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721 thoughts on “Free Trip to Hawaii Travel Sweepstakes For May 2022”

  1. I really want to go to Hawaii because it been my dream sence i was a kid and till this day it is i love the beaches and wildlife i would love to live up to my dreams one day

    1. I do hope you get to go one day.It is a beautiful and magical place. It was our dream too and it came true! It took us a long, long time, but it happened. Create a plan – start a Hawaii savings fund – even small amounts add up if you give it enough time. Put money somewhere that is not easily accessible. An account with NO debit card attached :0)

  2. Please pick us!!! We have never been on vacation. It’s me my husband and our three kids. These kids deserve a vacation without having parents on edge or worrying. They deserve everything good in this world. I’d be forever grateful.

  3. Thank you so much for these amazing getaways! You do a great job! Me and my girlfriend have been living long distance for a while now so we look forward to a dream trip to Hawaii. Cheers!

  4. I would love to go to Hawaii with my Husband. With a little baby and an even bigger stress load at work, he deserves a break. Sometimes all you need is peace and quiet, time with your loving family and a perfect environment to escape and reset!

    1. AMEN! If only everyone could get their dream trip to Hawaii.

      Do hope you can go one day. Our best day in Hawaii is just sitting on the beach. Doesn’t cost a thing :0)

  5. The end of this month, my best friend and I are going to HAWAIIIII~ for a week trip and we have been planning this since 2 years ago now. Been on and off about it because its totally out of our(my) comfort zone. Seeing your Hawaii videos, especially this one, made me feel a lot better about going and my excitement is through the roof now.
    Looking forward to making memories now. Thanks!

  6. Would love to take my son to Hawaii. We’ve never been on vacation really. Could never afford it and he’s now 17. This would be a chance of a lifetime and working 2 jobs just to pay rent and bills no money left for luxuries like a vacation.

  7. Thank you so much for posting these! Is there any way to call out the new additions since last posting? I keep forgetting which ones I’ve already entered and I don’t want to mess up my chances entering again.

  8. I really want to go to Hawaii because me and my family don’t have money like that and I’m really hoping I win and hope you see this

  9. Thank you for the great information you continually offer! I have posted here a few times and can’t seem to find where your response to me can be found. I need to book eight people from Sacramento to Maui June 29 and returning July 6th. My question is should I wait for Southwest or book now while flights are available? Roundtrip seems to be hovering at about $1,100. per person (gasp!). Would greatly appreciate your advice. Thank you in advance, Jeanne

    1. Hi Jeanne.

      We did receive this comment and the one from yesterday, but there were none before that.

      Assuming that Southwest does announce, it is highly unlikely that fares at end of June will be discounted. Discounts will probably be from mid-August on.

      You’re dates are among the most expensive of the year. We find nonstop on Alaska at $817 for your dates. Not horrible, and do keep in mind that non-stop flights could easily become sold out on those Saturdays.

      Aloha.

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