Wailea's hideaway for the rich and famous, these two- to five-bedroom villas are an immersion in luxury, with up to 3,100 square feet of living space, furnishings that inspire poetry, and gourmet kitchens fit for an Iron Chef. Add to the mix some units with plunge pools, some with outdoor showers, and all with private balconies with Viking BBQs. Throw in stunning grounds and all the services of the finest resort hotel—the concierge will arrange anything from in-room spa treatments to a personal trainer or a chef—and you've got the vacation accommodations of a lifetime. Pool cabanas, valet parking, and twice-daily housekeeping are included in the rates.
There are only six villa buildings and one five-story penthouse building for a total of 98 two- and three-bedroom units on this property, giving guests an enormous amount of privacy. Each unit differs in furnishings and decor, as each are individually owned, but the website does a nice job of letting guests get a good view of each unit online. Each unit includes air conditioning, full kitchen, washer/dryer, free Wi-Fi, and lanai.
If you’re traveling with a group, consider splurging on the three-bedroom villa. It’s almost a resort within the resort because it has its own private plunge pool!
Bathrooms differ based on unit, but they’re spacious, luxurious, and most have a lovely soaking tub for relaxing.
The lobby at the villas is quite tremendous--it opens upon a large room with brown and beige tones. It’s earthy and opulent at the same time. It isn’t necessarily a place to hang out, as far as the vibe goes, but it does have some nice seating that invites lounging and socializing.
The adults-only infinity pool is surrounded by palm trees and has some lava rock features that make it just stunning, though it’s a bit small. The family pool is also lovely, with similar features and an added waterfall, as well as a nice shallow end for the kiddos. There are also two hot tubs.
YOU SHOULD KNOW The beach area can get a bit busy because of the resorts next door sharing the space.
The fitness center is large and bright, with a variety of cardio and weight machines.
There is no on-site dining, but for an additional fee guests can arrive to a fully stocked kitchen for cooking inside the condo or at one of the outdoor gas grills that come with each villa.
It’s easy (and preferable) to explore Maui’s smaller towns by foot, but to get to them and around the island, you’ll need to rent a car. If you plan on exploring the Road to Hana, get something with a little extra horsepower (but not too big as the road can get very narrow). Free self parking is available. There is also a free Wailea shuttle service provided that just happens to be a Tesla X.
Dining at The Mill House (22-min drive) should top any Maui itinerary, giving guests the chance to enjoy innovative, beautiful, locally sourced dishes. Add to the food a variety of fun cocktails and a massive wine list all wrapped up with clever, beautiful styling, and it’s hard to pull yourself away. An extensive happy hour from 2 to 5 pm gives guests the chance to try a variety of small plates and drinks. The views of the clouds wisping by the west Maui mountains and the fun duck pond off the patio makes the dining experience even more special.
Beloved Hawaiian chef Sheldon Simeon’s newest project, a contemporary take on his family’s Filipino food, takes diners through his personal story, ranging from his childhood to his time on “Top Chef.” The dishes at Lineage Maui (3-min drive) are deeply personal, and the new interpretations of the food Simeon grew up with use incredible ingredients, including gorgeous vegetables from Oprah Winfrey’s Maui farm. The cocktail program at the beautiful bar is just as exceptional as the food, and the surprising amount of plant-based options is refreshing (but there are plenty of elevated traditional options for meat lovers).
The Four Seasons (1-min drive) is known around the world for its welcoming lobby bars, whether you’re a guest or not, and the gorgeous Maui hotel is no exception. The lobby bar recently underwent a facelift that included new furniture, new staff uniforms, and an entirely new cocktails menu that is arranged by the changing colors of the day, with plenty of twists on tropical classics. Enjoy with music and comfy views while relaxing on comfy, new furniture.
Though it may not be as popular as another Hawaiian brewing company, Maui Brewing Co. (11-min drive) deserves every bit as much respect, especially since it’s still local. Its newest brewery, tasting room, and pub in Kihei is super sleek and fun. Drop in for a brewery tour or grab a seat at the massively long bar and try out some of their seasonal beers that are only available at the brewery. Be sure to grab a crowler or growler to enjoy those special flavors during the rest of your trip.
WHY WE LIKE IT
Guests can’t get enough of this luxury resort community, especially how quiet and unpopulated it can be at times. The beauty of the property, with waterfalls and gorgeous landscaping, as well as its location on beautiful Wailea Beach is a huge draw. Staff is also very accommodating, and the resort offers beach staff to assist with chairs, umbrellas, and towels add to the luxury feel of this resort.