Chelsea Dimin stands at the forefront of Maui’s luxury real estate market, consistently ranking among the top 1% of agents in sales volume. With over 20 years of experience spanning real estate, business development, and advertising, she’s known for her strategic thinking, tenacious negotiations, and results that speak for themselves.
Chelsea began her career in Los Angeles, representing top brands in digital media and advertising before joining New York Magazine’s NYmag.com as the West Coast Advertising Sales Account Executive. Her ability to connect, negotiate, and deliver set the stage for her next entrepreneurial chapter. In 2010, Chelsea followed her instincts to Maui to bring Lululemon Athletica to the islands. Over four years, she spearheaded the launch of three retail locations across Maui, parachuting into new markets, building high-performing teams from the ground up, and embedding the brand into the fitness and wellness community. Under her leadership, each location became a thriving, profitable business, showcasing her ability to build and scale operations with vision and precision.
That same entrepreneurial energy became the foundation of her real estate career. Earning her license in 2014 and her Broker’s license in 2017, Chelsea quickly rose to become a trusted force in Maui’s luxury market, specializing in oceanfront estates and vacation homes. In 2023, she made history as the first female Realtor to list and sell a $32 million home on Maui, a record-breaking sale.
Beyond her sales success, Chelsea is in her second year serving as the Director at Large on the Board of the REALTORS® Association of Maui, where she advocates for industry excellence and forward-thinking leadership. When she’s not negotiating deals or showing properties, Chelsea is living the Maui life surfing, mountain biking, teaching and practicing yoga and barre, hiking through the jungle, and chasing waterfalls with her beloved pitbull, Lulu. Her work is driven by a simple mission:
“To share knowledge so you can build wealth through real estate.”
