Alaska Airlines Hawaii deals today including California, Portland, and Seattle. Plus their new automated pricing
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274 thoughts on “$99 Alaska Airlines Hawaii Deals | August Til November”
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Alaska Airlines Hawaii deals today including California, Portland, and Seattle. Plus their new automated pricing
Get Breaking Hawaii Travel News
Comments are closed.
We are traveling from the St. Louis area to Maui on Feb 1, 2020. When is the best time to book airfare for that far out? AA seems like the best bet from stl to ogg. Any ideas please?
Thanks
Hi Sherri.
Saturdays are always more expensive. Currently starting just over $800 with good connection. There’s some chance it could drop to the $650+ range if you choose to wait. No guarantee it will though. If that happens, it might be in late summer to early fall.
Aloha.
Do you think it’s likley at this point that Oakland to Hawaii on Alaska Air, June 12, 12:30pm departure will fall below $789? Just one way. Waited too long now the price is twice as much as before in March. Not sure if I should wait and take a chance. Not flexible on date.
My family of 4 is looking to for flights to HNL from the California Bay Area or Sacramento. Dates are October 12 (a Saturday) or 13th – October 19 (a Saturday) or 20th. Right now best I have found is $440/person round trip on Alaska. Should I try and do better than that?
Aloha,
Love the site! We are a party of 6 traveling to Honolulu from SF Bay area July 19-26. SFO, Oakland, or San Jose airports are easily accessible. I’m seeing Alaska at $540+ pp, and Hawaiian at $650+ pp. Any chance these will improve, or just book now? Any insight helps! Sun country is cheapest, but not sure we want to try them.
Thanks so much!
Hi William.
We are not seeing much chance for that to improve. Concur about Sun Country.
Aloha.
We are planning to go to HNL and LIH from SFO or OAK this June. Any chances there will be a “summer deals” coming up soon? or the $350 Hawaiian airlines (one way) fare is already a good deal?
Hi JN.
For travel completed the first week of June it could improve, but otherwise not.
Aloha.
Hello,
Love this site! Thank you for all the updates on airfare, etc. We are flying from PHX to LIH in July. I have fares for $624 on hold with American. We were able to fly last July for just under $500. Do you foresee that happening again? Thank you!
Brooke
Hi Brooke.
It appears unlikely to improve below low $600’s. Not a bad fare for July.
Aloha.
I will be traveling home to Albany, NY from HNL on March 18, 2020. Wondering if I should wait for Southwest deals. We have already booked our flights over. I’ve been glued to your Southwest and other fare deals. Thanks.
Hi Linda.
No plans for Southwest to offer single ticket service from east coast. So a west coast stopover would be needed. Not sure yet where spring break could fall which will impact pricing, so hard to predict target cost right now. Right now it is pricing from about $900.
Aloha.
Hello!
Thank you for all you do to help us with getting the best deals for Hawaii. My family of 6 will be going to Maui from SLC Dec 20 to 27. Do you have any ideas what I should anticipate the fares to be for that route? Would it help if we were to travel a day earlier or later? When would be the best time to book flights? Thank you again for any direction you can give me.
Mahalo!
Nicole
Hi Nicole.
Thank you. Looks like that is going to cost about $1,000 with a good connection. No reason to expect it to go lower on Fridays at the holidays. If you come and go a day earlier that would help significantly as there are fares as low as about $800.
Aloha.
Thanks for providing such great, timely information! My family of 6 (all grown adults) will be traveling to Kauai in October from Sacramento. I don’t know why pulling the trigger is so hard for airline tickets. I would be grateful for your advise on airlines! Thank you for all your time in answering everyone’s questions! I think my son and fiance will be getting married during our trip!
Hi Leslie.
If you’re a Southwest person, then suggest waiting as it is highly unlikely this will drag on until then. Let’s see what happens with the Max return to service. So wait at least a month, or even longer. You’re traveling in off-season when waiting actually works. Let us know how it goes for you.
