Available today, July 16. New Alaska Airlines Hawaii deals today from $149 each way. Valid for travel from August until May 2020, depending on route. Offer could end at any time, sale prices are limited in availability, and almost all travel is mid-week.
And remember you can still bring back fresh pineapple from Hawaii free as part of the deal. Here’s how that works. You buy the pineapple (think Hawaii Costco for $2.99). Then one packed box of pineapples (with the normal checked bag size) will be transported free of charge from any Hawaii airport to the US Mainland. We’re bringing them to friends and family on our next trip for sure.
Matching from Hawaiian Airlines. Look for matching or better sale prices on Hawaiian airlines today. In cases where fares are matched, Hawaiian is offering full fare economy at same price as Alaska is offering basic economy.
Note that many of the routes are not in competition with current or future Southwest Hawaii flights.
If you’re planning a Hawaii vacation anytime from summer until next May, today is a great time to book. Dates vary by route. Mostly mid-week travel.
Sale fares are as of July 16 are limited, and offers could end at any time as prices change multiple times daily. Do not wait to buy if these work for you, as they could be gone tonight! Fly on 29 routes on sale to four islands from just $149 each way.
Enjoy the perfect summer through spring Hawaii vacation! Luxuriate under the glorious Hawaiian sun.
Flash Sale Today | Alaska Airlines Hawaii Deals
Airline: Alaska Airlines. Also check Hawaiian Airlines.
Purchase and Travel dates: Travel from August 2019 until May 2020, depending on route.
Fares and Availability: Prices listed are the lowest fares each way we found in these markets. Limited availability, not on all dates or flights. Some routes are much more limited than others but all have limited availability. That’s why the prices are lower than found elsewhere. Cheapest fares are “saver fares.” These have limited or airline assigned seat selection, are last to board, and changes are not allowed outside of the initial 24 hour cancellation policy. Main economy fares are $30-$45 higher. Date range shown indicates the first and the last month when one or more of the fares listed is available in either direction.
Tips: Travel can start either on the US Mainland or in Hawaii. Try looking for one ways and combining two of those into and out of different islands to create your own custom island hopping in Hawaii experience!
How to Book: You cannot call to get these Alaska Airlines Hawaii deals. Online booking only. Additional fees apply to phone reservations.
Kauai – Alaska Airlines Hawaii Deals
Oakland $159 August until September (limited)
Portland $226-$230 August until May
San Diego $159 August until September (limited)
San Jose $179 August until December
Seattle $198 September until December
Kona – Alaska Airlines Hawaii Deals
Oakland $159 August until September
Portland $233 August until September
Sacramento $169 August until September
San Diego $179-$198 August until December
San Francisco $169 September
San Jose $169 August until September
Seattle $189 September
Maui – Alaska Airlines Hawaii Deals
Los Angeles $189 August until October
Oakland $159 August until September
Portland $169-$198 August until December
Sacramento $159 August until September
San Diego $169 August until November
San Francisco $159 August until September
San Jose $$159-$169 August until December
Seattle $179 September
Honolulu – Alaska Airlines Hawaii Deals
Los Angeles $179 September
Oakland $179 September
Portland $198 August until May
San Diego $169 September
San Francisco $149-$198 August until December (limited)
Sacramento $224-$231 August until September
San Jose $169 September (limited)
Seattle $189 September
Updated July 16, 2019.
Beverly S. says
Hi,
Just fouund your site and trying to take it all in. Hoping to pull togheter a family trip for 4 (possibly 5) adults in the first two weeks of January 2020 (say 1/2 – 18). Would like to visit several of the islands (maybe 3) as it might be the only chance. Trying to decide on which–we like nature (National/State Parks) more than resorts, but do want to see Pearl Harbor site. We would fly from/back to Portland, OR. Priced multiple one-ways (PDX – HNL, HNL – OGG, OGG – ITO, KOA-PDX for $802 apiece–is this good? the best for January? It was on Hawaiian Airlines. Is there a better route order/combination? Thanks so much for your input.
Beat of Hawaii says
Hi Beverly
We’ll address trans Pacific only, as inter island is a separate issue and pricing is related largely to time of day and day of week choices.
We are seeing airfares of just over $600 for your routes and dates. It might be better to transit via Maui and Honolulu for best prices and options. If dates are set, price may not improve. If flexible, for mid week travel, and starting a week later, improvement of up to $150 by waiting is possible.
Aloha.
April says
Hello there!
Before I ask my question, let me just say I love your site and it has been super informative! Thank you!
Ok, can I ask please, from the East Coast (mainly EWR or JFK), we’d like to fly direct into Maui. Connections through other airports or islands is ok too..when is the best time to buy tickets for February travel?
Any suggestions on airlines or connecting Flights? It’s seems there are a lot more options from the west coast, so I appreciate your thoughts.
Family of 4 all adult tickets.
