Moving to Hawaii was a dream I’d cherished since my teenage years — one that only grew stronger over time. After meeting my husband, who shared my love for the islands, we carefully planned for retirement and finally made the move to the Big Island. I thought I was ready. But even with all the research and planning, island life still had plenty to teach me. After a full year, here are the biggest lessons I’ve learned about living in Hawaii and embracing its culture.

Moving to Hawaii was a dream I’d cherished since my teenage years — one that only grew stronger over time. After meeting my husband, who shared my love for the islands, we carefully planned for retirement and finally made the move to the Big Island. I thought I was ready. But even with all the research and planning, island life still had plenty to teach me. After a full year, here are the biggest lessons I’ve learned about living in Hawaii and embracing its culture.

People Really Are Nice — So Be Nice Back

On the mainland, you’re taught to keep to yourself. Here, it’s the opposite: people smile, wave, and say hello — and they mean it. When you greet others with genuine aloha, something beautiful happens: you connect.

Shakas Mean More Than You Think

At first, flashing a shaka felt awkward. But I learned quickly it’s not about looking cool — it’s about connection and respect. Whether thanking someone in traffic or greeting a neighbor, the shaka is a heartfelt symbol of aloha.

People Leaving Is Hard

You hear about it, but living it is different. Several friends we just got close to have already moved back to the mainland. It’s a real part of the relocation experience — and explains why some locals are slow to open up to newcomers.

Easy-Ups and Umbrellas Are Essential

On our first beach day, I brought two towels and a chair — and felt totally unprepared. Shade is a must here. Whether at the beach, park, or a sports game, bringing an umbrella or tent shows you’re ready and thoughtful.

Bring Food. Always.

A five-minute chat with neighbors turned into a full-on potluck. Food is love in Hawaii. Be prepared to contribute. A go-to dish (preferably homemade) goes a long way toward building community.

The Spirit of Giving Is a Way of Life

Generosity runs deep in local culture. Our daughter’s volunteer soccer coach not only ran practices all season — he also hosted an epic party with food, awards, and personalized gifts. Giving here isn’t transactional — it’s cultural.

Healthcare Requires Planning

We thought our coverage transferred seamlessly — it didn’t. Even with preparation, we ran into gaps. Some providers don’t accept certain mainland plans. Be sure to verify everything before your move to avoid costly surprises.

DIY Is a Superpower

Good luck finding a handyman on short notice. We’ve learned to fix small things ourselves with the help of YouTube and a little grit. It’s part of island life — and surprisingly satisfying.

Hawaiian Culture Is Deep and Beautiful

The more you immerse yourself, the more you feel it — in the land, the music, the language. It’s not just respectful to learn about it; it’s enriching and grounding.

Less Is Truly More

We brought a shipping container full of stuff. We’ve donated at least half. Many locals live simply, valuing time and connection over possessions. It’s a perspective that’s shifted how we view everything.

Smaller Homes, Bigger Life

Our smaller home once felt like a compromise. Now it feels perfect. We dine on the lanai, enjoy fresh breezes, and live more outside than inside. It’s a lifestyle that redefines what “home” means.

Fresh Air Heals Everything

Between snorkeling, gardening, and hiking, we’re outside every day. Clean air, vibrant nature, and ocean energy have made me feel healthier and more grounded than ever.

The Beach Is Free — And Always Worth It

No reservations. No tickets. Just bring your towel, snacks, and a sense of appreciation. A quick hour at the beach can completely reset your mood. It’s island therapy at its best.

Costco Is a Lifesaver

We didn’t understand the Costco hype — now we do. It keeps us stocked, saves us money, and helps us adapt to island prices without sacrificing quality or variety.

Elevation Changes Everything

We originally bought near the ocean — it was sweltering. Locals clued us into the benefits of higher elevation. We moved up to 1,500 feet and no longer need A/C or heat. The trade winds are our new best friends.

Final Thoughts

Living in Hawaii isn’t always easy — but it is transformative. It’s not just about palm trees and sunsets. It’s about slowing down, connecting deeply, and living with intention. After a year, I feel more at peace, more connected, and more in love with this place than I ever imagined.

About the Author

Judi Weber is a retired school counselor who lived and worked in both California and Colorado. She now enjoys life on the Big Island of Hawaii with her husband, their 8-year-old daughter, a Jack Russell terrier, and a Siamese cat. After making the leap to paradise, Judi is passionate about helping others explore what it’s really like to live in Hawaii — from settling in to building community and embracing local culture.
Thinking of moving to Hawaii? Judi would love to connect and help you explore what it might look like to call this place home.
Follow along for more personal stories and tips about island life.

 


 

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