Aloha.
Aloha. I’d like to fly from JFK to Kahului this October. Would prefer Hawaiian airlines.
Should I wait or jump on the $758 coach fare?
Many thanks for your excellent website
Hi Josephine.
Thank you. Suggest waiting 1 to 3 months and a target price of $550-$600.
Aloha.
Thank you so much for providing this excellent resource. I watch your site regularly and subscribe to your emails for the latest updates.
We have travel plans to Kauai from July 19-August 2, with flexibility to shift 1-2 days if needed. We’ve been holding out for Southwest, but with the ongoing 737 Max troubles we’re getting nervous they’re not going to launch Kauai service in time, and fares on the other airlines are creeping up.
We can depart from any of the Southern California airports. LAX and San Diego seem to have the best options so far. Do you recommend waiting for Southwest (or more deals from the other carriers)? Or are the current fares as good as we’re going to see for this July?
Thank you!
Hi David.
Sorry, but we just are not certain as of this moment. If May 1 comes and goes without any further announcement from SWA, then we can assume this might drag out for a while. We’ll update on that as soon as we have more info.
Assuming no Southwest, low $500’s for your exact dates or come and go a day earlier to save $100. Good prices, and might not be worth waiting for the unknown, unless you have a stomach for that sort of thing.
Aloha.
Hello,
I am in the beginning stages of planning a trip to Hawaii in early June 2020. This post makes it sound as though April-May is usually a good time to book tickets for early June of the same year – am I understanding correctly? Also, I know things are in flux with Southwest and other airlines right now, but if you have any suggestions or predictions for the best/most affordable way to get to Lanai or Maui from STL airport they would be much appreciated. Thank you!
Hi Jamie.
To avoid the summer high season prices, you need to plan to have returned to the mainland the first week in June. So that would be June 4. After that, fares will go up the following week by perhaps 30%+ and the following week by much more. If that works for you, then target buying tickets about three months in advance. If, however, you’re traveling later than that, then you may want to start the purchase process more like 11 months in advance. That includes air, accommodations and car. SWA isn’t going to be a part of this, since we don’t expect them to offer single tickets from that far east for some time to come.
Hope that helps.
Aloha.
Our family of four is flying heading to Maui June 21-28. We’d like to spend a couple of days on Honolulu, which we can add either before or after our week in Maui- we’re flexible. I have been waiting for my husband’s companion fare with Alaska Airlines to hit his account so that I can combine it with my companion fare and basically get tickets at half off. I was not concerned about two weeks ago as flights were looking pretty good nonstop from San Diego/LA to either island. Then his fare hit the account and prices shot up! Right now it’s looking about $900 minimum for nonstop tickets, and not much better for those with 1 or more stops, many of which are redeye flights. I’m also noticing that seats are few and far between…..tough when traveling with two elementary-aged kids. Some flights allow you to get into seat selection and actually have none left without an upgrade charge!
Do you know if Alaska will add another nonstop flight if the ones listed sell out? I’ve been tracking using a couple of apps and they’re telling me to keep waiting for prices to drop, but when I’m trying to get four seats pretty close together (or 3+1), I’m getting nervous. Do I just bite the bullet?
Hello!
My family of 4 is planning a Maui (from Denver) vacation mid-October, 2019. Our dates can be somewhat flexible, but prefer to leave Denver anywhere from Oct 10-14. Could you please let me know when would be the best time to buy airfare and what is a reasonable price I should jump on should I see it. Thank you so much!
Hi Hazel
Right now the price is $686 RT on the nonstop, which isn’t bad considering all the time it will save you. For that suggest buying now as it probably won’t improve.
On the other hand, prices could drop to the low $500’s with a stop en route. And for that you might need to wait a few months.
Aloha.
