Get to Know Princeville Through Henry’s Eyes

There’s nothing like hearing about a place from someone who truly knows it. As a local real estate professional, Henry shares his favorite spots, hidden gems, and unique experiences that make Princeville one of the most magical places on earth. Dive into this personal Q&A to get an authentic perspective on living, playing, and investing in Princeville, Kauai.

Q: What’s your favorite spot in Princeville?

A: My absolute favorite spot in Princeville is sitting on the bluff between Pali Ke Kua and Pua Poa, watching the whales breach against the backdrop of big winter swells. There’s something magical about the ocean’s power and the gentle giants moving through the water—it’s a perfect blend of peace and awe. It’s those authentic moments that make Princeville truly special.

Q: What’s one underrated part of Princeville that people might not know about?

A: Honestly, it’s the drive out of Princeville. I know that sounds unusual, but hear me out—every time you leave, you’re greeted by that incredible mountain view. The way the lush green peaks meet the sky is like something out of a painting. It’s a reminder of how special Kauai is, and no matter how many times I see it, it never gets old.

Q: What’s your go-to surf spot when you’re staying in Princeville?

A: Without a doubt, it’s Hanalei Bay. On a really big day, the bay transforms into a natural amphitheater, showcasing the best surfers in the world. It’s like getting a front-row seat to a surfing masterclass, and the energy is unreal. When conditions are right, I love paddling out to the bowl, but if I’m looking for a more relaxed session, I’ll hang at the inside breaks like Pine Trees or Pavilions. There’s a wave for everyone, whether you’re charging or just soaking it all in.

Q: Is it true you were hanging out with Robert Trent Jones Jr., the designer of the Makai Golf Course?

A: Yes, I was lucky enough to chat with Robert Trent Jones Jr. while playing a round at the Makai Golf Course on a lazy weekend. We were at the turn, and he mentioned how he designed the sand bunkers to mimic the contours of the surrounding mountains. It was such a cool insight, and now I can’t unsee it—every time I’m out there, the bunkers mimic the natural landscape. It’s those little details that make Princeville and the Makai Course so special.

Q: What’s one thing that any resident or tourist alike should do while they’re in Princeville?

A: You’ve got to check out Point of View with surf legend Bill Hamilton. It’s located at the 1 Hotel next to Puu Poa, and it’s an unreal experience to sit down, talk surf, and hang out with an absolute legend. Bill Hamilton is not just a master shaper but a pure waterman, and his stories are incredible. I’m fortunate enough to have one of his surfboards, and every time I paddle out, it feels like I’m riding a piece of history. It’s a must-do for anyone who loves surfing or just wants to connect with the culture of Kauai’s North Shore.