Founder, Designer, Developer, Surfer

After living in Hawaii for a while you’ll find yourself asking, and being asked this question often — “How long have you lived here?

I’ve lived in Hawaii for roughly seven years. Long enough that J.O.J. newcomers look up to me as a knowledgeable local. Short enough that veterans still question my longevity. You could say I’m at the seven-year-itch.

When explaining that the priorities in my life are changing, I’m asked by some locals, “But you’re staying here, right?

These questions seem meaningless, but they’re actually a gauge of your longevity and commitment to the islands.

You see, Hawaii has an extremely high turnover rate. The islands are like a recycling center for haoles. Because, unless you’re filthy rich or born and raised here, life is a struggle in the islands. No matter how you justify it, it’s really expensive and far from — well, everything and everybody.

There are generally two types of transplants within my age group (25-35) that arrive in Hawaii — those seeking adventure, and those seeking escape. God knows it’s not for career opportunities.

I’m in the adventure category. I came to Hawaii because I love surfing, and I wanted to explore the world beyond the swamps where I was born and raised. Personally, I wasn’t meant to be in Hawaii forever. I’ve always felt that, but I wish I had known it about myself sooner.

On the other hand, there are the “escapees.” Like the Lost Boys of Neverland, they are the lost souls of Hawaii. They’re escaping cold weather, a mundane job, a relationship, their family, the law, the past, the future or even themselves. They usually arrive with the intention of hiding, or re-inventing themselves as “Hawaiians.” There’s nothing wrong with escape, but I think this category has more of a tendency to burn bridges and torch the ships on their journey to paradise.

Despite the attention received when flashing my Hawaii license while traveling, I was never comfortable being referred to as “Hawaiian.” I’ve always been a Floridian living in Hawaii. While I completely respect the Hawaiian culture, and it bears many similarities to mine — It’s not mine. I’ve always embraced the culture, but I never felt the need to adopt it. I don’t like pretending to be something I’m not. For too long I’ve felt like the dude, playing the dude, disguised as another dude. In the words of Alpa Chino to Kirk Lazarus in Tropic Thunder, “You’re Australian! Be Australian!

I created a good life in Hawaii, from nothing. I built a successful online business in Maui with my best friend from high school, independent of the local economy. I own a house in Lahaina with nearly an acre of land. It’s a few minutes from my favorite surf spots and has epic views of the sunset over Lanai. I set my own schedule and make a decent living. I live the dream. However, that success didn’t happen overnight. I ain’t no fortunate son. My Hawaii journey began with sleeping in a car, doing odd-jobs for clients and contract work from Craigslist to make rent, walking around Waikiki and downtown Honolulu promoting my services to random businesses, and eventually starting a business of my own.

Despite overcoming nearly every obstacle Hawaii has thrown my way, the distance and cost of living has taken its toll. My girlfriend and family are in Florida. The Sunshine State is 15 hours from Maui. A lot can happen in 15 hours — Like being told your grandma only has days to live, and she dies while trying to make it back. That’s happened to me, twice. Food, gas, bills, real estate, taxes… everything — it’s infinitely more expensive in Hawaii. That’s life here. We call it the paradise tax. Sure, you can “make it work,” but lately I found myself asking if it’s worth it.

There comes a point at which living in Hawaii no longer makes sense. In the past, the pride of parading around my life in the islands blinded me to the struggles and the distance. Past articles I’ve written have been attempts to reason with myself and justify living here long-term. I thought people that left the islands couldn’t hack it, but most of them were just making a wise decision for their future.

I often refer to Hawaii as Neverland. It’s a magical, stunningly beautiful place, but it can also make you forget — forget about the world outside of the islands, forget about planning for the future, and forget the family and friends you left behind. Then one day you may realize life has been passing you by while struggling to survive in an isolated, perpetual fantasy world. I’m sure that sounds perfect to some, but at 33-years-old there’s still a lot left for me to explore and accomplish.

I love Hawaii, the land, the ocean and the friends I’ve made. I’ll miss the islands. It will always be a part of me. I love and miss everywhere that I’ve lived. I moved from Florida to Oahu; Oahu to Maui; Maui to San Diego, and I reluctantly left San Diego for Maui again. Now, I’m leaving Maui for Sarasota, and it feels really good. Maybe I’ll move back to Hawaii, someday.

I’ve moved, traveled and made enough mistakes to realize it’s not about the place you live, but the people you’re with.

Hawaii has been an exploration for me, filled with good and bad experiences that I’ve grown from. It served its purpose in my life. Now, I’m ready for the next chapter and new adventures.

In Florida, my lifestyle and the weather are roughly the same — the waves are a little smaller, and the humidity is a bit higher. I’ve fallen in love, reconnected with old friends, made new friends, spent time with family on a whim, and I’ve even managed to catch some really good waves. I’m saving for the future. Travel is much easier. I’m still living the dream. Most importantly, I’m much closer to the people I love. My homeland is calling me back, and I’m listening… to that ol’ Seminole wind.

This isn’t “Goodbye,” Hawaii. It’s “Aloha,” for now.

“Hello” my old friend, Sarasota.

11 Comments on “How Long Have You Lived In Hawaii?”

  1. Great post David, you will be missed but you have wonderful adventures ahead with Emily! Lots of Aloha, Sheila

  2. you make some good points, but for now, i’ll continue living the fantasy. We’ll miss you brother! Wishing you all the success and happiness in the world! Give me a shout for a surf session when you’re back.

    • Can’t blame you there my friend! Thanks, wishing you and the family all the best too! I’ll give you a shout next time I’m on island to score some more sessions.

  3. Hi David, This is great. Can you get in touch with me about a soon-to-launch new user-generated page of Civil Beat where members of the community address what it means to be local in Hawaii?

  4. You perfectly worded what has been bouncing around in my head and my heart as of late. Thank you for sharing your thoughts on life here, and many blessings to you in the “beyond”.


    • Thanks Jennifer! It’s no easy decision to leave. I’ve managed to keep roughly the same lifestyle, so the transition has been easy on me. I miss the mountains, perfect waves and good friends, but I’m loving life being back in Florida. Good luck making the right choice for you and your family!

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