Thanks for providing this website as a resource to those heading to Hawaii. My family of 4 is heading from San Diego to Maui in Mid July (Saturday to Saturday trip). I’ve been holding out for Southwest to open direct routes but now I’m starting to question if rates get near or below $600 RT on another carrier if I should book with them instead of Southwest. I know you don’t have a crystal ball, but is it still worth waiting on Southwest? Thanks!
Hi Mike.
Mid-July is a touch time to bet on a deal. But this year is unusual – oh so unusual. When Southwest gets back to announcements, that route will occur. Of course they’re hoping not to have to discount very much during peak summer travel. Will they? That’s unknown. So long story short – to ease your mind the most, then go ahead and buy now. If you’re flexible and willing to go into the unknown, then wait and you “might” be pleasantly surprised.
Aloha.
Hi,
I’ve already taken a chance with Southwest and snagged a one-way fare from SLC to HON for $198 on Oct 30. Do you think I have a chance of getting the same price for my return flight on or about Nov 6-9?
Thank you for your reply!
Michael B
Hi Michael.
Looks promising as there are already fares of just over $200 in that market with one stop. Nonstop is sky high.
Aloha.
We also have points on Southwest and are awaiting Kauai. Our dates are a little flexible for July 10-24 from NYC. United and American Airlines have a base fare with no bags and no seat choice of $577. Trying to figure out if we should just book or wait to use our Southwest points. What do you think?
Hi Lisa.
Those are expensive dates and the fare you quoted is quite reasonable for summer. Southwest has a couple of variables in your case that include flights to Kauai not yet being announced, and the fact that two tickets will be required.
Aloha.
We are traveling from San Diego to Honolulu. Went purchase flights yesterday from Alaskan Airlines for July. So excited price was $259. When I went to purchase, screen refreshed and tickets went up to $339. I was so upset. That unfortunately is not a 40% savings. Any idea if there will be any price breaks again for summer? Thank you!
Hi Lisa.
Yes fares change up to 5x daily as well as when inventory is depleted. Frustrating when that happens, and we’ve experienced it too.
Not sure what further deals are ahead, but our take is for continued downward pressure on prices and more opportunities like this. An unusual year to say the least.
Aloha.
I found your website in January and your info/recommendations have been really helpful since this will be our first trip to Maui. My wife and I currently have a June 1 – June 8 hotel booking and it will be tough to change our dates to midweek travel. I’m kicking myself for not booking round trip out of San Diego for $350 a person back in January. I slightly prefer LAX, but I’ve been planning on going out of San Diego with all the SWA hype. Is there any hope for me to get the price tag down from the current $550-600 per person or am I doomed at this point since I’m traveling on a weekend? Any recommendations? Thanks for all your help and keep up the great work!
Hi Matt.
Thank you. Unfortunately it doesn’t look like is going to improve for your dates, unless Southwest gets on that route by then. That we should know soon enough, so you might as well wait.
Aloha.
Hi there,
We’ve been waiting and waiting on Southwest for Kauai. Do you think it’ll get any lower than $179 one way from OAK to LIH? Would hate to buy four tickets now and in a couple weeks see Southwest launch $99 one way or something like that!
Thank you!
Hi Priscilla.
It all depends on when you are traveling. They may have great fares for April or May, but beyond that prices will rise.
Aloha.
We are traveling to the Big Island in July. We’ve flown the Alaska flights before, but would prefer SWA if possible. Any chance they will match todays Alaska pricing?
Waiting for PHX to LIH to drop in July. We had roundtrip flights for under $500 last summer. Any possibilty?
We are going to Maui in May. You have listed on Alaska air $139.00 one way. I can not find this amount on Alaska. Only thing I found was $ 580.00 round trip. Please advise me, Thank you so much. Paula
Hi Paul.
You did not say where you are traveling from. From San Diego departures at that price on May 1, 2, 8, 9, 14. And from Oakland May 6. Multiple return date combinations.
Aloha.
I need the last week of June – June 24-29 to be exact. Fares are still high – we were hoping to pay less than $500/rt. Do you think they will go down? We are flying from San Francisco to Honolulu. Any insight would be much appreciated!
