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$99 Alaska Airlines Hawaii Deals | August Til November

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”

  1. Our daughter is getting married on Maui June 9. We’d like to go from 5 – 11 then hop over to Oahu for another few days perhaps till the 15th. Any suggestions on when to buy? Should we should buy RT to Maui then an island hop or a multi city ticket?

    Thanks so much,

    Milly

    1. Hi Milly.

      No starting location was indicated. So generally, you are largely traveling in high season. May 5 should have good fares since it is mid-week and low season. But 11th and 15th are high season. Probably best to buy it all now unfortunately, due to mixed high/low seasonality. Multi-city will save you a lot of time and probably be just as good financially.

      Aloha.

  2. We are looking for flights from San Jose, Oakland, San Francisco or Sacramento to Kauai 8/2518-9/1/18. I have been watching fates for months. Any ideas as to the best time to purchase? Any help would be greatly appreciated.
    Thank you. Christie

    1. Hi Christie.

      Generally suggest waiting until late spring to early summer. Problem will be your Saturday departure/return as those are always more expensive. Best hope is in the low $400’s, though again the Saturdays may not work out at that price.

      Aloha.

  3. Hello – Just a question regarding getting from Seattle to either Maui or Oahu. I saw the post today where it says $246 from SEA to HNL. Where is that coming from? Is there a specific date? I put in a 4/23 thru 4/26 trip from SEA to HNL and its coming in thru the link (expedia at $517) Is it just mainly based on Dates?

    Thanks for your help. We enjoy your site

    1. Hi Dave.

      Yes specific dates. Not generally available. On checking just now, 4/23-4/26 are coming up as available on the nonstop flights. Currently pricing at $497 RT.

      Aloha.

  4. Good Denver deals (finally) but man AA flights are the WORST I’ve seen. 18 hours?? I might be able to drive to Hawaii faster 😂😉

    What really bugged me is I thought $700 was a good deal and than delta had flights for $330 RT. These prices are unheard of.

  5. I just saw Denver was added to Alaska Airlines sale. Do you think there is any chance that Minneapolis to Maui would be included in their sale? Thank you so much for your thoughts.

    1. Hi Valerie.

      They do have a few $448 RT fares in that market. Not the shortest layover but not horrible – 15 hours. For late April to early May travel. Good prices. MSP doesn’t see many deals better than that unfortunately.

      Aloha.

  6. We would like to travel for a family vacation from San Jose to Maui in July. The lowest flight
    I have seen is on Alaska & Hawaiian is $597. Do you think I should keep waiting or book now?

    Thank you so much. I love your website. So helpful!

    1. Hi Suzanne.

      That’s a very good price for July. Don’t know if it might improve, but a good answer is to say it is unlikely given what we see at this time. Suggest booking now if your vacation plans are set.

      Aloha.

  7. Aloha!
    When would you advise for end of July flights. I have a wedding coming up and quite a few guests flying from the New York area and one couple from the San Francisco area.
    I have been monitoring for a few months and prices have seemed to have plateud.
    I understand this is peak season but any advice would be much appreciated!

    1. Hi Missy.

      Prices highly unlikely to come down any for summer travel. You didn’t give route and dates to that’s about all we can say. Suggest buying now.

      Aloha.

  8. Best time to book a NON STOP flight from Portland, OR , PDX to Maui OGG for dates LV 8-4-18 RTN 8-11-18 for a family of 9.

    In ckg recently with travel agent seems rates on rise And not a lot of seat choices???

    HELP

  9. As a big fan of Alaska Airlines I’m really disappointed
    They do not offer more then 2 flights per day non stop to Kona. Other flights on those days take approx 10-20 hrs with stopovers.
    They have not lowered their prices from Seattle/Kona. I used mileage for my flight in Mar ‘18 but now the prices are high all the way thru end of Aug. and I need to go again in July.

  10. Please help. The fares for HA airlines from Portland, OR keep going up; any advice on if they will come down or keep going up, please????

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