Welcome to Wailea
Posh beach oasis built around a world-class luxury resort
Gated communities and lavish neighborhoods abound in Wailea, whose master-planned residential area is centralized around the luxurious Grand Wailea Maui Resort on Maui’s southeastern coast. Step foot onto one of the five glittering crescent beaches with fine white sand and sky-mirroring waters that create the most stunning sunsets, and you’ll feel as if you’ve walked into a fairytale wonder.
Originally a fishing village whose name is a tribute to the Hawaiian goddess of canoe builders, Wailea’s lush forests, mountains, and pristine beaches made an exemplary setting for a modern population of luxury-seekers. When development began in the 1970s, Wailea’s builders had a dream of creating a thrilling enclave of mixed residential opportunities set side-by-side with resort stays. Today, that dream is a reality.
Homes in Wailea personify all the grandiosity of the land’s beauty as well as the Wailea Resort’s thoughtful elegance. Multimillion-dollar estates designed for entertaining guests, phenomenal home amenities like sweeping wrap-around pools, saunas, and natural rock features, and of course, the open and airy island style that keeps every day feeling like a vacation are just a few of the enticements that draw so many to Wailea.
What to Love
• Prestigious shopping including a mesh of premier brands and local flair
• Just 30 minutes from Kahului Airport
• Daily resort living, including fine dining and award-winning golf
People & Lifestyle
Wailea is for those who know the value of an aesthetically pleasing environment and a life that’s crafted to cater to a never-leave-the-beach mentality. Relaxing but utterly bursting with sophistication, Wailea treats its residents to one of the top-tier island experiences in Hawaii every single day.
Dining, Shopping, & Entertainment
Wailea is considered one of Maui’s premier shopping destinations, in addition to its bevy of other attractive amenities including a bustling culinary scene and luxury resort. Nestled in the heart of Wailea Resort, The Shops at Wailea and Wailea Village rest adjacent to each other among great swaths of verdant greens and tropical, manicured streets.
The former is renowned for its 70 high-end shops and restaurants, including brands such as Gucci, Louis Vuitton, lululemon, and Prada. At Wailea Village, there’s a heavier focus on local artisans and boutiques with a casual island atmosphere. Minutes from the village in the town center, Wailea is flush with even more stores and goods, including the incredible wines and gourmet selections at Wailea Wine.
Dining in Wailea involves choosing from an alluring cornucopia of venues such as Matteo’s Osteria. This quaint restaurant serves up authentic Italian cuisine in a refined bistro setting and houses an extensive wine list. Brought to life by the freshest island ingredients, the Hawaiian fare at Andaz Maui Wailea Resort is the perfect embodiment of the best of Maui. All organic locally farmed and fished excellence is just the start at Monkeypod Kitchen, a true foodie paradise where beer aficionados have creative crafts at their disposal and diners are treated like family.
Things to Do
With its prime position as a masterfully designed resort community, Wailea’s effortless elegance makes the perfect atmosphere for many of Maui’s — and Hawaii’s — most exciting and illustrious events of the year. The epicurean delights of the Hawaii Food and Wine Festival are absolutely legendary, with more than 150 internationally revered masters in the culinary, wine, and mixology fields.
On a more neighborhood scale, Wailea hosts its own celebration of the community’s finest foods during Restaurant Week, and despite its smaller size, this much-loved event is held twice a year through the Wailea Resort. All of Maui — as well as visitors from around the world — gathers for the Maui Film Festival. Under the stars in this open-air party, a marvelous array of films from up-and-coming best directors are showcased.
It’s impossible to talk about activities in Wailea without diving into the exceptional golf courses at the Wailea Golf Club. Jaw-dropping views and enough variety to work for all levels of expertise, the Wailea Golf Club’s three award-winning courses never fail to enchant all who walk their grounds.
Schools
Wailea is home to several excellent schools. Top educational opportunities include:
• Montessori School of Maui, K-8, highly rated private school