Hi Joi.
That is $498 RT on Hawaiian. Doubtful that will improve. One of the most expensive weeks of the year.
Aloha.
HI,
We are wanting to book right after Christmas. Unfortunately the rentals are going fast.
Are airfares typically much higher than as well like back into the $500’s ?
Thank you
Hi Wendy.
You didn’t say where you are flying to or from. Let us know and we’ll try to help.
Aloha.
Sorry , I’m resubmitting. It didn’t look like it went through.
flight out of PDX and arrive at HNl
Thank you
Hi Wendy.
$468 nonstop on Alaska. If you’d rather wait, then there’s room for that to “possibly” come by by up to $100. On the other hand that might not happen in your market, and if it doesn’t, inventory/choices might be less.
Aloha.
Hi! I see you have rates listed today for $129 from San Diego to Kona-travel dates until June… we are flexible with end of May to late June but I’m not seeing anything less then $450 RT???
Thanks for your help,
Tasha
Hi Natasha.
The post says $159, not $129. There are a few of those still available in May. Last outbound is May 18, with many return options until June 13.
Aloha.
Please, a word-
For those like me who’ve waited years for Southwest to truly become the domestic airline to the southwesternmost state in the union, the rollout is far from complete except for those happy West-Coasters for whom Hawai’i is a favored playground.
Yesterday I tried booking a round-tripper, and got a superb summertime buy on the outbound leg, but couldn’t locate a return of any kind, even though living in the 7th-largest city in the U.S. .. and the same fate awaits MSP and other large populations served by SWA. Most all of us east of Vegas are halted for the time being from comin’ home. I phoned a reservations agent who could get me back to Houston Hobby but no connecting flight, so I’d have to overnight.. and where’s the savings in that for a loyal customer? Certainly is apparent that there is schedule reassignment work to complete!
Mahalo-
Hi Nick.
Thanks for your comment today and all of your others over the years.
We concur that it would be very good if Southwest could just state what the current situation is and their plans in that regard. We have had so many comments similar to yours, expressing frustration.
Aloha.
Hi. We are flying from Boston to Honolulu August 13 home from Kona to Boston September 12, 2019. The cheapest price I can get today is $664.00. Should I wait to book or do you think that is a good price? Thank you so much.
Hi Nancy.
On just checking, we find from $617 RT on your dates (multiple carriers). Seems that lowest it might go is low to mid $500’s. Since you’re flying during the week and not on weekends, it would be safe to wait and see what happens.
Aloha.
Do you know when tickets will be going on sale fo San Diego’s to Honolulu? We are try to go in August. Thank you.
Hi Brenda.
We do think it will be very soon – as in within the next few weeks or sooner. Only they know for certain however.
Aloha.
Aloha!
I am trying to book a one way ticket from Kahului to San Diego on May 31st. The price was $199 and now it’s up to almost $300. Do you know why this is possibly? Maybe because the southwest flights are sold out? Do you think they will drop again?
Mahalo!
Hi Jenna.
That’s the start of a holiday weekend. You can try waiting and see when SW starts flying, but not sure it will be time. No we don’t think that prices will drop unless SW is flying that route at that time. And even then, not sure they will heavily discount that day.
Aloha.
With all the stirring of the pot surrounding the “SWA”effect”, this question will prob’ly get lost in the shuffle here, but I would sincerely appreciate if you’d caption the wonderful photos you post on this site, so those of us who’ve come to the islands again & again would recall the places, relive and rejoice in our memories??.. Thanks much-
Hi Nick.
We do try to remember to say where they are from. Sorry about those times we forget. And thanks for being a regular on our site!
Aloha.
Hello. None of your links show which days travel is that price from said locale. Can you provide which days have travel for $139 from San Diego?
Hi, what are your suggestions for getting these cheap fares if you do not live near one of these cities? I’d likely be flying out of Detroit. Do you recommend booking flights to one of these cities (e.g. LAX), and then booking a separate flight from LAX to Maui? Your help is appreciated! Thanks.
