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. Vida

    I’m single have no responsibilities and no obligations to anything or anyone just want a boyfriend or husband that non of my friends have been with in the past.

  3. Maria B.

    We Would be grateful to go as a early retirement gift for my husband of 42 years. He will be retiring in 2 years and is the most hard-working person that I know and is so deserving
    of a Hawaii vacation.
    Thank you for your consideration

    MB

  8. Pamela V.

    My deceased Husband was a Vietnam War Veteran with 4 Bronze Stars and a Navy Firefighter on Oahu in 1975-80 before returning to the Mainland. He died in a car crash in 2009. His ashes were returned with honors by the wonderful Honolulu Fire Department into the Ocean located from Makaha Beach. He was a surfer and loved this area. Our 21 year Son passed in 2012 from homicide and our Daughter passed this past January. I would love to return our children’s ashes and distribute them with their War Hero Father’s ashes.

    I love your website.
    Pamela V.

  9. JT

    I live in Canada and am unable to enter the contests open to Canadians as the address field is only applicable to the States.

    Thank you

  10. Michele

    Please this would be the vacation of our dreams. Single hardworking mama of 2 . I would love to be able to take my children on a real vacation. Thanks.

  11. Sylvia R.

    I visited Hawaii 35 years ago. Last summer I suffered a severe brain hemorrhage. Thankfully l
    I recovered but retired from my job teaching. I would love to see Hawaii once again.

  13. Maria R.

    I won’t write a sobbing story of why I need this vacation because my reason is simple – I AM JUST SOOOOO TIRED of the daily grin. I need to be able to disconnect, to focus on replenishing my energy and literally stop and be present.

    So, please help a sista our and bestowed this opportunity to me.

    God bless,

    Me

  14. Jennifer H.

    Please choose me! I would LOVE to take my kids on an actual family vacation, and they’ve always begged to go to Hawaii. We live far away from my family so most vacations are about flying to visit them. Since it’s so expensive to fly 5 people, we never have much extra to go anywhere fun and it can be very frustrating. Thank you for your consideration!

    1. JoAnn T

      Just wondering how Canadians can enter the contests open to them. When entering a Cdn. address there is no pop up for Provinces or Postal Codes. Only States and Zip Coes are available. Thanks.

  15. Jessica

    Getting married in March 27 2020 . Would love to go for our honeymoon:) otherwise we won’t get to have a honeymoon for who knows how long. Money is tight.

  16. Rhonda M.

    I would just love to treat my 3 kids who have never had a real vacation they deserve it for all they have been threw I would be forever grateful God bless

  17. Stephen L

    I need this badley, ive been having problems with my girlfriend, i bwlieve this trip away would help us

  18. Edna F.

    Please, I would be so grateful if if my husband and I were chosen the vacation for our 27th Wedding Anniversary which is September 6 for the past 5yrs we’ve experienced many Obstacles after him being laid off from his job after 15yrs so I decided its time for me to go back into the work Force in,2017 then January 4, 2018 I was admitted into the hospital total of 10 times also Flatline during Heart surgery I’m during better now this vacation Will mean the world to us.
    Thanks

  21. Debi S.

    Mahalo for sharing these contest links with us. Here’s hoping that at least one of your readers win!

    Debi

  25. Lauren S

    Thank you for compiling this list of giveaways! I’m going to start dreaming of Hawaii now.

  26. Tammy J.

    Hawaii is my happy place!!! Went in 1986 to visit my boyfriend who was stationed there and got engaged at the Hale Koa. Then returned 6 months later to spend the first 2 years of our married life together. Just retuned in 2018 with our two grown daughters and her boyfriend proposed to her on Sunset Beach. So many special memories there. Would love to go back!!! Feel so blessed to have lived and vacationed there!!

  27. TH

    Would love to be picked for any Hawaii trip. My nephew lives there and is getting married May 2020. I’m among the few that cant afford it seeing as though my husband passed away from a heart attack this past Easter. We have a 2yr old little girl and I would love to get away, surprise my nephew and show my little girl that anything is possible.

    1. madeleine m

      I am really sorry to hear about your husband. I hope you are doing well and have all the support you need! Life is preparing something wonderful for you!! Good luck in the contests!! 🙂

  28. Kristin

    My family of eight could really use a vacation. Or even just my husband’s and I. Please.

  29. Karen H.

    If my Mom recovers from cancer…we are going to Hawaii even if I have to take out a personal loan! To win would be heaven sent!

  30. Renate

    Please advice if there is any chance to participate for residents of Europe? Seems there’s no opportunity at all. 🙁 Hawaii has been a dream of mine for like forever. Now it’s me, my husband and 3 kids that dream of a trip like this! Aloha! 🙂

    1. Beat of Hawaii

      Hi Renate.

      There are very rarely contests that don’t have a geographical limitation. Not sure why, but that’s just how it is.

      Aloha.

  31. Crystal C.

    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. Colleen

      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)

  32. Tisha S.

    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.

  33. Rohit

    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!

  34. Jaclyn F

    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. Colleen

      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)

  35. Carly R

    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!

  36. Jennifer G

    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.

  37. Erin O

    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.

  38. Bretaina

    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

  39. Jeanne H.

    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. Beat of Hawaii

      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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