MAUI REAL ESTATE BROKER
Chelsea Dimin is one of Maui’s most accomplished luxury real estate brokers and trusted Maui real estate advisors, known for her record-breaking results and deep expertise in the Maui real estate market. Recognized as the #1 Compass Hawaii agent in sales volume and #13 across all brokerages statewide (The Wall Street Journal / Real Trends, 2024), Chelsea made history as the first female Realtor to list and sell a property on Maui over 32 million dollars, achieving the island’s top sale that year.
Chelsea represents buyers and sellers across Maui’s most sought-after communities including Paia, Haiku, Kuau, Kapalua, Wailea, and the North Shore. She specializes in luxury homes, oceanfront estates, legacy properties, vacation homes, and high-performing investment opportunities. With 20 years of experience in real estate, property management, and strategic marketing, she blends data-driven pricing, creative storytelling, and skilled negotiation to deliver standout results in any market.
Realtors and clients across Hawaii, the mainland, and abroad look to Chelsea for her clear communication, integrity, and deep local market knowledge. She is a preferred referral partner for agents seeking a Maui Realtor who consistently provides exceptional client care and expert guidance through the complexities of buying or selling a home on Maui.
Chelsea’s Maui lifestyle expertise is equally central to her work. Originally from Brookfield, Wisconsin, she began her career in Los Angeles as a media buyer for global brands like Apple and Universal Pictures before moving to Maui, where she opened three Lululemon Athletica stores and built her entrepreneurial foundation. Today, she shares her passion for the Maui lifestyle through surfing, teaching yoga and Pilates, hosting local events, and cultivating her Haiku farm. Clients rely on her for real insight into what it is truly like to live on Maui.
Whether someone is searching for Maui homes for sale, exploring Maui neighborhoods, planning a move to the island, or seeking recommendations for Maui events, local culture, or things to do, Chelsea is known as a trusted resource with a desire to help people build wealth and find connection through real estate. Her proven integrity, market expertise, genuine care, and relentless dedication have earned her a reputation as one of Hawaii’s most reliable and respected real estate professionals.
"My mission is to share knowledge so you can build wealth through real estate."
Maui Real Estate Market Update: November 2025
Chelsea DiminExplore the Top Local Cafes and Hidden Gems in Paia
Feast, Shop. Celebrate.
Are you interested in buying or selling a home on Maui? Contact me to tap into my local knowledge and global connections. My mission is to exceed your expectations so that you never hesitate to refer your friends, family or coworkers to me in the future.
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