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”
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Five contests, one of which ends this week. Hawaii travel sweepstakes return with new chances to win!
Get Breaking Hawaii Travel News
Comments are closed.
Thank you for this opportunity! I’m from Hawaii and I would love to go back and visit my family! Mahalo!
Hawaii has been my dream vacation ever since I was a teenager.. I have never had a chance or the money being a single parent most of my life.. Now that they have grown, Still want to go on a vacation which I have never been on one which happens to be Hawaii.. I would love to win a vacation there…Maybe one day soon ,, Im keeping my fingers crossed.. Thank you for the chances to win one of these great vacations.
Hello. I am so glad to be here today. First good luck each and everyone of us who wishes to get picked their name. I would like to get this trip. I am a student. I never traveled before so this will be great experience for me. Please consider my request. Thanks you everyone reading my comment.
Hello.I am a woman with three kids. Although only two of them are wishing to win the Hawaiian trip. They WILL be going with my husband. I would love to win.
Love,
Deanne
Hey, thanks for this list. I hope I win because…
I’m on a quest — to discover new things, get lost, and find my calling.
We would really love to win this trip. My husband and I never had a honeymoon as he was military (26 years) and he could never fit it in his schedule of duties. We will be married 60 years in September. I am recovering from heart failure 2 years ago, so we consider each day a gift. This vacation would be very memorable and a wonderful gift, also. Thank you
I always wanted to go somewhere like trips but I never get the to and hope I win a free trip I’m single,24 years old I live alone.. I been living in Ontario shoal lake.
As my grandchildren and daughter-in-law lives with my boyfriend and me, it would be such a wonderful prize for us to have time alone in paradise. PLEASE PICK US!!!!!!!
I’d love to win a vacation for me and my kids
Heading off to Hawaii 26th June for 2 weeks, my most favourite place on earth, cant wait, hope the weather gets a little warmer, winter in Australia at present & just getting a bit cool for me.
Thank You, Lena
Two U.S. Navy Retired Chiefs would like to celebrate our 30th wedding anniversary flying from BWI to HONO…already have hotel reservations 06 April – 15 April, 2017…whats the best & cheapest way to celebrate this event?
Thanks
Gerry
Hi Gerry,
The answers to when to book are contained here: https://beatofhawaii.com/the-cheapest-time-to-fly-to-hawaii/.
Best hope target price is under $800, and your Saturday return may not work for best pricing.
Aloha.
I essentially have been just working, sleeping, eating, pooping and showering for the past 50 years. I really would enjoy jumping off this merry go round life ride to spend some cherished time with a pretty Hawaiian girl sipping mai tais on the warm beach. Sincerely, Johnny B. Dullsville
Hmmm, you’ve “just working, sleeping, eating, pooping and showering.”
So, as bored teenager, what can I do to be different?
Haven’t been to Hawaii in 20 years and my guy has NEVER been. 6 year anniversary in October! This would be a great babymoon for us too! Good luck everyone
We will have been married 7 years this fall and never had a honeymoon. It would be amazing if we could win a trip to Hawaii to celebrate.
Wish there were more contests available to Canadians! 🙁
Please change my life.
From Portland, Oregon
This would be an amazing experience!
Ok so I’m trying to get my mom a birthday gift but I don’t know what to get her then I finally see how she is stressed out from everything around her so I wanted to take her on a vacation that she will always remember and she has never traveled and she really wants to and I really want to make her happy for her birthday so can I please please have some tickets to Hawaii to make her feel happy and not stressed and thank you for your time I hope you pick me thank you again
Please please pick me, i really want to go to Hawaii, but we dont have money to go there, when I was a kid i always think that i wish when i was grow old, that i will go to Hawaii with my family, but i dont have enough money to go there. If youre gonna pick me as one of the winner, i would be very very proud, thankful. So please give me a chance. 🙂 Actually, if u guys are gonna pick me, i am so so lucky. Because it is my first time to ride on an airplane. please pick me one of your winners. Thank you.
I’ve never been on vacation..I would love to win a trip to HAWAII..
My son lives in Hawaii and I want to go see him but can’t afford it. This would be awesome to win a free trip there! I’ve never been there.
Want to win this for my mother, she’s my world, the center of eveything I do. She’s strong and very well grounded.. shes my HERO!! SHE DESIRED THIS!! something I know I would never afford, buy it’s not a let down to her if she doesn’t get to go, because if I don’t win she’ll never know. She loves my hugs and kisses even more.
Everyone in my family has been to Hawaii, my husband and I are the only ones who has never gotten to go for financial reasons. On June 26th we will be celebrating our 34th anniversary. Please allow us the opportunity to win this.
Thank You,
Pamela
I have never been to any of the Hawiian islands, but have dreamt of going since I was a child! It’s definitely on my bucket list, but it would be especially nice to enjoy it before that bucket starts tilting!
I’ve always wanted to go since I was a child. My friend is over there now and I would love to see her
Is it alright to take an unopened can of Spam on an Hawaiian flight from Honolulu to Portland Oregon ?
Hi Julie,
As far as we can see, no problem.
Aloha.
Thank you.
My daughter was accepted at UHMC starting Aug.2016. Trying to find the most reasonable flight out of Philadelphia sometime between now and June so I can go with her to see the campus and make housing arrangements before she starts. Least expensive flight I’ve found is $734-$788. Any chance I can find a lower rate? Any suggestions are most appreciated! Thanks
Hi Susan,
Unless you want a very long layover, best prices now are starting at $810. It might come down by up to $150 if you wait since you’re flexible on travel dates. Best travel will be mid-week, from mid-April through June.
Aloha.
Getting married soon, a trip to Hawaii would make for a wonderful honeymoon.
Wish some of the contests included Canada in the draws. 🙁
just finishing getting over my sister’s funeral ….took care of all the arrangments myself …..need a vacation …..love Hawaii ….thank you
Two recent very painful, unexpected deaths of dear lifelong friends and family members, I would like to pay tribute to both of them in the most spiritual and ethereal places I have ever been.
My husband and I would love to spend our anniversary this year, which is our 30th, in Beautiful Hawaii. Thank you for posting these sweepstakes.
Hotel and car deals would be appreciated too
Why – NEVER are these contests available to Canadians ???? Canadians spend lots of $$$s in the islands annually too…and I might say at a substantial (lately 30%) exchange rate!!! Those airlines need to think about that!!!! What say they?
I love Hawaii and want to go there asap. Thank you for offering this possibility.
Good afternoon
Love this site and all the information, please up the good work.
My wife and I are planning to take our two granddaughters to Maui ( they are 11 and 13).
Since we live on the east coast our plan is to fly to Los Angeles on Sunday June 26, spend the night and fly to Maui on June 27, 2016. We will be returning back to Los Angeles on July 12, 2016.
We have been monitoring the airfare from LA to Maui and it has been $754 R/T for the last 6 weeks.
Could you please let us know if this is a good rate or is there a possibility that the rate may go down any time soon?
Thank you for your assistance
Richard and Beverly
Hi Richard,
Thank you. Suggest you wait until right before Virgin America starts flights if possible. Those start on June 14. Since that will be very tight, and availability could be limited, your other choice is to pay up. $700’s is the norm for west coast in summer.
Aloha.
Jeff
Celebrating 31 yr anniv today. Would love to show hubby where I lived before we wed….
This would be a great surprise for my husband Jim. He has had a number of health issues and this would be a great get away for him to relax and enjoy the beauty of Hawaii. The best to all who enter this contest. If we win this fantastic trip, Thank You Lord! If not, congratulations to the winner.
Ahhh Hawaii – how lucky am I feeling today? *Pretty lucky*