(808) 879-1991

Meet Our Agents

Diane K. Pool Realtor(B), ABR

Maui, It’s a Lifestyle! When buying or selling property in today’s real estate market, it’s important to have confidence in your real estate professional so you can make the best decisions for your investment.

Having been in the real estate industry for over 20+ years, I have been through a few market cycles and have the professional experience necessary to weather these changing times and produce a favorable outcome for my clientele. My clients’ interests are always at the forefront of my business. Whether you are here on Maui full time, have a second home, or wish to take advantage of the great buys the market is bearing, I can help you reach your real estate goals. I specialize in the South Maui areas of Wailea, Makena and Kihei yet have an inclusive knowledge of the island of Maui. Since I specialize in "the finer things in life" that Maui has to offer, my expertise, knowledge and track record have included multitude of communities - oceanfront, golf course, private secluded estates, lush acreage off the grid and the everyday best buys in paradise.

So no matter what lifestyle you are looking for – private estate homes, rental investments and everything in between - if you're looking to buy or sell property on Maui and want to work with someone who has all the right connections, reach out to me via cell, email, or text and let's get you into the Maui Lifestyle today!



When we recently bought our house in Wailea, Diane Poole, the selling broker, was the one that made it happen. Diane was happy and willing to show us the place over and over again with just a few minutes’ notice. She was always available to answer our questions. When our efforts to get a mortgage were failing, Diane put us in touch with the right people to make it all happen. We were so impressed with Diane's abilities that we employed her as our listing agent for our condo. We are happy to report, it sold in less than a week and closed effortlessly. We give Diane the highest recommendation. Great job - Patti and Dan Eddleman

My wife, Joan, and I would like to thank you for the great job that you did listing and selling our condo at Ke Alii Ocean Villas in Kihei. It was with much trepidation that we decided to sell our condo, but your personal attention to our needs made the process easy, understandable, and rewarding. We were happily surprised how quickly we received offers on the property and how quickly we were able to sell our unit. We were especially pleased with the way you represented us so that we ended up getting top dollar in a very tough market. Your knowledge of local market conditions is most impressive. We also appreciate the help and insight that you gave us in presenting the condo in the best manner possible. Even more importantly, we enjoyed working with someone whose honesty and integrity are above reproach. If there is ever any way that we can return the favor that you have done for us, please don’t hesitate to ask. Thanks again.  Sincerely, Steve & Joan Gallaher

The most observable achievement in any endeavor is Success. In home sales, the factors that are most measureable are price realized time required to make the sale and stress level endured in the process. The price Diane sold our condo at Makena Surf far exceeded our expectations, it was sold in less than half the time we expected and the process itself was stress free. Diane's energy helped overcome a very poor market. We would use her again. - Chris and Patricia McCampbell

This is a brief letter of recognition to describe what outstanding service we received from Diane Pool on the recent sale of our Maui home. Even though we were thousands of miles away, we placed our complete trust and faith in Diane and she looked after every facet of the sale of our home efficiently and with great care, she always kept our best interests in mind. Diane is a great communicator; she works hard to do the very best job for her clients. She was professional in dealing with all aspects of the sale and worked diligently to make sure we were comfortable through each step of the sale process. Thank you Diane for everything, it was a true pleasure dealing with you and we won’t hesitate to recommend you to others. When we are in the market for another Maui property we will definitely being dealing with you again! Warmest regards, Darren and Tania Paylor

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Contact Wailea Realty

The Shops at Wailea
3750 Wailea Alanui, Suite B-16
Wailea, Maui, HI 96753
Phone: (808) 879-1991
FAX: (808) 879-6481
E-Mail: info@wailearealty.com
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