Maile Kessler


I have been a licensed agent in Hawaii since 2003, and I obtained my broker’s license in 2006. I’ve continued my education, achieving numerous designations and accreditations to maximize my success in the industry, where I’ve enjoyed partnering with others and building a satisfying career, where I’ve been highly sought after for my organizational skills.

I’ve enjoyed the flexibility and work-life balance of my career, which allowed me to focus on motherhood while still working part-time for beloved Broker-in-Charge, Cherie Tsukamoto. But now that my children are a little older, I’m excited to get back to work full-time!

Satisfied clients and providing quality, consistent customer service is extremely important to me. Plus I thoroughly enjoy creative problem solving & the negotiating process.

I was born and raised on Oahu, and I’ve lived almost exclusively in Hawaii Kai. I’ve been fortunate to take fantastic trips to Sweden, Bali, Arizona, the UK, Canada, Mexico, Amsterdam, and all over the USA but I learned that I miss Hawaii madly when I’m away. I love Hawaii because my family is here, my heart is here, my passions are here.

I love the unique hiking and beaches here on Oahu. From Waimea to Kaimanas, there is something for everyone. Portlock Beach is currently a personal favorite, and we frequently walk there from my family home with the kids (my inspiration!) and look for “treasures” like sea glass and beautiful small shells. I am looking forward to teaching the kids how to stand-up paddle board and learning to surf with them when they are ready!

Feel free to call me a 808-781-8335 or email me at



$9.6M | Honolulu | Learn More About this Property