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How Much Does a Month in Hawaii REALLY Cost?

I can close my eyes and be transported back to the exact room when I first made the decision that this thought wouldn’t be a thought much longer, we were going to turn it into a reality. You see, I’ve always loved to travel. Growing up, we didn’t travel a ton but whenever we did, it was THE best thing ever (even a trip to the Wisconsin Dells where we all shared a hotel room at the Shamrock Hotel!) I had this vision of Drew and I taking time for rest, a sabbatical of sorts for people who never seem to slow down. It started as a vision but with a little research and some work, this vision is turning into our reality come February.

Choosing to spend an entire month in Hawaii was the easy part, figuring out how to make it happen was where the work came in. This trip was two fold: setting aside a good chunk of time to just be present, away from work, and together. It was also somewhat of a ledge that was necessary for Drew to be pushed off of in order to really make some big moves in his life (leaving his job, starting his business.) I knew that the security of his job would be too appealing and if we didn’t go big or go home, we would likely continue on the loop we’ve been running these past five years. It was time to break the cycle – what better place to do that than on the beaches of Hawaii?

Let me break it down and be entirely candid about what a month in Hawaii truly looks like (warning: this might surprise you!) I want to also tell you this: traveling requires sacrifice, saving, and a lot of planning. In having almost a full year to make this dream a reality, the daunting numbers didn’t seem as scary as we got closer to booking things!

Flights: 2 x $924 = 1,848.12

Car Rental for 30 Days: $314.88

Airbnb for 30 Days: $3948


TOTAL COST FOR 30 Days in Maui: $6,111

Now, just a year ago we spent 10 days in Maui. We stayed at a 5 star resort, ate out almost every meal, did all the excursions including the helicopter tour and drank the drinks! We spent almost $7,500 in those ten days (and it was certainly worth every penny!) So when we thought about spending a month we quickly freaked out thinking it was impossibly out of reach, but in realizing that our flights were a big chunk of the budget and finding a place to stay would be the next large expense, we realized that if have a place with a full kitchen, we can cook in a lot, buy groceries, and enjoy Hawaii for almost the same cost (but for triple the amount of time!)

Is there a dream you’ve been dreaming but are too afraid to figure out if it will ever become a reality? (No judgment, we’ve all been there!) We hit a point in our lives where we stopped and said, “Why are we waiting?” After some research, we realized that we could make it happen NOW. The truth is, nothing is promised. What would it look like for you to set aside a few hundred dollars each month? What would it look like if you sat down and ran the numbers to see if you could make that dream happen? What would it look like for you to budget so that these dreams could become a reality?

When you hear we will be in Hawaii for a month, instead of wondering how we are making it happen or questioning if we won the lottery and didn’t tell anyone, understand that when you learn how to budget, save, and spend carefully, you are granted opportunities that might not be within reach otherwise! We can’t wait to spend February 1 – March 1 resting, enjoying the sun, and becoming Hawaiian locals. We hope this won’t be our first month long rendez vous together… where to next?

If you could take a month and spend it anywhere, where would you go? 

by Jenna Kutcher 

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  1. amanda peters says:

    iceland (ive been for 13 days and it wasnt enough). but i could see myself making new zealand an expanded trip. so much to discover.

  2. Debra Norris says:

    Omg, Croatia.
    It’s a little pricey to get there but so cheap to stay. Plus, you’re a short distance from Italy so there’s that.


  3. Brynna says:

    Paris! I’d love a chance to brush up on my French, feast on pastries, and hang out at the Louvre (it would probably take a whole month to get through it!)

  4. Get it girl! Thanks for being so candid. I can’t wait for all the pics to start rolling in. Talk about a dream!

  5. LOVE THIS! Good for y’all! Looks like y’all’s time in Hawaii was incredible! Good for you! We took a 2 month honeymoon sabbatical in SE Asia because it is so cheap over there, and we felt like “if not now, then when?!” Even though it took a lot of planning and some leaps of faith, it was the best two months of our lives.

  6. Jennifer says:

    This is awesome. Can I ask how getting the Kutcher Kondo played into this? How did you find it and did you make bigger sacrifices at first and then it started helping fund the dream?

  7. Debra says:

    South Korea! I definitely want to spend time in Seoul, Busan, and other cities. I just want to eat and take photos all day!

  8. K.M. says:

    People always comment when they hear I have an subscription that it is “so expensive”. It’s only $400 a year but to other people it’s a scandalous luxury. They have smart phones. I don’t. They have a brand new car. I don’t. We give up what isn’t important to us to get what is.

  9. Nicole Baldwin says:

    How did you get a rental car so cheap?

    • Ruth says:

      Just found this when researching living a month in Hawaii and also would like to know how you found a rental car for 30 days for $315???

  10. Lisa says:

    We always rent a condo or apartment and found it was so much more affordable when we travel. I still can’t believe the car rental was so cheap though. Good price as well for a condo, I think we paid close to $1500US for a week


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