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. Karisa L

    Dreams do come true! Thank you for offering such a beautiful opportunity to win such an amazing experience! I can’t even tell you how incredible this is! I will not stop dreaming!

  2. Christine M

    I’m just waiting here patiently until my man comes home from deployment. He’s done so much for me and our country I wish I could give him the same – like one of these dream vacations he’s always deserved!

  3. Bonnie R

    I have been married for almost 31 years. I would love to take my husband there. I used to live in Hili, but my husband has never been there. Thank you.

  4. Melissa A

    Would love to visit Hawaii! I wanted to go on my honeymoon but then chickened out due to a long flight! I heard nothing but amazing things about the islands and would love to experience with my husband and little girl!

  5. Tavia V

    My husband and I have been married for 6 years, and have always wanted to go on a honeymoon. But we have always put our kids first, so we could never afford it. We would absolutely love a getaway. Now that the kids are older 🙂

  6. Nicole S

    My husband had always wanted to take me to Hawaii for our 10 year anniversary and that so happens to be this year 🙂

  7. Tammy

    Well, I’m an old school Hawaii lover. I’ve been going every year since I turned 17. Winning a trip, well, that’s WINNING.
    MAHALO for posting these up for us. I don’t mind giving out my info, I got email unsubscribe and call blockers in place. Good luck ohana, seas yous at the swim up tiki bar. ALOHA!

  8. Ronald S

    We are 72, grew up together then did see each other after High School for 40 years. Got married 2010 and try to go to Hawaii every chance we can. Our love of Hawaii has allowed us to personally influence over 20 couples to go to Hawaii for vacation. Mahalo!!!

  9. Shawn F

    Thank you! I am like many of your fans who are trying to win a trip to Hawaii. I went as a child once and it felt like home. Tears streamed my face as I heard the Polynesian drumming and dancing. My husband knows that I have wanted to take my kids for a very long time. My older two kids had to grow up quickly because I am a double above knee amputee, as well as few other issues, like insomnia. My daughter has the same genetic condition. A combined number of surgeries that my family hS experienced is 53 surgeries. We never could save for an trip other than a long weekend at someplace close to home. I’m losing more function neurologically and I truly fear that if I can’t find a way to go on the next year, then I might never actually get there. I want to be able to walk some. So please, this is the perfect time …. please choose us!

  11. Philip R

    Been w my gr8 14 yrs..not MARRIED yet. We r 42. 43..never had 1 vacation un our life..my ol lady want to go here bad.. I no we would come back married..we no family but loot it takes to go sumwgere great

  12. Carl M

    Sorry. Love your site but not giving all this personal info to a third party for a sweepstakes

    Keep up the beat!!

  13. Charlene

    How exciting I would love to win a magnificent prize to see one of many beautiful places on earth❤️

  14. Kathleen T

    We have never had the money to take our 3 kids on a vacation or go on our own. Our twins have some disabilities and this would be amazin to either take kids or take a quiet trip for two.

  15. Catalina B.

    My husband of 50 years of marriage and I, would love to celebrate our 51st Wedding Anniversary in Hawaii. Last year, as well as all other years, we could not afford the trip. Please consider the importance of this trip to a senior couple that has not been able to make the trip on our own. It would be a Godsend. Thank you, C&L

  19. Patti S

    Perfect place. Our son proposed on Waikiki.. would be great to have his wedding there too.

  21. Jennifer W.

    I am getting married June 1st 2019, this would be a wonderful honeymoon for us! We wouldn’t be able to afford it otherwise. Praying for a win! Thank you!

  22. bobby h

    aloha, I used to live in Hawaii for 10 years loved it a lot I mean a lot no doubt about it. I had to leave to mainland to family because they were ill and my father a military veteran passed away, and I have a deaf friend who wants to see Hawaii his wish, If I can win it I will take him or his family to see it. and I haven’t seen maui, lanai. Kauai.molokai. and big island and haven’t seen the volcanoes yet. I missed out a lot on those. its my wish to win something in which I never won anything in a lifetime. miss Hawaii it was more like home to me awesome place loved it,

  26. MP

    I’ve won a couple of trips to Hawaii over the years – including one from Hawaii Magazine. But I will NOT pay to enter a contest!!! Even the Plantsnap contest asks you to download the app which costs a couple dollars. Giveaways/Sweeps should not cost – that’s a lottery not a giveaway.

  28. Connie B.

    Me, my sister, and parent’s all want to go on a trip really bad. we never get to go on any trips. the only time we do it’s to Rochester mn when my sister get’s sick. so if we win this trip we’ll be so greatful.

  29. theresa v

    I always wanted to visit Hawaii and I was either too sick or I could not afford this vacation I heard it is a beautiful paradise there and this is on my bucket list before I die and I would like to wish everyone good luck!!

  31. Wilda M

    I truly would love to win this trip. I never been there and it would be great to experience it and its people. I would take my son the Marine, He always told me he would like to visit it wouldn’t it be a great surprise if I told him , I won a trip .

  35. Amanda E

    The Sweepstakes for the “Kings Hawaiian” sweepstakes has a free code that can be used daily is
    HALLOWAIIANSWEEPS

    Good luck everyone.

  38. theresa v

    i am a disabled woman with chronic pain this would be my dream come true been trying to win this for years!

  40. Randy K

    My Wife and I just found out we are going to be Grand Parents . there goes free Time after June full time Babay sitters . JOY we would Love to See Hawaii again before the Baby comes . Thank You Mahalo

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