Diane Bercik

Aloha, and thank you for visiting. Whether you are just starting to think about Maui or ready to make a move, I’m glad you’re here. I focus on residential and investment real estate across the island, with more than $100 million in sales in vacation and short-term rentals, second homes, and relocation properties. I have particular depth with North Shore and Upcountry homes and the Maui condos navigating the county’s short-term rental rules. If you have questions along the way, reach out. I’d love to hear from you.

My husband Rob and I moved here from New York in 2015 for what was supposed to be six months. We are now raising our two daughters on the North Shore. I grew up in Michigan and, before making the move to Maui, worked in New York, London and Chicago, where I spent over a decade running marketing and business development programs for large international law firms. That is where I learned the art of contracts, negotiation and excellence in client service.

I found my way into real estate through my own experience buying a home on Maui, which deeply informed my approach to working with clients in a way that is both empathetic and strategic. Before joining Compass I was co-owner and Broker-in-Charge of Maui Paradise Properties, a local brokerage based in Lahaina that managed more than 400 vacation and long-term rentals. I oversaw marketing for the brokerage and developed deep experience in vacation rental investment properties and second home sales.

Many of my clients are buying from four time zones away, and most of them are making the same decision Rob and I made. So I spend a fair amount of time on the part that comes before the search, whether Maui is actually the right move, which side of the island fits how you live, the true cost of living here, and how to truly thrive here. I write and film that material every week on my YouTube channel, where I cover the most common client questions I hear.

I like to stay active in my community and be a connector for my clients so that they too can feel deeply rooted on Maui. I sit on the Government Affairs Committee for the Realtors Association of Maui, which is how I keep close to the short-term rental rules as they move. I also serve on the PTO leadership team at Montessori School of Maui and the membership committee at Maui Country Club.