Chelsey Flanagan

Chelsey Flanagan

Real Estate Broker

Get To Know Me

Born and raised on the island of Oahu, with roots tracing to Laha’ina, Maui and New Mexico. My love for the ocean and family keeps me here, even with stints in L.A. and London.

If you don’t catch us on the move, you’ll likely find my husband, two daughters and I, fighting for waves at some of our favorite surf breaks or me dragging my girls up Koko Head in the early morning hours. 
  • Real Estate Agent - Broker© Licensed Since 2005
  • Real Estate Agent - Salesperson© Licensed Since 2022
  • M.A. in International Business, Hawaii Pacific University
  • B.A. Journalism, University of Hawaii at Manoa
  • 2011 Aloha Aina REALTOR® Award Recipient
What My Clients Say

Chelsey came to me with a lot of great results for what I was looking for. She was always (is) on the ball and knowledgeable about every building, condo, etc. that she took me to look at. She also was able to provide me with a lot of information that I needed to make my decisions, plus was able to answer all of my questions.

— Matthew N.

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.

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

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.

Find Your Dream Home

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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.