Mahalo!
April
Beat of Hawaii says
Hi April.
Thank you! Price target is $550 and currently there are $580 fares with a quick connection on Hawaiian. So if dates work, might be worth buying now. Getting all the way to Hawaii on one flight seems to reduce chances of connection problems, in our experience.
Aloha.
Lynn R says
Please help me! I am searching for the deals on Alaska & Hawaiian and they are not coming up $149 each way. We are flying from LAX to Kona in February returning in March. Is there a code I need or something?
Thank you.
Beat of Hawaii says
Hi Lynn.
Not sure why you thought there were $149 fares on that specific route, as that was not what we indicated.
Currently priced mid-week from $550 RT but could drop to about $400. That might occur sometime between late summer and fall.
Aloha.
Elsie says
Aloha!
Can you please tell me when is best time to buy tickets from LAX to OGG June 7 and return June 23, 2020. It’s for a family of 5. My preferred airlines is Hawaiian or Alaska. Not sure if to wait and is it better to buy one way tickets as I see deals. I’m a little concerned with Hawaiian Airlines moving terminals and what that means to our airfare price and accessibility to get through terminal. Greatly appreciate your advice and guidance.
Mahalo!
Elsie
Beat of Hawaii says
Hi Elsie.
Because your outbound is at end of low season, and a weekend, it would be best to treat entire trip as high season. Therefore, best suggestion is to buy as soon as it is available. Target price is in low $600’s, which if you can get it, would be great. Southwest could be a factor in lowering prices later, but that is definitely not guaranteed. Let us know how it works out.
Aloha.
Colleen says
Looking for 6 flights from PHX to HNL June 2020 what would be a good price? Thanks!
Beat of Hawaii says
Hi Colleen.
If entire trip isn’t completed within first week of June, then in range of $750-$1,000 RT.
Aloha.
Sharon W. says
Hi! Four of us plan travel from Sacramento to Maui on Thursday, December 5. Then Kahalui to Lihue on Saturday, December 14. Return to Sacramento on Sunday, December 22. We’d like to use Southwest credits, if they will be serving Maui by then. Otherwise, what would be our best options and when should we purchase our tickets? Thank you so much! Sharon W.
Beat of Hawaii says
Hi Sharon.
Do not wait on Southwest if you are determined to go, as it is highly unlikely. You are flying largely in high season, especially the return segment. It would be best to buy all segments now, with the inter-island and return being essential. The outbound has more flexibility being mid-week and low season. Hope that helps.
Aloha.
Lisa M. says
Thanks so much for the great site and information! We need to book a roundtrip from Maui to Kauai in late October. I’m finding RTs at about $800-$1000. Any ideas if this will drop or if I should just go ahead and book it now? Thanks very much!
Beat of Hawaii says
Hi Lisa.
You are indicating Maui to Kauai at $800+ which it appears isn’t what you are intending as your route. Please let us know where you are flying from/to.
Aloha.
Lori W. says
How come the good deals are always west coast? Let’s start having good deals out of Chicago and Milwaukee. If there’s any area that could use a break to Hawaii it’s that area. Thanks
Scott T says
Thanks for this blog. Any word on when Southwest will release their schedule beyond 1/5/20?
Beat of Hawaii says
Hi Scott.
All the latest on SW including that is here: https://beatofhawaii.com/southwest-hawaii-airline-update/.
Aloha.
Mike G says
If you are smart, you will NEVER fly Southwest anywhere. I can tell you all about how shoddy their maintenance practices are.
Steve J. says
Great site guys! Looking to travel to Maui from LAX anytime in October 2019 for 6-8 nights. Is $360 RT about as good as I’m likely to see? Are the days of $199 RTs from the west coast long gone?
Beat of Hawaii says
Hi Steve.
Wouldn’t put it that way – long gone. Just not right now. Anytime you can get RT to Hawaii in the $300’s you’re getting a great deal.
Aloha.
Arctic S. says
I live in Alaska. It seems like “Alaska Airlines” would actually have a deal flying out of Alaska.
Kimbelry K. says
Hi, we are traveling to Maui next year in March. We are flying from St. Louis to San Diego (I will worry about that flight later). What I would like to get your input on an Alaskan Airline flight price, San Diego to Maui (first class) then a week later Maui to San Diego (main cabin). I’m splurging on the flight there because it is our 30th Wedding anniversary. We would be leaving on Saturday both ways. Please let me know you thoughts on a price of $1,670. Thank you.
Beat of Hawaii says
Hi Kimberly.
It largely depends on dates. When checking 3/14-3/21 just now (both Saturdays), round trip first class is $1,286. That’s a fair price. Actually we don’t find any airfares as high are you are showing, and having one way be in economy, would be even less.
Aloha.
