Win A Free Trip To Hawaii Sweepstakes

Free Trip to Hawaii Travel Sweepstakes For May 2022

Hawaii Travel Tips / / 721 Comments

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. Lilian O

    I have never left this country. How do I please experience the world. I lack the means to, but I cannot miss the BEAT OF HAWAii

  5. Carol C

    Would love to go back to where use to live. During cov19 I ahave been working 24/7; to mom who has dementia and moved in with her last August during rolling blackouts. i was afraid she be left in the dark and would not know where she was. i never new she needed more help till move in during last August.. We are in studio during this time and sometimes hard.. i have not had anytime off since last August; but kept her safe and me. We are getting vaccinated.. I did this cause she help me with my surgeries and no older person with memory issues should be left during this time.. She has no idea the world changed.
    Mom use to visit me when lived in Maui over 30 years ago.. The islands became part of my soul and would love to visit. Mahalo, Carol

    1. Andrea B

      Dear Hanien, I’m planning my life long dream vacation trip to Oahu next year!!! I’m getting very excited & can’t wait♡♡♡ I’m a daycare teacher & I’ve been saving my $$$.It is possible you just have to be diligent about the process.

  12. Lori S.

    Thank you for giving everyone an opportunity to win a vacation! Especially with everything that has happened in 2020. It was a rough year that we can leave behind and hopefully start 2021 off right. What better way than with a free vacation?!
    Awesome!

  14. Fortune N

    it will be great for me and my family if we go to their place relax it was my dream to go to Hawaii please please let go to Hawaii

    1. Andrea B

      Dear Fortune, I’m planning my life long dream vacation trip to Oahu next year!!! I’m getting very excited & can’t wait♡♡♡

  16. COREY M.

    Hawaii would only be a dream for me and my fiance for our honeymoon. I have traveled everywhere in the united states EXCEPT Hawaii. We would be so happy to win this!!

  17. Phillip M.

    Hawaii is a beautiful place to visit my grandfather was stationed there in the Navy when Pearl Harbor was attacked. I never got to meet him though, I’m sure he was a good guy. My dad died a couple years ago and my son wanted to see where my grandfather was stationed. It would be a cool time for us both to spend time together. Hope we win! He would be so happy!

    1. Andrea B

      Dear Phillip, I’m planning my life long dream vacation trip to Oahu next year!!!! I’m getting very excited & can’t wait♡♡♡♡ My Grandfather was in the Navy & in Pearl Harbor. He survived & I’ve always wanted to go to Pearl Harbor to pay my respects!!

  18. Pam W

    Thanks!!! I am desperate to be able to take my daughter to Hawaii but it’s SO expensive ! We have lived in an emotionally abusive situation for 7 years now and are desperate for a break. She graduates in May 🥲🥲. Please tell me how we can get there . Thank you for all your help !

  20. Kameika W.

    Mahalo, on 12/25/2020 the guy that I want to spend my entire like with asked me to marry him at 4:05am. I was so shocked all I could say was “really!” Never in a million years would I have imagined being married. My fiancé is such a stubborn guy that’s set in his ways I could never imagine him going through with a proposal. But he did and I am so grateful. He sees me as someone I don’t see myself as. He has really opened up to me he was such a closed shell when we first meet July 29th 2011 now we are in the process of planning our wedding for july 29th 2022. He means the world to me and we have been through so much together from heart ache, loss of family members and miscarriage. My fiancé deserves the world if I could give it to him. But a vacation would be close enough. Mahalo

  22. Joane P

    Aloha!

    Thank you for gifting a chance to experience ‘heaven on earth’ during these uncertain times.

    Mahalo.

  23. Patricia P.

    First and foremost I want to thank you for taking the time and reading my comment, It means a lot to me and my true love. I want to take a little time to tell you a little bit about us. I am a disabled home partner. My fiancé works hard over 40 hours a week to take care of me because I got hurt at work and no longer can work. With only one income Its hard to come up with a dream wedding. I would love to give him. We would love to escape to Maui just the two of us and elope in Sept 2021 we have the ceremony paid for what’s hard to come up is the flights, accommodations and car rental. If only you could please help me in honoring Steven at our wedding I would be most appreciated to you all. Thank you so much for all you do.

  25. William R

    I enjoy my time in Hawaii where I can interact for hours with my Spirit Animal, the Honu… my friends, as I have been told by Locals and much to the ire of my fellow Haoles who get upset by how the Honu like to follow me when I swim. Even more so when they come up the beach and lie near me.
    Nothing more peaceful for me than a Hawaiian vacation on Maui.
    I enjoyed the way the game worked with our having to wander over the Islands to locate the way points, exposing the attractions and complete the word – fun contest, win or lose!

  27. Victoria M

    Aloha!
    Exhausted nurses looking for a dream vacation. I am an RN in a in-patient psychiatric hospital asking for your consideration in this amazing opportunity! Will be taking along 3 other coworkers also in dire need of time away from high stress job and the only mental health hospital that accepts COVID positive patients in the entire city of Green Bay, Wisconsin (land of the frozen tundra). 🥶
    Thanks for reading my comment and good health to you and all those you love!
    Victoria M

  29. Diane

    Aloha,
    I found all five locations for the Hawaiian Airlines Sweepstakes, but it look a long time.
    Thanks for your awesome honest news, I recommend you often.

  30. Char H

    Thank you BOH! I may never get to the islands,but I had fun finding Aloha in the contest. Your web site may be the closest to Hawaii I’ll ever get and it cheers me up during these troubled times.
    Please stay safe
    Char from the East Coast

    2. Andrea B

      Dear Char, I’m saving my $$ & I’m planning my life long dream vacation trip to Oahu next year!!♡♡♡ I’m a teacher in daycare so if you really want to go to Hawaii start saving your $$$ & be diligent about it!! If I can do it, you can too!!:)

  31. Monica C

    I was able to find all five letters in the Hawaiian Airlines contest (doesn’t hurt to try, right?). I can’t wait to come back to your beautiful islands…would love to check out the Big Island! Much aloha to all; I hope you are doing well despite the pandemic. I admit I’m a little jealous that you gets to have the amazing experience of enjoying the islands sans tourists. 🌈🌊❤️

  38. Steve M

    Eloping to Hawaii. Have our ceramony paid but trying to raise our flight, hotel and car money. Winning a trip to get married would be a blessing.

  40. Nikkola H.

    I’m nikkola h me and my family have never been on a family trip before ever! Wee could afford it . I’m 47 and never been anywhere like on a island before I would love to take my family somewhere . they never even been on a boat or a airplane thank you for this chance.

    1. Donna B.

      Aloha!
      Mahalo for the chance to win a Hawaiian Airlines trip to Hawaiian Islands!
      The contest was fun… I just watched a TV show featuring Molokai… much more beautiful than I was aware…
      I’m retired and would love to take three friends I worked with on a Maui vacation!
      Mahalo!

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