For the Love of Hawai'i

The personal essays behind Hawaii-Guide.com - and the stories behind each one

Most of what I've written over 24 years is guidance: which island, which beach, which month. But underneath the planning content there's a series of personal essays - the "why Hana keeps doing something to me" pieces, as I put it on the series page. They live on Hawaii-Guide.com, where they belong, alongside the guide they explain.

This page is their home on my side of the Pacific - the personal index. For each piece: what it is, why I wrote it, and a passage that gives you its heart. There's even a shortcut for this corner of the work: hawaii.sc - which we like to read as Hawai'i, South Carolina: the islands we love, the state we call home.

The Cornerstone • Four Parts • ~25 Minutes

Hawai'i: A Love Story

The founder story in four parts: how one trip in May 2002 - my 50th state, at age 21 - rearranged my life and built Hawaii-Guide.com. Part Two is the Road to Hana days that built to the moment. Part Three is the moment itself, on a small bench midway along the Waikamoi rainforest trail, on our last full day:

"I remember getting to about the midpoint of the trail, finding a small bench, and sitting down on it. To get a better view, I stood up on it. And then it happened. Hawai'i seeped into my very being like being struck by lightning. Call it whatever you want. The Hawaiians call it mana - life force. It hit me like a freight train. I didn't know what had happened to me at the time. I just felt different. The serenity, the peace, the sense of wellbeing - so much more than I can describe in writing. I felt empowered with something. Something ancient, and raw."

I call it my new-life experience. I flew home on May 18, 2002, changed my major, changed my life, started collecting the plants of Hawai'i, and bought a domain to share my Maui photos. The photos became a site; the site became the work of my life. Everything on the career page traces back to that bench.

Read the Four-Part Story
Essay • For the Love of Hawai'i

Why Hawai'i?

The question every first-timer asks, and the one I asked myself in 2002 before I'd ever flown in my life. Hawai'i is far, expensive, and Mexico is closer - so my 24-year answer covers what actually makes the islands different: the most isolated populated landmass on Earth, an ecosystem that exists nowhere else, an island chain you can watch being born and eroding at once. And then the part that matters:

"There's a kind of place that talks to you. Some people get that from the Rocky Mountains. Some get it from the New Mexico desert. Some get it from a Japanese garden in autumn. Hawai'i talks to most people who go - not all, but most. Twenty-four years of meeting other repeat visitors tells me that one. If you go and Hawai'i talks to you the way it talks to me, you'll know within forty-eight hours, and you'll spend the rest of your life finding reasons to come back."
Read Why Hawai'i?
Essay • For the Love of Hawai'i

45 Million of You

Somewhere along the way, our historical analytics crossed forty-five million people who have used HawaiiGuide to plan a trip - more people than live in California, and more than four and a half years' worth of every traveler who lands in the islands. The essay is a thank-you note I don't know how to make big enough, and an honest look at what the number actually was:

"It's somebody at 11 p.m. with fourteen browser tabs open, trying to decide between Maui and Kaua'i. It's a family in a rental-car lot checking whether the beach up the road has lifeguards. It's a honeymooner working out whether the Road to Hana fits in a day. It's tens of millions of small, unglamorous questions, answered at the exact moment somebody needed the answer. ... And the honest secret is that the number I care about most was never the forty-five million. It's one."
Read 45 Million of You

More From the Series

Hawai'i Is More Than Paradise

The brochure word is the smallest, easiest, and most boring thing Hawai'i actually is. Twenty-four years made me put down "paradise" and pick up a better word.

Read the essay →
Should You Move to Hawai'i?

An honest answer from someone who almost did - twice. Why I didn't, why the visiting model is underrated, and what to do if you're going to move anyway.

Read the essay →
Hawai'i Doesn't Know You're on Vacation

Paradise is not a theme park. The ocean, cliffs, altitude, weather, and volcanic air still demand your attention - even when everything looks perfect.

Read the essay →
The Hawai'i Photos That Matter Most

A founder photo essay: ten personal photographs that matter because of the moments around them - fleeting solitude, scale, change, reverence, and hindsight.

See the photo essay →

The Heart and the Build

These essays are the heart underneath HawaiiGuide. As I wrote on the series page: AI is genuinely useful and I use it every day - but the thing the machines can't do is the thing that matters most. Hike the trail. Eat at the place. Experience isn't something you can prompt for. If you want the builder's side of that same argument, it's in my log post Free Is the Moat; the safety essay's companion log is Raw Forces; and the career behind it all is the Hawaii story.

Visit the Full Series The Hawaii Career Free Is the Moat

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