Personalities

Who Falls in Love with Hawaii Living?

Is Hawaii right for me? If you're a surfer dude, beach bum, or adventure junkie, you'll live for trade winds, poke bowls, and year-round ocean activities. If you're a Wall Street exec or tech bro, you'll love visits, but the slow island pace may drive you crazy. Homesteaders will find ample opportunity on the outer islands, but struggle on Oahu. Find out who Hawaii is and is NOT for in the list below.

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Matt Rott local expert profile picture
Matt Rott profile picture
Matt Rott
Hawaii Local Expert

Matt, Our Local Expert Guiding Your Move

Matt was born and raised on Oahu and currently makes the North Shore playground his home. He has lived in four states, half a dozen countries, and more houses across Oahu than he can remember. Each move requires relocating something like 40 surf, foil, and paddle boards and the sobering realization that they all have to fit somewhere. He is an adventure journalist, backcountry snowboarder, rock climber, mountain biker, and relentless swell tracker who loves scouting out obscure waves in far-flung corners of the world. Favorite constants include swell checks, tide charts, and vegan sushi at Tane. At Snappy Scout, Matt edits Hawaii guides with saltwater honesty and local precision.

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Written with local insight from Snappy Scout relocation experts

Who Fits Hawaii Best?

Ranked by how well each personality tends to thrive here, from can't-miss matches to tougher fits.

Surfer Dude

Great Fit
97%

Pipeline, Duke Kahanamoku statue/Waikiki, Ala Moana Bowls

Best Hawaii Cities/Areas
HaleiwaWaikikiHanalei

Beach Bum

Great Fit
95%

Lanikai sunrises, Poipu beaches, Wailea golden sunsets

Best Hawaii Cities/Areas
KailuaPoipuWailea

Adventure Junkie

Great Fit
92%

Kalalau Trail, crater sunrise, stargazing on Mauna Kea

Best Hawaii Cities/Areas
Na Pali CoastHaleakalaMauna Kea

Foodie

Great Fit
90%

Helena's laulau, The Pig and the Lady, Hilo poke

Best Hawaii Cities/Areas
HonoluluKailuaHilo

Yoga Instructor

Great Fit
88%

Sunrise beach flows, Paia vibes, Kapiolani Park classes

Best Hawaii Cities/Areas
PaiaWaikikiKailua

Retired Snowbird

Great Fit
86%

Warm winters, Kona sunsets, Kihei walks, Poipu golf

Best Hawaii Cities/Areas
Kailua-KonaKiheiPoipu

Craft Beer Fan

Great Fit
84%

Kona Brewing, Maui Brewing Kihei, Hana Koa taps

Best Hawaii Cities/Areas
Kailua-KonaKiheiKakaako

Coffee Snob

Great Fit
82%

Kona farms, Morning Glass Kaimuki, Alii Coffee downtown

Best Hawaii Cities/Areas
HolualoaKaimukiChinatown

Farmer's Market Regular

Great Fit
80%

KCC Farmers Market Saturdays, Hilo market mangoes, SALT vibes

Best Hawaii Cities/Areas
HonoluluHiloKakaako
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Ready to See If Hawaii Fits You?

Compare cities, check the routes, or head back to the full Hawaii guide for the bigger picture.