Hi Rob.
We’ll soon know more not just about the Southwest flights from California, but about how they will build flights from across their network. Otherwise, yes you can create a stopover. But when it isn’t a real stopover, their can be issues with inter-lining of checked bags, possibility of needing to re-enter security, issues with flight delays, etc. Not fun, and usually saves little to nothing. Airlines have this wired.
Aloha.
Thanks the the heads up on this sale! I scored a $129 fare in May from San Diego to Maui. Return is Saturday of Memorial Day weekend but, I still got a $167 fare into Oakland! Woot, woot! Keep up the great work Beat of Hawaii!
Hi Leah.
That’s great! Thank you for letting us know.
Aloha.
We will be in Princeville June 18-July 1, 2019. With SWA getting into the market, will the competitive sales on round trip fares from San Diego be available in June 2019?
Hello – I was hoping you can help me. I am looking to fly from San Diego to Oahu late July 2019. We are a family of five so I am waiting for the best deal possible. Right now the cheapest is around $552-$650 but I am hoping for cheaper option. Will SWA release cheaper rates for July or do you think it’ll stay around the same price range for July? Any advice you can provide would be great!
Hi Jessica.
For that route and your dates, we’d suggest you hang out for just a bit and see what happens. You may be pleasantly surprised. Competition from San Diego will be significant.
Aloha.
Hello!
We are looking at attending my cousin’s wedding the weekend after Labor Day in September 2019. We’d be flying from Seattle to Kahului. Any suggestions on when the best time to buy typically falls? We are relatively flexible in our travel dates so we can avoid weekend travel. Please advise!
I keep seeing all these great deals, and I just hope they will extend out to September! Any recommendations appreciated!
Thanks so much,
Jess
Hi Jess.
Should work out, especially if you can fly both ways mid-week. Expect best airfares about 90 days in advance. We keep a close watch on airfares from Seattle.
Aloha.
Hi everyone, looking for a cheap flight from chattanooga, TN to Kahului, Maui for 2 ladies…. I have already booked a condo and taking a friend with me. Any ideas on how to get cheap tickets… they are so expensive …. leaving Monday june 10 and returning Friday or Saturday June 21 or 22… must be back at work on the morning of the 24th.. any help appreciated.
Hi Charlene.
That’s running about $900. Not sure that it will improve by waiting or not. Dates aren’t ones you’d pick for finding cheaper airfares. For example, early May is running almost $250 less RT.
Aloha.
Check Atlanta too. It might be worth staying overnight at a hotel that will let you leave your car.
Hello, Please advise.
We have booked a cruise on poa for Aug 17th 2019.
We are looking to fly to Honolulu on Aug 13 (tue) and return on Aug 24 (sat). We don’t have much flexibility on the travel dates. The airports we are considering to fly out of are Washington Dulles, Baltimore, or Philadelphia. Right now, the fares we are seeing are around $950. Do you think the fares will be better in early 2019 or should we book now? Thanks in advance for your reply. Btw we are a group of 9 people in case that matters.
Hi Ajmal.
We’re seeing $792 from IAD or $839 with good connection from PHL on multiple airlines. Yes it could well improve if you wait, but that is anything but guaranteed. Depends on your appetite for the unknown in waiting.
Aloha.
Do you know when flights for May 2019 will go on sale? What about when Southwest starts selling flights or will it only be winter months?
Rarely if ever do you see any specials from HAL or ASA flying out of SMF to HI. I can’t wait for SWA begin flying to the islands!
SERIOUSLY!!! I always see sales from everywhere else on the left coast to HNL, but never from SMF. I cannot wait for SWA, Hoping that will spur some competitive pricing!!
Hello, are there ever going to be cheaper flights from Los Angeles? There never seems to be flights from there that are cheaper. I’m trying to fly late October.
try flying from seattle ….. no more complaints…