Available today, February 18. New Alaska Airlines Hawaii deals from $139 each way with greater availability of dates. Valid for travel from now until May, and August until December, depending on route, and as indicated below. Offer could end at any time, sale prices are limited in availability, and almost all travel is mid-week. If you’re planning a Hawaii vacation anytime from now until December (excluding June and July), today is a great time to book.
When you fly Alaska, pineapples fly free.
Here’s how that works. You buy the pineapple (think Hawaii Costco for $2.99 each). Then one packed box of pineapples (with the normal checked bag size constraints) will be transported free of charge from any Hawaii airport to the US Mainland. These make a great and inexpensive gift for friends and family on returning from your next trip to Hawaii.
Competition: Hawaiian Airlines deals and Southwest Hawaii deals.
Look for sale prices on Hawaiian Airlines today too. See our comparison of basic economy to Hawaii offerings across all airlines.
Southwest Hawaii deals. Also check Southwest for sale prices.
Sale fares as of February 18 are limited, and offers could end at any time. Airlines change prices 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 $139 each way.
Enjoy the perfect Hawaii vacation! Luxuriate under the glorious Hawaiian sun.
Flash Sale | Alaska Airlines Hawaii Deals
Airline: Alaska Airlines. Also check Hawaiian Airlines and Southwest Airlines.
Purchase and Travel dates: Travel from now until December, depending on route, as listed below.
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. That’s why the prices are lower than found elsewhere. These are “saver fares,” have limited or airline assigned seat selection, are last to board, and changes are not permitted 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. Use flexible date calendar.
Kauai – Alaska Airlines Hawaii Deals
Oakland $151 March, April, August until November
Portland $169 March, April
San Diego $159 March until May
San Jose $139 April
Seattle $191-$196 April until May
Kona – Alaska Airlines Hawaii Deals
Oakland $151 September until December
Portland $211-$220 March until May, August
Sacramento $198 March
San Diego $164 April until May
San Francisco $198 March
San Jose $139 March until May, August until September
Seattle $217 March until May, August until December
Maui – Alaska Airlines Hawaii Deals
Los Angeles $169-$174 March until May
Oakland $151 March until May, August until December
Portland $169 February until May
Sacramento $139 March until April
San Diego $139 April, August (limited)
San Francisco $159 April until May
San Jose $139 August until September
Seattle $179-$189 March until May
Honolulu – Alaska Airlines Hawaii Deals
Los Angeles $169-$189 April until May
Oakland $151 April until May
Portland $206-$214
San Diego $151 April until May, August until December
San Francisco $169 April until May
Sacramento $203-$223 April until May, August until December
San Jose $139 May (limited)
Seattle $198 April (limited)
Updated February 18, 2020.
Beat of Hawaii photo at Waimea, Oahu.
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Kevin S. says
Flights to hawaii PLEASE,
Need to see kona and big island.maybe kaui VERY VERY much..
From st.louis lambert airport in Missouri please.
Need much much lowered fares.
Thank you so very much!please
Beat of Hawaii says
Hi Kevin.
Mid-week fares for spring and fall are just over $600 RT with good connections. Probably won’t improve from there.
Aloha.
Kim says
Hi,
Possibly a silly question but I’ve always wondered, what is a “properly packed” box of pineapples? We want to bring back a few but of course don’t want to pay the crazy prices at the airport. We always stop at Costco so that would be ideal, but we’re just really unsure how they should be packaged.
Thanks for helping out!
Beat of Hawaii says
Hi Kim.
Sorry, but we don’t know exactly how that could be interpreted either. Gut says put them in a box that won’t get crushed in the luggage hold and you should be fine. Let us know how it goes.
Aloha.
Kay-Lee says
Hello,
I have been checking your site daily for the last 6 months and want to thank you for the consistent updates! We are planning a trip to Kauai and Maui from Boston from 3/6 or 3/7 til 3/20 or 3/21. We got the Hawaiian airlines credit card with the one time companion discount for a round trip flight, so we are planning to book a round trip flight from Boston to Honolulu to get the discount and then buy island flights after. Tickets recently went up a week or two ago, but I have been following your page and it seems that they might have new sales as Southwest gets closer to releasing more flights. Do you think it would be best to buy tickets now or wait for a sale? Also, do you think it is worth it to get the extra comfort seats or stick with main basic.
Thanks,
Kay-Lee
Beat of Hawaii says
Hi Kay-Lee.
Thank you. Since you are flying on weekends, it doesn’t seem likely that prices will go down. It is going to cost $800+ RT plus interisland. Southwest won’t have any impact on this route. Thus probably no advantage in waiting. Would highly recommend the extra comfort seats from our personal experience. But then it depends on how stressed you get flying. The extra room really seems to help.
