Ready to find your new condo in Wailea, HI? Chelsea Dimin has a range of properties available that are perfect for those seeking the best of island living. Browse our comprehensive listings and connect with one of our experienced agents to find your dream home.
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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Wailea, HI, on the lush southwestern shore of Maui, is a premier destination renowned for its upscale condos that blend natural beauty with luxurious living. Offering expansive ocean views, world-class amenities, and easy access to pristine beaches, these condos are designed for those seeking both comfort and elegance in paradise. Their unique combination of island serenity and resort-like convenience makes them ideal for second-home seekers and those looking to settle in one of Maui's most prestigious communities.
Condos in Wailea offer a broad range of options, from intimate oceanfront units to spacious, resort-style complexes, all with premium finishes and exclusive services. Many complexes provide residents with shared amenities such as pools, fitness centers, private beach clubs, and golf memberships. The condo lifestyle in Wailea is synonymous with sophistication, attracting discerning buyers who appreciate high-quality living paired with a vibrant, outdoor-focused lifestyle.
Wailea's idyllic location along the southwest coast of Maui provides unparalleled views of the Pacific and direct access to some of Hawaii's most beautiful beaches, including Wailea Beach, Polo Beach, and Ulua Beach. This prime location is close to natural attractions like Ahihi-Kinau Natural Area Reserve and Haleakala National Park, perfect for hiking and exploring Maui's diverse landscapes.
The community in Wailea is defined by a sense of luxury and exclusivity. Gated complexes and private roads ensure security and privacy, while the community's event calendar brings residents together through social events, film festivals, and golf tournaments. Wailea’s laid-back yet refined lifestyle caters to those seeking the best in upscale living.
Dining in Wailea ranges from casual beachside eateries to high-end restaurants with globally recognized chefs. Local ingredients and flavors feature prominently on menus, offering guests a fresh and varied culinary experience. The many resort restaurants, such as at the Four Seasons or Andaz, provide unforgettable meals with spectacular views.
Families in Wailea have access to schools in the nearby Kihei area, which includes public and private institutions known for their quality education and dedicated staff. For higher education or specialized programs, the University of Hawaii Maui College in Kahului is a short drive away.
Wailea's condo market is characterized by its diverse range of upscale properties. Oceanfront condos offer seamless indoor-outdoor living, while resort-style complexes provide maintenance-free ownership and access to luxury amenities. Many condos are situated close to golf courses, spas, and restaurants, offering residents an all-encompassing lifestyle.
Wailea residents primarily rely on cars for daily transportation, given the well-maintained road network and ample parking. The Kahului Airport is about 30 minutes away, providing connections across the Hawaiian islands and beyond. Local shuttle services and public transit are also available for travel around Maui.
Wailea boasts a mild tropical climate, with warm temperatures year-round and minimal rainfall, ensuring perfect conditions for beach outings, golfing, or simply lounging poolside. The gentle ocean breeze adds to the area's serene, relaxing ambiance.
The community offers state-of-the-art spas, fitness centers, golf courses, and private beach clubs, allowing residents to enjoy an active lifestyle. The Shops at Wailea provide high-end shopping and dining experiences, while the Wailea Beach Path is ideal for jogging or sunset strolls along the coastline.
Wailea attracts a cosmopolitan blend of retirees, vacation homeowners, and families, many of whom are drawn by its unique combination of world-class amenities and natural beauty. The community caters to discerning individuals seeking luxury and tranquility in one of Hawaii's most desirable destinations.
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, teaching and practicing yoga and barre classes, mountain biking, beach runs, jungle hikes, and waterfall adventures with her husband Tim and beloved pitbull, Lulu.
“My mission is to share knowledge so you can build wealth through real estate."
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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