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

  1. Wanted to share this regarding flights from Houston, where we live. We ended up booking on Hawaiian Airlines for $466 per person R/T from San Diego to Maui in mid April. Found a flight to San Diego for $240 R/T on Southwest. Besides allowing us to spend a couple of days in San Diego, we saved more than $400 over the United flight from IAH>OGG which essentially paid for our lodging/rental car/meals in San Diego.

    1. Hi Frank,

      Glad that worked out. Stopover (whey they are real stopovers) are great. When they are just for a change of planes however they can be problematic due to luggage and security issues.

      Aloha.

  2. I am looking to fly June 18 thru 27 with 5 adults…preferably first class out of Portland, Oregon. Buy now or would you think prices will increase soon??

    1. Hi Connie.

      Running $1200 to $1350 for those dates. If you can play with dates a bit you might find an additional hundred or two in savings. We wouldn’t expect those to go down and availability could well be an issue.

      Aloha.

  3. Hello,

    Couple of my friends and I are looking to come in the summer time. The only exception being my friend is into surfing, while we are all looking to explore hawaii and enjoy the nightlife. We initially were looking to come mid-to-end August but are reconsidering and looking for a better peak time to come. We will be flying out of JFK (NYC) and our destination was Waikiki. Any suggestions?

    Thank you,

    Andrew

    1. Hi Andrew,

      End of August is a great time to come in terms of pricing and fewer crowds. Is surfing the issue? South shores will be pumping at that time.

      Aloha.

  4. Looking for flights to Oahu from MN in mid August for a family of 5. What is a fair price to pay for airline tickets? Tickets are currently about 1100 a person for decent flight times. Are there seat sales for this time of the year? Thanks.

    1. Hi Angie,

      Starting 8/18 there are fares from $696. That’s about what you can expect at the end of summer. Might or might not improve if you wait. To find that (it is multi-airline) use a flexible date search..

      Aloha.

  5. Hi,

    I am planning a trip from San Diego to Oahu from April 18th to 21st then to Maui until the 24th. I see the plane tickets are about 200 one way. Should I wait for the ticket price to drop or does it not get cheaper than this?

    I’m also trying to advance purchase hotel rooms for cheaper prices; should I wait to book the rooms as well?

    Thank you.

    1. Hi David,

      That’s a fair price and might or might not improve. Be sure to get inter-island soon as availability can be an issue (unless you don’t mind flying very early or late). It might be wise to get a hotel booked ASAP. Then you can change that should something better appear.

      Aloha.

  6. I was wondering when is the best time to book from Houston to Honolulu both fares and hotel. (Plan to travel on August)

    1. Hi Danila,

      Timing for air purchase is as already stated. Watch for prices in $600’s to $700’s. It might be good to get something booked in terms of accommodations that you can change later if desired.

      Aloha.

  7. Hi,
    Looking for flight from Dalllas to Maui on May-21-2016 to May-28-2016.
    I have been monitoring the “Hawaii Vacation Deals” but didn’t see the region listed. Is there another sale coming or should I buy the tickets now ?
    Thank you

    1. Hi ATV,

      Dallas is currently $772 to $871 (with either stops or nonstop). Might improve by up to $150 or so. Unknown when or if that will happen, but would say it is likely.

      Aloha.

  8. We plan to visit Oahu in Oct. When is the best time to purchase our flight tickets? We are in Tampa, but thinking we could get to SanDiego for a couple days then over to Oahu. Or is it cheaper to fly direct from Tampa, Fl

    1. Hi Sandy,

      San Diego probably will work out well if you want to go there anyway. It is just way to early, per what is already in the post. Spring to summer should yield the desired results.

      Aloha.

  9. My husband and i would like to visit Maui this would be our first time, and we are on a budget what would be the cheapest way to fly from Phoenix, AZ?

    1. Hi Desiree,

      The post has pretty much all of our suggestions. Just come in the spring or fall (or in the next 50 days) and you’ll find good prices. You can expect to pay about $500RT per person.

      Aloha.

  10. We are coming to Kauai end of the month. We could not find cheap airfare from our southern state so we are driving to Okla City to fly out. Still couldnt find and cheap flights from OKC and besides that the cheapest we found takes us from OKC to MINNEAPOLIS, then San Fran, then Kauai. Seems way out of the way and expensive. Any help would be appreciated.

    1. Hi Colleen,

      We removed your last name as you requested for privacy reasons. For the end of January it is running about $1,000 per person but early February that will drop to $653 on American with just one stop in LA. Hope that helps.

      Aloha.

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