Win A Free Trip To Hawaii Sweepstakes

Free Trip to Hawaii Travel Sweepstakes For May 2022

Five contests, one of which ends this week. Hawaii travel sweepstakes return with new chances to win!

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

    1. Hi Michael.

      If there were any of significance to publish, yes we would. Generally Hawaii first class fares don’t go on sale, they merely modulate. Personally, we use miles or bidding to upgrade to first rather than buying outright.

      Aloha.

  1. Aloha,

    Are the flights (price wise$) on Hawaiian Airlines lower if you flew into Hilo instead of Kona? Even though we will be staying in a hotel in Kona?

    We plan on flying to Kona in Sept 2018 and I am watching the fare prices every day in hopes for a lower price. Do you know what is a good price for one person RT from Phx should be?

    Mahalo,
    Annie

    1. Hi Annie.

      Koa is cheaper. Based on what we see this spring, you can expect to pay just under $500 RT. Look for that possibility in early summer.

      Aloha.

  2. THANK YOU for the opportunity to win a trip to Hawaii. Somewhere I have ALWAYS dreamed of going since I was a kid. Fingers crossed!! : )

  3. Love the magazine. I would absolutely love an opportunity to see the beautiful pictures in person. Thank you for giving so many an opportunity to win a fantastic getaway.

  4. I am grateful and thankful for the opportunity to visit Hawaii and to have entered the sweepstakes. In need of a Hawaiian Vacation to let everything go and just be… I would love for this vacation for my mind, body and soul and of course fun in the sun…

  5. Thank you for the possibility to win a trip to Hawaii. After watching an island adventure program on TV, it makes me want to live their type of life in Hawaii.

  6. Was born in Honolulu and have never been back with my grandkids. All of us would love it. And I really want to look for housing. I want to retire on Maui or the Big Island. I really want to go back to Island living. It is so much better, and so much less stress. I miss home, Glenn

  7. This would be so amazing! We are newly weds and would love to visit Maui or Honolulu or really anywhere in Hawaii for our honeymoon!!! Lots of love from Dallas Tx, Please and thank you!!!!!!!!

    1. Savannah,
      You can find some really reasonable condos in Maui! My wife found the best condo for a great price!! I’m not advertising my business nor my favorite renters biz, but, you can find some really reasonable privately owned places that are for rent! You MUST go!!! Maui No Ka Oi!!!! But, be warned, you may cry when you have to leave! We always do! Aloha!

  8. The thought of going on a real vacation,(not camping in back yard) would be a dream come true for me and my kids!!! Working two jobs and still can’t afford one!

  9. It will be good for the family and kids to go to warm place for few days. May be we are luck enough to win.

  10. Here in Canada it is cold most of the year. Never been to Hawaii, so this maybe a good opportunity for the kids to go and spend sometime in a warm place.

  11. Please enter us, its so cold in Canada! Your advice is valuable and comprehensive. Its amazing there – can’t wait to go!
    Thanks, Becky

  12. After a heck of a year that includes almost finalizing a long, draining divorce, pneumonia and a cancer diagnosis with bilateral mastectomies and treatments, my body and soul could certainly use the healing that only Hawaii can bring. It’s been over 15 years since my last visit. Thank you for your consideration.

  13. I am 68 years old and never been to a warm climate …to sit on a beach or to swim in the ocean….This would be one off my bucket list. Make it the first for me please and thank you

    1. Click on the title of each sweepstakes contest above (scroll down page to find each one) and fill out entry forms to be entered. No purchase needed. Also be sure to uncheck the boxes at bottom of each entry if you dot want to receive emails or mail from them.

    1. Hi Brian.

      You’ll have to complete the sweepstakes entry yourself. We cannot do that for you.

      Aloha.

  14. Felicia. Everyone has a story and want luck to win. I hope all who enter luck. I just want to have a nice vacation with no stress or mess. Prayers and best wishes for all who entered.

    1. My wife Rowena and I has never been to Hawaii and would love a free trip we or on fixed income and 70 years old my wife would love to go have a great vacation together that we could never afford. Thanks

  15. Would love to visit the beautiful state of Hawaii! We just had a newborn so definitely need a getaway! Hope I win 🙂

  16. i want to win so bad u had a bad life growing up but now its all better cuz i live with my ant and uncle 🙂

  17. Thank you for these opportunities to win a trip to Hawaii. I’m excited to see if I’ll win. Thanks again for all the wonderful advice on “Beat of Hawaii

  18. My daughter is getting married in 2018. This would be the perfect honeymoon for them. If I win, I will gift this to my daughter and her fiance Taylor for a romantic week.

    1. I dont think these are transferable, 99.9% of the time they are not. Its either use it or lose it. You should advise her to enter these or enter on het behalf.

  19. I’ve never won anything in my life would be great to win this for my honeymoon next year always wanted to go to hawaii

  20. Having a child that has a vsd heart condition with weak muscles tone and is on a feeding tube can be over whelming. Even through my child is getting stronger physical and my daughter is starting to be able eat some nplane foods. Unfortunately we still have to use the kangaroo pump at night. We can Bolus feed her when traveling by car or plane. It still put a strain on me and my wife. When our toddler only has certain amount of language being use with taking car of a child with a feeding tube. We also have another child a one yr old with feeding issues. I think going to Hawaii will help us relex enough to keep the pressure off of our everyday life and help exposed the Hawaiian culture to our family. Maybe my daughter will be able to pick up a new word durring our Hawaii trip.

  21. A visit to Hawaii would be an awesome way to spend our 20th anniversary. I’ve crossed my fingers and would cross my toes if I could. LOL
    Please wish us luck!

  22. I absolutely love Hawaii!!!!! It would be a dream come true to win this trip! My daughter will be graduating from college in 2018 and I would love to be able to take her to Hawaii for graduation!

  23. Aloha 🌺🌺🌺 I see myself next to the beach 🌴🌴🏄🏻‍♀️🏄🏻‍♀️ With a Mai Tai 🍹🍹🍹and wonderful company see you soon 🌺🌺🌺Mahalo.

  24. Thank you for an easy way to register to win a dream vacation 😊💕Good luck to everyone, cute website!! 🌴🌴One can only dream….but dreams can come true 🌞🍍🍍

  25. I was a single mother for 9 years (lime many) until I met a very wonderful man that did not see my flaws as flaws at all. We are coming up on our 5 year anniversary and would love to be married in Hawaii. We are in Wisconsin so it’s cold a decent amount of the year. Either way I genuinely appreciate the opportunity. Thank you kindly for your consideration
    Jillian

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