Discover the luxury homes for sale in the prestigious area of Wailea, HI with Chelsea Dimin. Our experienced agent can help you find the perfect home that meets your luxury living expectations. Start your search with us today and let us assist you in finding the luxury property that suits your needs and desires.
8,942 people live in Wailea, where the median age is 55.5 and the average individual income is $66,640.08. Data provided by the U.S. Census Bureau.
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Your Guide To
Wailea, HI, situated on the sun-kissed southwestern shores of Maui, epitomizes luxury living with its opulent homes, meticulously landscaped avenues, and breathtaking oceanfront vistas. This prestigious community is celebrated for its world-class resorts, championship golf courses, and exclusive residential offerings that cater to an affluent lifestyle. Wailea's luxury homes are architecturally stunning, ranging from modern villas with expansive ocean views to secluded estates surrounded by tropical gardens. These properties provide an unmatched level of privacy and exclusivity, often featuring custom designs that seamlessly integrate indoor and outdoor living to make the most of the island's idyllic climate.
The allure of Wailea's luxury real estate is complemented by its vibrant local culture and array of high-end amenities, creating a living experience that is both indulgent and culturally enriching. Residents enjoy access to private beach clubs, spa services, gourmet dining, and designer shopping within the community, reinforcing Wailea's reputation as a top-tier destination for discerning homeowners. The combination of natural beauty, sophisticated architecture, and a laid-back yet luxurious lifestyle makes Wailea an exceptional choice for those seeking the pinnacle of tropical luxury.
Wailea is strategically located along Maui's protected leeward coast, offering calm waters and spectacular sunsets. Its coastal position affords direct access to some of the island's best beaches, including Wailea Beach, Polo Beach, and Makena Beach. The community's close proximity to natural preserves and marine sanctuaries also provides plenty of opportunities for wildlife observation and water sports.
Wailea is synonymous with exclusivity and luxury. The community is well-planned, featuring gated entries, private roads, and 24-hour security that ensures a safe and private environment for residents. Social life revolves around golf clubs, beach resorts, and community events, fostering a tightly-knit but discreet community atmosphere where privacy and comfort are paramount.
The dining experience in Wailea is nothing short of luxurious, with numerous five-star restaurants and resort dining options available. These establishments specialize in haute cuisine with a focus on local seafood and farm-to-table ingredients. The culinary scene is enhanced by the region's excellent vineyards and organic farms, providing a true taste of tropical abundance.
While Wailea itself is primarily residential and resort-oriented, educational needs are served by schools in nearby Kihei and private institutions throughout Maui. These schools offer high-quality education with an emphasis on holistic development and environmental awareness, aligning with the community's affluent and conscientious demographic.
Luxury housing in Wailea includes a range of high-end properties from beachfront estates to custom-built villas with panoramic ocean views. These homes are designed with sophistication in mind, incorporating advanced architectural styles and eco-friendly technologies. Each property is crafted to offer privacy, luxury, and harmony with the surrounding natural beauty.
Transportation within Wailea is predominantly by private vehicle, with well-maintained roadways connecting homes to local amenities and main highways. The community's layout encourages walking and cycling, and many residents use golf carts to navigate the area. For longer journeys, Kahului Airport is just a short drive away, providing inter-island and international flights.
Wailea enjoys a pleasant tropical climate, characterized by warm temperatures year-round, minimal rain, and plenty of sunshine, making it ideal for outdoor living and water activities. The weather is especially favorable for golfing, tennis, and ocean sports, which are popular among residents.
Wailea's amenities are geared towards luxury and recreation, including multiple golf courses, tennis courts, and private clubs. The community also offers exclusive access to spa facilities, fitness centers, and private beach fronts. For shopping and entertainment, The Shops at Wailea provide a collection of high-end retailers and boutiques.
Wailea's demographics reflect its status as a luxury resort community, with a significant portion of residents being affluent retirees, second-home owners, and well-to-do families. This demographic contributes to the area's serene atmosphere and maintains high standards in community upkeep and property management.
Primary phone
(808) 250-7633License Number
#22400Address
3750 Wailea Alanui Dr. Suite EW5 ,Real Estate Agent & Realtor Serving Wailea
Chelsea Dimin stands at the pinnacle of Maui's luxury real estate, consistently ranking among the top 1% of agents in sales volume. Chelsea specializes in oceanfront property and vacation homes and has over 17 years of expertise in real estate, business development, and advertising sales.
Originally from Milwaukee, Wisconsin, Chelsea holds degrees in Journalism and Spanish from the University of Wisconsin Madison. Her career journey led her to Los Angeles in 2006, honing negotiation skills representing top brands in digital media and advertising sales. In 2010, she joined New York Magazine's digital publication, NYmag.com, as the West Coast Advertising Sales Account Executive. In 2014, Chelsea embraced Maui's allure, obtaining her real estate license and collaborating with a local developer. As a Realtor Salesperson, she played a key role in transforming vacation rental estates into profitable ventures, attracting a global clientele.
Acquiring her Broker license in 2017, Chelsea made history in January 2023, becoming the first female Realtor to list and sell a $32 million dollar home in Makena, as reported by the Wall Street Journal. Today, Chelsea guides buyers in realizing their Maui dream homes. Known for tenacity and creativity, she forges connections, assesses needs, and delivers strategic results. Chelsea's signature is creating opportunities, leveraging a global network for off-market deals and win-win negotiations.
Clients appreciate Chelsea's commitment to staying informed, providing updates on values, market trends, and recommendations. Beyond real estate, Chelsea enjoys an active lifestyle, engaging in surfing, yoga, barre classes, mountain biking, beach runs, jungle hikes, and waterfall adventures with her husband Tim and beloved pitbull, Lulu.
“My mission is to exceed your expectations so that you never hesitate to refer your friends, family or coworkers to me in the future.”
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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