Aloha.
Aloha.
Leyland says
Aloha:
I am fortunate to live in the west coast (San Jose) and can take advantage of cheap flights to Oahu, HI. I booked airfare and hotel to Oahu, HI for the first week in March. A relative wants to join in our trip and he is coming from Chicago MDW. I am not familiar what is “good” airfare from Chicago MDW to HNL. Any suggestions, recommendation and tips are appreciated.
Leyland.
Beat of Hawaii says
Hi Leyland.
$600 or so would be a good target for MDW-HNL. Perhaps wait until December to January to book so long as you are doing mid-week travel.
Aloha.
Linda says
Hello,
I have been watching one way flights from Boston to Kona on February 15-16. When I first began searching, I could have gotten a wonderful deal on American for $339 but I wasn’t sure if we were going directly to Kona so I didn’t book it. Now the prices have increased significantly.
My son is getting married in Kona and has rented a house from 2/18 – 2/25 in Kona. I wanted to fly out a few days earlier to get adjusted to the time difference. We had thought about spending a few days in Honolulu but then realized that it would probably just be best to go directly to Kona.
I did book my flight home on 2/28 with Hawaiian airlines from Honolulu to Boston and got a decent fair, although they did go down after I booked.
Can you suggest which airlines would be best to make the long trip out to Kona and also should I expect any drop in fare? I was hoping to have only one stop on the trip with the least amount of flight time/travel as possible.
Thank you so much for your help and suggestions.
Linda
Beat of Hawaii says
Hi Linda.
The problem is you’re flying on Saturday so that will cost you significantly more. Doubtful it will drop from current mid $500’s one way. If you can go during the week, then the price will be up to $200 less. Take your pick in terms of the airline – they all have good connections and under 15 hour transit times.
Aloha.
Allan M. says
Are there any deals to Hawaii from ORF?
deborah w. says
Hello,
Friends and Family members are planning a trip next year in October 2020, our dates at this time are flexible.
When would be the best time to start looking for lower rates on air travel for the month we have in mind.
Thank you for all the information you provide its very helpful.
Thank you
Debbie
Beat of Hawaii says
Hi Debbie.
Please read this article as it contains the answers to your questions including geographic specifics. https://beatofhawaii.com/the-cheapest-time-to-fly-to-hawaii-is-coming-soon/.
Generally you can expect to find best prices 3 or 4 months in advance.
Aloha.
David K says
Aloha,
I enjoy you insights and flight data. Please advise me the best time and target price for flight from Little Rock, AR to Honolulu from mid December until mid February. My dates are flexible.
Mahalo nui loa,
David K
Beat of Hawaii says
Hi David.
Mid-December puts you into high season unless you plan to leave by 12/10. It you do leave by then, flying mid-week, then it looks like you’ll pay between $750 (2-stops) and $800+ (1-stop). If you leave later, plan to add at least $100 for the departing flight or more, depending on the day.
Aloha.
Ellen says
Hi, always appreciate all of your insights. Do you have any advice about the best time to buy tickets from EWR/JFK to Kona May 18-28, 2020? What’s the best fare we could hope for? Thanks so much! Ellen
Beat of Hawaii says
Hi Ellen.
Best hope is probably high $500’s. Right now, it is pricing at $755 RT (1-stop) on multiple airlines. If it does drop, that could happen about 90 days before departure.
Aloha.
Scott says
Hello –
Thank you for all of the insightful information! We are looking for round trip tickets from SLC to LIH for 5 people January 9 – 16th, 2020. I’ve been watching ticket prices closely, but they appear to be moving higher ($549 RT, 1-2 stops). Should we buy now or will ticket prices come down between now and then?
Truly appreciate your help!
Scott
Beat of Hawaii says
Hi Scott.
If you want to get into very long travel times, price might drop to low $400’s. For anything reasonable, cheapest is going to be low $500’s. That is available now in January, but just not for your specific travel dates. There’s nothing to indicate those won’t come down too, but whether they will of course, we don’t know. It doesn’t appear prices will go higher.
Aloha.
Trina C. says
Hi,
Thank you for all the great information you post. It is so helpful. We are looking for a one way ticket from Maui to SF or SJ in March 2020. This current fare deal only runs to the end of February 2020. Do you think we will see some of those rates in March 2020 anytime soon?
Your help is greatly appreciated!
Thank you,
Trina
Beat of Hawaii says
Hi Trina.
Yes. wait for that. First half of March will see reduced prices, but second half may not due to spring break.
Aloha.