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Diane Pool


In today’s real estate market, it’s more important than ever to work with a professional that you trust to help you make the best decision. With a strong background in general contracting, property management, and commercial leasing, I’ve been on Maui since 1991 and in the real estate industry for 33 years. I’ve experienced various market cycles over the past three decades, which has equipped me with the professional experience necessary to weather the changing times and produce a favorable outcome for my clientele.

In my role as Broker-in-Charge, I utilize Hawai’i Life’s technology, tools, and support to keep my clients’ interests at the forefront. Whether you are here on Maui full time, buying a second home, or wish to take advantage of the hot seller’s market, I can help you reach your real estate goals.

My expertise, knowledge, and track record encompass a multitude of communities, including oceanfront property, golf course residences, rental investments, private estates, lush acreage off the grid, and the best buys in paradise. With an abundance of experience in showing and listing luxury homes, my professional focus is on "the finer things in life" that the Maui lifestyle can afford my clients. While I specialize in the South Maui areas of Wailea, Makena, and Kihei, I have an inclusive knowledge of the island.

Together with my family, I call the Wailea-Makena area home. From playing pickleball or golfing, I live, work, and play in South Maui. My non-profit activity here includes volunteering, contributing to the Maui Foodbank, helping with beach clean-ups, advocating for animals, the Maui Humane Society, 9th Life, and supporting the Assistance Dogs of Hawai’i. My community involvement and my social networking have served to strengthen my connections in a way that directly benefit my life and my clients.

And when it comes to Hawai’i Life, I treat the team like ohana and I’m committed to creating an environment where everyone can learn, grow, and succeed! Throughout my real estate career, I have made enduring connections, and gained priceless insight in the process. If you're interested in selling or buying property on Maui and want to work with someone who has all the right connections, reach out to me via cell, text, or email today!

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My Blog Posts
A Masterpiece of Modern Architecture With Spectacular Ocean Views at The Ridge at Wailea
Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and …
Single-Level Living with Big Breathtaking Molokini Ocean Views in Wailea
Single level living and Molokini views! Heleuma Place is quiet and private, a single street on the southern edge of …
Spectacular Ocean View Location – The Garden Jewel of Wailea Ekahi
Wailea Ekahi is an oceanfront complex, and this beautiful unit is perfectly positioned and located on the greenbelt. It is …