About

Chelsea Dimin is a top performing Maui Realtor and trusted luxury real estate advisor with over 16 years of experience living and working on the island. She helps buyers and sellers navigate Maui real estate with clarity, confidence, and a long term strategy focused on lifestyle and wealth building. Her mission is clear: to share knowledge so clients can build wealth through real estate.

Recognized for record breaking results, in 2024 Chelsea was ranked the number one Compass Hawaii agent in sales volume and number 13 statewide across all brokerages by The Wall Street Journal and RealTrends. She also made history as the first woman Realtor on Maui to list and sell a property over $32 million, achieving the island’s top sale in 2023.

Chelsea represents clients across Maui’s most sought after communities including Makena, Wailea, Kapalua, Paia, Haiku, Kaanapali, Kihei, Wailuku, Kula and Lahaina. She specializes in luxury homes, oceanfront estates, vacation properties, legacy homes, and high performing investment opportunities. Clients rely on her for honest pricing guidance, strong negotiation, and market insight that protects both value and timing.

Before entering real estate, Chelsea built a successful career in Los Angeles in digital media and sales, negotiating national advertising placements for global brands including Apple, Universal Pictures, and Nissan. She later stepped into the role of West Coast Sales Account Executive for NYMag.com, where she honed the skills that now define her real estate approach: strategic positioning, confident negotiation, and targeted marketing.

What ultimately brought Chelsea to Maui was the opportunity to establish and grow multiple retail locations for a global athleisure brand. More than 16 years later, she combines a big city work ethic with a grounded island mindset and a passion for wellness, nature, and active outdoor living.

More than helping clients buy or sell a home, Chelsea serves as a long term advisor and advocate. She helps clients integrate into the Maui community and make confident decisions not just for today, but for the years ahead.

Beyond real estate, teaching Pilates, barre, and yoga for over 15 years has been one of the most meaningful ways Chelsea connects with her community. Farming her property in Haiku keeps Chelsea deeply connected to the land. Harvesting her lychee orchard, avocados, and citrus grounds her in patience, long term thinking, and stewardship. Staying active outdoors is what keeps Chelsea sharp in a fast paced market. Long trail runs through Makawao Forest, beach runs at Baldwin Beach, mountain biking, surfing, and waterfall hikes are how she resets, recharges, and stays fully present. Wellness is a lifelong practice that genuinely lights her up, allowing her to show up attentive, focused, and on point for her clients every day.