Gretchen Osgood

My name is Gretchen Osgood, and I am the Principal Broker and Owner of Hawaiian Isle Real Estate, LLC, in Kailua-Kona, Hawaii. Since 2003, I have been representing Buyers and Sellers, successfully closing over 603 transaction sides islandwide and developing a network of enthusiastically satisfied clients. Typical feedback includes comments such as “Absolutely the best!” “Above and beyond!” and “Beyond our expectations!” … Visit my testimonials page to read more and browse testimonials from many happy Buyers and Sellers, many of whom have been repeat clients!

Cumulatively from 2003 through 2023, I am the #1 resale agent by transactions (565) in West Hawaii, which covers North Kona and South Kohala, for residential properties. What does this mean to you? This figure represents 339 satisfied sellers and 226 happy buyers, proving that you are in good hands when you work with me!

From the beginning in 2003, I have focused on providing the best and most knowledgeable service to all my clients. I have a strong commitment to education and keep abreast of market trends and economic news, all of which helps me provide excellent service. I have also earned the respect of my peers and associates, receiving awards such as Rookie of the Year, Creative Marketing of the Year, Broker of the Year, Distinguished Service Award, and the 2019 Kupono West Hawaii REALTOR® Award. On a national and state level I’m honored to be in the RPAC Hall of Fame for my work and contributions to the laws that govern real estate.

I write and publish The West Hawaii Real Estate Update, a monthly newsletter for over 20 years now that is rich in content – including real estate trends, local real estate related news, and Hawaii economic updates. Many Hawaii property owners eagerly await these monthly updates, and many Hawaii real estate agents count on my reports to keep them up to date on important news. The newsletter is available to everyone – you can read it here and sign up here to receive it FREE via email.

I work very hard for all of my clients and bring a lot of knowledge and enthusiasm to the table. If a fun-loving, high energy, let’s get this done attitude suits you, then I am your agent. As one of my clients said, “Never underestimate the power of a Redhead!”

I’d love to hear from you! Please fill out this contact form or call or email me directly.