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Born and raised in Hawaiʻi, Humuhumu has spent over a decade sharing the stories, history, and culture of the islands with visitors from around the world. As a Native Hawaiian tour professional, certified guide (2018), and Cultural Manager, he brings authentic perspective and deep respect for the land and traditions of Hawaiʻi.
Jacob also trains the next generation of guides as a CDL Trainer and Narration Trainer, helping drivers learn both the road and the art of storytelling. His style blends local knowledge, humor, and strong communication to create tours that are informative, respectful, and unforgettable.
Jacob Pokipala is a Native Hawaiian tour professional with over 10 years of experience in Hawaiʻi’s visitor industry. Born and raised in the islands, he brings authentic cultural knowledge, local history, and personal storytelling to every tour experience.

Aloha! I’m Diego, the founder of Aina Holo Tours. My connection to Oahu started with my father’s service in the Marines, and that family legacy eventually drew me back to these shores to build something of my own.
With a Master’s in Economics and a background in entrepreneurship, I built Aina Holo with a 'guest-first' mindset. For me, this isn’t just a business—it’s a commitment to excellence. I’ve dedicated myself to studying the deep history and vibrant culture of Hawaii to ensure every story I share is accurate and respectful.
I pride myself on being a lifelong student of Hawai'i, constantly uncovering new local gems to share with you. Whether you want a deep dive into history or a relaxed day exploring the coast, I’ll tailor the pace to your needs. My goal is simple: to make sure your day on Oahu is the absolute highlight of your trip