Wailea: Maui’s Luxury Resort Destination

Wailea's Ulua Beach

Originally established as a resort community, Wailea has everything you’re dreaming of for your next Maui vacation. Wailea is blessed with exceptional beaches, including Polo Beach, Wailea Beach, and Ulua Beach. 

These South Maui beaches are great for swimming, snorkeling, and stand up paddleboarding. You’ll also find Wailea has plenty of other activities as well, such as world-class golf courses, a tennis center, as well as shopping and dining opportunities.

Wailea is also home to some of the most luxurious properties on Maui. The community features a variety of opulent hotels and short term vacation rental properties, as well as luxurious private residences. When planning your next trip to Wailea, we recommend you consider these 5 fabulous places to unwind and get into the Aloha spirit.

1. Ho'olei

Hoolei Condos

The Ho'olei at Grand Wailea encompasses some of the most luxurious rental condos in Wailea. The experienced hotelier Waldorf Astoria manages this resort and gated community. Vacationers and owners enjoy lovely two-story three-bedroom, three-bath villas. Every unit features at least one large private lanai, most with ocean views. These short-term rentable Wailea condos supply spacious, elegant accommodations (they typically range in size between 3,200 and 4,000 square feet and include private garages). Upper-level units maintain private elevator access.

The facility offers close proximity to fashionable boutiques. Its lush landscaping attracts favorable notice. Indeed, the tropical pool in this location even includes an eye-catching 19-foot waterfall. A fitness center, golf course access, and concierge services contribute to the charm of this elegant development. It is walking distance to Wailea Beach and the Shops at Wailea as well.

2. Wailea Beach Villas

Wailea Beach Villas

Situated oceanfront at 3800 Wailea Alanui Drive, this luxurious gated complex actually adjoins the exclusive Shops at Wailea next to the Marriott. These high-end condos feature excellent design as well as spacious living. This upscale resort stands on an approximately 11-acre tract featuring abundant, fragrant, tropical gardens. 

Guests access residential units with the assistance of a professionally designed trail system. The two-bedroom and three-bedroom condos include gourmet kitchens, and feature plush accommodations. Every unit offers a private washer and dryer, plus access to a beach towel service.

Just one of the numerous amenities in this upscale residential enclave: complimentary WiFi. Guests enjoy both a billiard room and a fitness center. They may request concierge services. If desired, the management will also pre-stock rental units with groceries. In addition to visiting nearby beaches, patrons relax beside two swimming pools. 

One serves families and the other restricts access to adults only, making this resort a popular honeymoon destination. In 2019, Conde Nast readers voted the Wailea Beach Villas as the third most popular resort in the state.

3. Four Seasons Resort Maui 

This luxurious resort at 3900 Wailea Alanui Drive forms part of an international network of hotels maintained by the Four Seasons chain. It stands within an eight-story building near the heart of the Wailea Resort. This site maintains some 380 vacation units, including both guest rooms and 76 elegant suites. 

Constructed in 1990, the building sits on a fashionably landscaped oceanfront tract. An aromatic plumeria garden and panoramic sparkling Pacific Ocean vistas enhance this site. It adjoins scenic Wailea Beach.

Maui Realtor

Guests obtain opulent accommodations at this hotel. Three swimming pools serve children, adults, and people of any age, respectively. Without leaving the premises, patrons enjoy an outstanding selection of Wailea's best restaurants, too: Spago, Ferraro's Bar e Ristorante, and DUO Steak and Seafood all maintain venues here. 

Additionally, some four bars, a spa, and a beauty salon cater to patrons. The hotel offers a well-equipped gaming room, as well as a business center. It supplies tennis courts and also offers guests access to the Wailea Tennis Center and the three Wailea golf courses at the Wailea Resort. Rooms feature free WiFi. The resort provides around-the-clock security services.

4. Andaz Resort And Residences

Andaz Residences

At 3550 Wailea Alanui Drive, the Andaz Resort Hotel offers some 297 guest suites in conjunction with a limited number of private Andaz Residences. Some of the condo owners make their units available as luxurious oceanfront rental suites. Constructed in 2013, the condominiums feature opulent premises. 

Each includes a gourmet kitchen with a Miele wine refrigerator. These lovely homes also supply outstanding Pacific Ocean vistas. The design team provided for extensive use of wall-to-ceiling windows in order to optimize viewing corridors. Just a few of the lavish interior design features include imported Italian Marble flooring, elegant granite countertops, solid core interior doors, and finely crafted wood cabinetry.

Guests staying at the hotel and resort obtain access to numerous amenities. A chef in residence prepares gourmet meals. This location features Morimoto's restaurant, plus a number of distinctive lounges and bars. From the Andaz, you can also easily access the acclaimed Keawakapu Beach.

Other amenities include five swimming pools, convenient beachfront access, available housekeeping and concierge services, an activities desk, and an on-site spa and fitness center. This trendy vacation center contributes to Maui's reputation as a sought-after international vacation destination.

5. Wailea Elua

Wailea Elua

The lovely Wailea Elua condo development extends across some 24 attractively maintained, park-like acres. It provides direct proximity to Ulua Beach. Hyatt manages the 152 condominiums in this development. Every condo supplies either a garden or an ocean view. 

These units reflect a stylish contemporary décor. Each unit furnishes a private lanai with outdoor grilling facilities, as well as a full indoor kitchen. Property owners frequently choose to lease their units to vacationers.

Guests enjoy access to a clubhouse overlooking the beach. Just a few of the in-demand shared amenities in this residential enclave include a superb fine sand beachfront, two swimming pools, and a hot tub. A fitness/exercise room, a library, private tennis courts, and even a golf putting green supply a variety of recreational options.

Enjoy The Best of Maui

Wailea Golf Estates

Vacationers and full-time residents alike discover a myriad of fun things to do in Wailea. The trendy Shops at Wailea market fashionable goods, plus a variety of excellent dining venues. The Wailea Golf Club maintains three renowned courses: the Gold Golf Course, the Emerald Golf Course, and the Blue Golf Course. These beautifully maintained courses feature spectacular panoramic vistas of the nearby Pacific Ocean. 

Additionally, the Wailea Resort offers a popular Tennis Center. Its well-maintained, illuminated tennis courts host a variety of educational and training activities throughout the year. Sometimes people visiting Maui on vacation simply fall in love with Wailea and decide to search for condos and homes for sale here. With so many recreational activities available in the community, the enduring popularity of this premier resort should surprise no one! 

About the Author: Evan Harlow is a long time Maui resident and realtor with Coldwell Banker Island Properties specializing in Wailea real estate. He loves to play golf, kiteboard, and introduce exquisite properties to discerning buyers. 

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow is an award-winning Realtor on Maui ranking in the top 1% of Coldwell Banker agents worldwide. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what our clients are saying on Google.

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