4,651 thoughts on “Cheapest Time to Fly to Hawaii in 2022”

  1. We are looking for flights for our family of 5 to Maui during the Christmas holiday from Detroit. When would be the best time to book? Also, are we better booking at once or trying to piece together flights? We heard it is better to fly to the west coast, stay overnight and then fly to the island.

  2. My husband and I just put a deposit down on lodging on the Big Island, nearer the Kona airport! It is 5 nights, six days. We considered flying first into Honolulu and doing a couple of nights there first! I assume we would then take an island hopper over to Hawaii. That means I think the best thing would be to fly into Honolulu and fly out of Kona! 2 questions, 1 of which you have probably already answered. Dates are flexible but looks like you agree with our fall thinking. October or November. My second question is airfare and not leaving from the same airport! We are in Birmingham, Alabama! What would you recommend to get the best airfare?

  3. We are flying from Portland, OR to Kauai July 2-9 2016. Tickets have been between 792.00 to 802.00 for several months. Will they be getting lower? Do you think there is a likelihood that any of the airlines will have a promotional rate before then?

  4. Hello!

    My boyfriend and I are planning to travel to Maui about the 3rd week of August 2016 and then to Oahu for the 4th week. We are flying from Rhode Island and found a one way to Maui for $388. It seems really early to book for us since we are usually so last minute but this price seems to be too good to be true since we are so far away! The flight home from Honolulu was about $478 making the grand total about $866. Do you think this is a good deal or should we wait? Any advice is greatly appreciated. Mahalo!

    1. Hi Jessica,

      Flying from Providence or Boston. Boston has good fares in $600’s to Maui on Virgin. Otherwise that isn’t a bad price. There’d be no harm in waiting in terms of availability and pricing, but understandably it is sometimes better to just lock things in.

      Aloha.

  5. I need to use a TCVA coupon on United prior to April 01, 2016 for a DEN-OGG trip from 18MAY-23MAY for my wife and myself. Flights now seem a bit expensive, should I wait a few weeks more prior to booking? Thanks.

    1. Hi Ken,

      Looks like a some possibility for prices to drop back to about $700. But not sure because UAL is remaining quite pricey on this route. Tough call.

      Aloha.

      1. Thanks for your reply. Would a better option to fly from DEN to some west coast city on UAL aND then fly a different carrier to OGG? I appreciate your time.

        1. Hi Ken,

          When we price that that type of connection it virtually never turns out to be worthwhile. Especially if you consider the issues with multiple tickets, bags, security. It might still improve for your dates.

          Aloha.

  6. Hello

    My fiance, daughter and I are going to Honolulu from May 14-21. We are leaving from LAX and I have seen prices from $450 to over $650 today on Hawaiian. We have miles to throw at the flights but do you see any downward movement back to the $400 range in the near term or should we bit the bullet now and kick ourselves for not getting the fares in the $400’s?

    1. Hi Travis,

      Since Virgin America’s service begins on May 15, there’s the possibility of a price reduction starting that day. Not the 14th. So return date could have better pricing if you wait. On the other hand you’re flying Saturdays and those are the least likely to get discounted. Tough call. Think you might want to buy now and start kicking.

      Aloha.

  7. Hello,

    We’d like to go to Maui for our anniversary in July. The dates we picked were July 28th- Aug 4th. Looking online and it’s about $3,100 for flight, hotel and rental. Would it be better to push the trip out a couple of weeks to a better deal?

    1. Hi Antony.

      Your IP address says you’re flying from Dallas. For your dates the airfare is about $1,000. If you wait until August 18 to depart, airfare can be as low as $629 on Virgin America. So you’re talking about a $400 per person difference. Hope that helps.

      Aloha.

  8. Hi,
    A friend and I have hotel accommodations on Oahu Nov 11-18, 2016 to celebrate my birthday. When is a good time to purchase reasonably priced airline tickets for the vacation?

    Donna

    1. Hi Donna,

      You didn’t say but you IP address indicates Maryland as your location. November 18 return will be expensive due to Thanksgiving. Price could come down to $700’s except for that and when to buy is already listed in post.

      Aloha.

  9. My family and I (five people) are traveling to the big island on July 31st and then to Kauai on August 7th-14th of this year. I’m looking for the best way to travel there and what be most cost effective. Hawaii airlines is priced at s out 1300. That include singer island travel. What do you think ?

    1. Hi Patti,

      It appears you’re flying from NYC. Best price is $1,093 not including inter-island flight which is about the same as you are finding. Doubtful that will improve for your dates, but it is possible given that the return is outside of peak season. Tough call – might try waiting (though honestly it could backfire).

      Aloha.

  10. In mid July 2016, we are planning a family vacation for 10 people from Seattle.

    we are traveling to Kauai for a week and then to Oahu for a week. Airfare with inter-island flights are showing at $860. Should we wait for 3 months out or buy now?

    Thanks!
    Amy

      1. It’s actually 9 because we have a 1 year old. Just looking for advice on airfare from SEA to Kauai and then to Oahu in mid-July 2016.

        Should we wait till mid-April or buy now.

        Thank you much!
        Amy

        1. Hi Amy,

          Still contact the group sales desks as suggested. Otherwise, we don’t expect fares to improve on those routes during the peak of summer. About $700.

          Aloha.

Comments are closed.

Scroll to Top