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”

  2. Janice H.

    My daughter and i were there when 9/11 happened!! Our trip was shortened by that tradgic moment, so wanna try and go back to pick up where we were! Thank u.

  4. Karen E

    It’s our w5th wedding anniversary this year. We had our honeymoon in Hawaii.. would love to celebrate 25yrs there..

  5. Tracy

    Getting to go to Hawaii is the number one item on my bucket list!! I would be so so grateful!
    Thank you,
    Tracy D

  6. Mildred R.

    I went to Kauai 2 times on my Birthday Oct, 15th and enjoyed everything about, it and also went to Smiths Garden Luau 2 times and had a wonderful time , I would do it again. I would like to go to Oahu to Pearl Harbor. My Dad was in ww ll and was there in Pearl Harbor. Thank you Mildred R.

  9. Sandra D

    Sandra D- Never been to Hawaii! These trips sounds amazing! My husband and I are celebrating our 1 year anniversary next weekend : ) Would love a trip before kids come in the picture!

  10. Breanna

    Entered every single contest on here. Would absolutely love to win one of them for our honeymoon after our wedding on June 13th of this year!

  11. Darren R.

    I want to win this contest. I am a disabled veteran that is paralyzed on my right side from a tramatic brain injury. My wife and I would love win this trip. It will be the trio of a lifetime.

  12. Janet K.

    AMy Heart was left in Hawaii when my husband went to paradise on Oahu for our Honeymoon June 1991! My dream is to go back. The Hawaiian experiences are none other! The Best in the world of paradise places! Thank You, Janet K.

    1. Lashayla A

      I’m manifesting that I win one of these trips for two this year!!! Come on universe!! I believe in you! 🙂

  13. Janet K.

    My Heart was left in Hawaii when my husband went to paradise on Oahu for our Honeymoon June 1991! My dream is to go back. The Hawaiian experiences are none other! The Best in the world of paradise places! Thank You, Janet K.

  14. Amanda P

    I would really love to win a trip to Oahu. My daughter’s fiancé is stationed there and we have been wanting to visit him, but it is hard to come up with the funds to go see him. We would greatly appreciate it!

  16. Carole C.

    I really would love to go to Maui. I have danced for 25 years with a Hula group in Canada. We loved to entertain shut ins and seniors at Care Homes. I still dance and entertain at Care Homes when I can, but have a shoulder injury so am not able to dance at the present time. I love the attitude of most Hawaiians…they do follow the spirit of Aloha, as did our dance group (not a Halau as we did not have a Kuma Hula, although our teacher took some Hula lessons in Hawaii). Going to Maui would be a dream come true. Mahalo for allowing Canadians to enter this contest

    1. Maureen B.

      Only two of the above links are still working. A couple show expired, but others just go to an error page. “Perfect Days…” does not connect and “Hardwood…” goes to “BodyGlove” which is expired.

  19. Chochanik O.

    Its our 21st anniversary on January 17th never been on a trip alone it will be a great opportunity for us to take a break from our busy schedule and just spend sometime alone. Hawaii was always on the bucket list hopefully I’m crossing fingers.

  20. Shawn F.

    I went to Hawaii when I was in 8th grade. My husband and I have tried to save up to go for the past 27 years of marriage. My disability and my youngest daughter’s disability made it impossible to save up to return. I’ve wanted to go for 38 years. We never had a honeymoon; this was always our dream. Having three kids forced us to make choices and they always came first. Would love a trip to Hawaii. My husband and I have never had a trip alone since we had children 22 years ago.

  24. Walter G.

    My Dream is going back to my home,whiched I lived there 50 years ago and My dad was in the Navy,got promoted and we lived in Iroquis point naval housing from 1967 to 1970 and Im the only solo Survivor left in my family and this would be a nice gift for me and maybe I’ll take someone along with me.Please pick me,I deserved to go back.Mahalo and God bless.

  25. Chastity S.

    I took care of my mother til the end. I just lost My Mother in July, and then we were flooded by Imelda in wich I lost some of mothers personal things & my vehicle. The we had a plant explosion recently. I sure would enjoy a trip ive never had in my lifetime. I grew up in south east Texas. I’ve been here all my life. God Bless & good luck everyone ~Chastity

  29. Taylor H

    Me and my best friend got married on Halloween this year! We can not afford a honeymoon and this would literally be a dream come true!!!!

  30. Julie M.

    Bucket list to go to Hawaii and my daughter graduates this year.would love to take a trip with her before her adult life begins.

  33. Lorraine

    Thanks for offering some very inviting sweepstakes! Please, please, please choose me! Had a rough year recuperating from liver/kidney transplant. What a treat it would be to be the recipient, though being blessed with a new life is the biggest treat anyone could hope for. Thank you!

  34. June J.

    Would live to see Hawaii and my daughter in the airforce. She has been waiting for me to come see her. Pkus our honeymoon is 2 years over due

  36. Nyah R.

    I never been out of my small city I’m in college this would be a great vacation for me and my daughter ❤️

  38. Jackie W.

    My husband is a retired wounded veteran that has no had a vacation since 2008 and I would love to take him somewhere.

  39. Joyce M.

    I would love to win a trip to Hawaii and renew my wedding vows. We will be married 42 yrs in June 18, 2020

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