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When picturing a perfect paradise, most people will think of a tropical island with gorgeous sunsets, miles of oceanic views, and breathtaking landscapes. Maui, Hawaii is notorious for bringing a little piece of Heaven to everyone's doorstep. Architects know how to bring these picture perfect visions to life. The Hoolei Wailea Luxury Condominiums were built in 2008 with these visions in mind. Four condominiums with over one hundred units were built over thirty acres of Maui ocean front property.

These luxury condominiums are a gated community with seclusion from the outside world. Each unit will have their own elevator and garage to call their own. With spectacular views of the ocean, the Hoolei Wailea condominiums are surrounded by three golf courses that add to the already picturesque scenery. The condominiums come with three separate floor plans to choose from that contain three bedrooms and three and a half bathrooms. The spaciousness of the units are perfect for families who are looking to spend their lives in a heavenly paradise.

Each unit comes with the most modern appliances, central air and heat, tailor-made cabinets, gorgeous chandeliers, vaulted ceilings, and HD televisions. The condominiums are close to major shopping areas, restaurants, schools, and entertainment. The exterior of the condominiums are equipped with spas, barbecue grills, saunas, pools, and a breathtaking waterfall and cave that residents can swim in. The condominiums also come with a fitness center, caretaker, resident manager, beautiful lush lounges, and a shuttle service. The architects of Hoolei Wailea spared no expense when it came to creature comforts and amenities. When residents leave their homes for the day, they will feel joy and excitement knowing that they have a wonderful home to look forward to when they get back. Residents also have certain privileges to the membership clubs surrounding the area.

People who are planning to vacation in Maui, Hawaii and are looking for a vacation rental for a few weeks, they will love to take advantage of the Hoolei Wailea condominiums. For the duration of their stay they will experience some of the most dynamic views of the ocean. The condominiums are for short and long-term stays. People who visit the island of Maui will never want to leave this island paradise.

Newest Hoolei Wailea Condo Listings

21 Kiloa St Unit O-4, Maui image
21 Kiloa St Unit O-4, Maui — Hoolei $4,650,000 ▼

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views a...

  • 3 Beds
  • 4 Baths
  • 408839 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

81 Makakehau St Unit Apt H-2, Maui image
81 Makakehau St Unit Apt H-2, Maui — Hoolei $4,999,999 ▼

Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near worl...

  • 3 Beds
  • 4 Baths
  • 408222 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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