Brad says
Aloha,
Thank you for this awesome blog. My wife and I are planning on going to Kauai December 14th through 19th. We have a ton of points on southwest and would prefer to connect through Honolulu to Lihue. Do you think that connection will be running by then with southwest?
We are coming from Dallas so we may need to go with another airline. In that case when do you recommend booking?
Thank you so much for your advice!
Beat of Hawaii says
Hi Brad.
Seems likely they will be flying here by fall so you should be good on that aspect. You are flying too late in December to have good pricing. You’re also flying on a Saturday. Not certain this is going to play out to your liking and waiting won’t improve the deal.
Aloha.
Cheryl F says
PLEASE let me say ‘ I love you guys’❤️
THANK YOU😉😊
Beat of Hawaii says
Hi Cheryl.
Thank you!!
Aloha.
Arlene H. says
For over a year, 6 families planned our reunion in Honolulu from August 3-11. The Southwest Airlines announcement to Hawaii looked promising. But that over-hyped Southwest Airlines sale in March 2019 failed us. Only two families got their flight reservations (one from OAK to HNL via Alaska; the other family coming from Washington DC via United). The Southwest Airlines sale in March (from OAK, SFO, and SAN) sold out so fast and that lack of inventory left 4 families with nothing but $600-$700 Hawaiian Airline flights. Every day we look for flights online makes us all feel like backing out on our vacation as it becomes more and more unaffordable. We all have our hotel reservations locked in Waikiki, but 27 of us have no way to get there. Question: Will Southwest Airlines or ANY other airline open flight inventory before June 11th. That’s our target date that will either make or break our family reunion.
steve says
Arlene,
Southwest really threw a wrench into this years pricing.
• First they announced they would be flying to Hawaii….so the competition waited until they could gauge the SWA pricing. The SWA one day sale did not provoke any reactions with its limited selections…if anything it drove prices higher.
• Then the government shutdown delayed the SWA Hawaii approval…and when they did get approval and announce the sale it was really a silly sale that lasted a few hours with very limited selection from Oakland and San Jose.
• Then SWA announced that future sites and sale would be announced in April…then May (Sacramento, San Diego, LAX)…that started the competition price wait cycle all over again.
• Now throw in the Boeing 737MAX mess…on the surface SWA stated they will not be impacted since the MAX to Hawaii… everyone celebrated right…..WRONG!
In reality, SWA removed their 40 737MAX planes out of service and is now using the planes intended for Hawaii for the MAX routes. They recently announced this will delay the next Hawaii routes and sale….until when?…WHO KNOWS!
So everyone from passengers to the competition is still waiting for the next SWA announcements.
With June a couple of days away….I don’t expect to see any sales or flight additions for June and July….its the high peak summer season.
Sorry to say that East coast flyers to Hawaii will have to pay the crazy high prices if flying in June or July.
CS says
August is peak season. Last summer we paid $900/each for tix from Seattle to Hawaii. Those prices of $600-$700 flights don’t sound that bad!
Ieufaka P. says
you seem to imply that there are no inventory seats available to Hawaii … which is not the case. you are seeking cheap fares during a time of the year that is really expensive. it seems that southwest should not be blamed for your misfortunes. can you realize that the “over-hyped” southwest fares to Hawaii is your viewpoint that is negative in nature ,,, since you and your tribe people were not able to secure the low fares that alot of other people obtained … like me … ALOHA! HAWAII >>> See you soon!
Monila says
Hello
Thank you for all the great information. The minute I received your email I clicked on the route I wanted. I am looking for August dates from Oakland, CA or nearby airport to Honolulu. Unfortunately I didn’t find the prices you had mentioned. The San Jose to Honolulu route took me to Expedia booking and it was in the $600 round trip. I also went to the Airline direct website and same thing. Should I have looked somewhere else for the deals? Also what are the chances of southwest announcing Sacramento route before August please?
Thanks you!
Beat of Hawaii says
Hi Monila.
The next time you have an issue, please leave us a comment write away with what you are looking for and we will try to help. The day after doesn’t work.
Chances of Southwest announcing SMF before August are slim.
Aloha.
Rae says
Hi, We are looking for 1 way flights from San Diego to Honlulu on Oct. 13. The prices have dropped to $283. Is this a good price or should we wait. Thank you so much for your reply.
Beat of Hawaii says
Hi Rae.
If Southwest gets going by then it won’t be considered a good price. If they don’t, it will. So it is impossible to predict, as their starting date is based on the Max returning to flight and no one knows when that will be.
Aloha.
Julie says
Hello, thank you for all the great info. My question is I am flying from Louisville KY. to Hilo, return is Kona to Louisville. Travel dates are highest of high season, Dec 14 -Jan 01, is there a way to include both Big Island Destinations or should I book each trip as a 1 way? I have around 3,000 to spend . Doable?
Beat of Hawaii says
Hi Julie.
For your dates/itinerary. Just under $1150 on United with quick connection is best deal.
Aloha.