Alaska Airlines Logo
4:33 pm - 3:09 pm
BOS
-
LIH
28h 36m
1 stop
Alaska Airlines Logo
1:15 pm - 7:31 am
LIH
-
BOS
12h 16m
1 stop
$508Alaska Airlines
Sun, Aug 23 - Wed, Sep 2
Multiple Airlines Logo
5:45 pm - 3:09 pm
BOS
-
LIH
27h 24m
1 stop
Multiple Airlines Logo
6:00 am - 7:31 am
LIH
-
BOS
19h 31m
2 stops
$513Multiple Airlines
Tue, Apr 14 - Mon, Apr 20
Delta Logo
7:37 am - 5:40 pm
BOS
-
LIH
16h 03m
1 stop
Delta Logo
8:20 pm - 7:45 pm
LIH
-
BOS
17h 25m
2 stops
$514Delta
Sun, Aug 23 - Wed, Sep 2
Multiple Airlines Logo
5:45 pm - 2:00 pm
BOS
-
LIH
26h 15m
2 stops
Multiple Airlines Logo
10:11 am - 7:31 am
LIH
-
BOS
15h 20m
2 stops
$519Multiple Airlines
Tue, Mar 10 - Tue, Mar 31
American Airlines Logo
7:15 am - 4:14 pm
BOS
-
LIH
14h 59m
1 stop
American Airlines Logo
9:00 pm - 4:30 pm
LIH
-
BOS
13h 30m
1 stop
$523American Airlines
Mon, Aug 17 - Mon, Aug 24
Delta Logo
7:05 am - 7:20 pm
BOS
-
LIH
18h 15m
1 stop
Delta Logo
9:26 pm - 3:44 pm
LIH
-
BOS
12h 18m
1 stop
$528Delta
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 $442, 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 September, 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 $1,352 and $997 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 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$251
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 3% increase in price.
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.
8.0
Alaska AirlinesOverall score based on 11950 reviews
7.0Entertainment
7.1Food
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Feb 2026
BOS - SEA
Read more Alaska Airlines reviews

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

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

Food was bad. Just a drink for a 5 hour flight

Leg and arm room are horrible. I am not a big person and found it tight.

Good. Flight was good. Crew was good. Wish they offered coffee refills. Wish I didn’t have to pay for headphones. Otherwise good for a commercial flight.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Never got on it. Was re-routed through Detroit and am still in airports 12 hours later waiting for my connecting plane to arrive.

Delta has too many delays now days. It is 1:06 am now. I was supposed to land in Norfolk at 10:30 pm. I got re-booked through Detroit and I’m still in Detroit. I hope to be landed in Norfolk by 3am. I’ve been in airports for 12 hours as of right now. There is a weather delay now but most delays lately have been maintenance.

Very Very late. Subsequent flights left an hour before ours

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.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

I was very, very cold and a stranger loaned me her sweater next to me. I didn’t wanna buy a blanket just for a four hour trip when I did not need the pillow or the earphones. I don’t mind purchasing a blanket, but I only needed that not all of it accessories. Cold air pretty much blew the entire trip. Two people in front of me both bought the blanket packages. Maybe that’s the idea. The crew was exceptionally nice and passed through multiple times.. the restrooms were very clean and usually accessible.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Everything was great except for the boarding process. Everyone is lining up all at the same time and it’s hard to tell between the groups as they are way too large.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

it was a very short flight so my expectations were low.

So bad, flight was been cancelled due to aircraft problem, so ended up buying anothet ticket.

As great a red-eye flight as red-eye flights can be.

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

Worst experience ever. Flight could not land in Charlotte for what we were told was a ground stop. Had to be diverted to Raleigh to refuel. Strangely during ground stop, our connecting flight had no issue taking off on time causing us to miss our flight. We were told there were no other flights that day to our final destination and that two days out was the next one. The only flights to get us there were from Chicago the next morning. Completely opposite direction but it was a direct flight. So we get flown to Chicago and have to find a hotel in our own dime. The flight in the morning was also delayed. Thankfully only a short time. The non too of all this, our luggage did not arrive by the time we were there. Communication was terrible, through the entire trip. Complete incompetence. Will never fly American again.

I am an AA flyer for a very long time... AA has yet to disappoint.

Flight was delayed. Not much information on when the flight would take off. Eventually we were told it was maintenance. App was not giving updates.

Never ontime and always delays. Long waits for customer service and often app doesn’t work

Arriving plane went to wrong gate. Flight Attendant was late. Was in no Hurry when he arrived. Flight was fine. Plane had to wait 20 minutes to get assigned a gate due to designated gate tied up. barely connected.. Boarded extremely late on final leg of trip.

We arrived 25 minutes early only to be told our gate was occupied and so we sat for close to 30 minutes to pull into a gate. That’s not an early arrival!

Experience was great. The best part is the free Wi-Fi connection which helps me to work on the flight

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

The TSA check in took 1.5 hours to get through in Austin and I missed my flights back to DC

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