Aloha Aina REALTOR® Award Winner

March 2006

Earned Hawaii Real Estate Broker's License

March 2003

Earned Hawaii Real Estate Salesperson's License

Chelsey Flanagan

Meet Chelsey

Real Estate Broker


My commitment is to a client’s long-term success: whether it’s helping them purchase or sell their asset or representing their asset through long-term management. . Growing up in a family rooted in real estate, I was taught at a young age not only the value of real estate, but the importance of timing in each type of market. My 20+ years in this robust business has taught me that each transaction is uniquely individual and to meet those needs requires a certain level of experience, expertise and humor. 

100% of my business is generated through referrals.  I appreciate this responsibility and am grateful for the opportunities. 

What My Clients Say

I really appreciated Chelsey's honest opinions about various properties I looked at and took her "reality checks" very seriously. I had been looking for about a year and had been in contact with a half dozen different real estate agents. None of them seemed right for me and the majority of the others seemed only interested in getting their commission and not concerned with my well-being. I was in a uniqu...

— Brian H.

What My Clients Say

Chelsey is a phenomenal real estate agent. Chelsey’s knowledge of all the different areas of the island is incredible. Chelsey goes to great lengths to find the area and home that best fits your budget. Chelsey was also able to recommend an excellent mortgage broker for us. Chelsey is also a supremely nice person who is a joy to be around. I look forward to continuing to work with Chelsey in the future.

— Michael S.

What My Clients Say

As a first-time home buyer, I had no idea what I was getting into. Chelsey was able to guide me through the entire process from start to finish with extreme patience and solid knowledge. She was able to draw on her experience to provide unbiased advice and ultimately find the home that met both my budget and my needs. I hope to work with her again soon!

— Matthew T.

Work With Chelsey

From personalized search criteria, email updates for new or changed listings, community and school demographics, satellite map searches to free market reports, forms, and updated real estate news. Feel free to contact me and I will be happy to help you with all your real estate needs.