Hoʻolei Residences offer Luxury 3-Bedroom Villas Across from Wailea Beach
Stay at Hoʻolei Residences in Wailea and you’re a step away from one of South Maui’s most active stretches of coastline. The community is a private, gated collection of three-bedroom villas set across the street from the Waldorf Astoria Grand Wailea and Wailea Beach — close enough to walk to the sand, far enough back to keep the resort-strip energy to one side. Hoʻolei sits in the luxury tier of the Maui Paradise Properties portfolio: three-bedroom, three-and-a-half-bathroom villas, each with two stories, an in-unit private elevator, and multiple lanai areas built around the upper-floor living space.
Each villa Maui Paradise Properties manages at Hoʻolei is set up for travelers who want the space of a home with the finishes of a resort. Central air conditioning runs throughout each villa and ceiling fans cover the rooms; an in-unit washer and dryer is standard. The kitchens are gourmet — Wolf ovens, Sub-Zero refrigeration, Bosch dishwashers, premium cabinetry, and counters built for the kind of cooking that takes its time. The upper-floor lanai includes a built-in BBQ and dining table for outdoor meals; the lower-level lanai opens onto landscaped gardens with peekaboo or full ocean views depending on the building. Some upper-building villas command panoramic three-island views of Kahoʻolawe, Lanaʻi, and Molokini, with winter whale activity visible from the lanai.
Community amenities at Hoʻolei are extensive: a tropical pool with waterfall and swim-in grotto, two hot tubs, locker rooms with sauna, a luxury outdoor kitchen with BBQs, a state-of-the-art fitness center, and free on-site parking. Guests are welcome to explore the Grand Wailea’s public areas — restaurants, curated art displays, and the scenic Wailea Beach Path that runs along the South Maui coast.
Every reservation at Hoʻolei (and every Maui Paradise Properties rental island-wide) includes free daily activities through our Xplorie partnership — one free ticket per activity, per day, to a curated lineup that may include whale watches in season, sunset dinner or snorkel sails, farm tours, and cultural experiences. Each villa also arrives with the MPP Starter Kit: a starter supply of soap, dishwasher tabs, detergent, paper goods, shampoo, conditioner, body wash, and lotion — plus beach towels, beach chairs, and a cooler for the duration of your stay.
The Shops at Wailea sit about a 12-minute walk or 3-minute drive away for upscale shopping and a longer dining list. Wailea Beach, Polo Beach, and Ulua Beach are all within easy reach along the Wailea Beach Path. During humpback whale season — December through April — the upper-floor lanais make exceptional viewing platforms across the South Maui channel.
Browse our Wailea vacation rentals, our broader collection of South Maui properties, or let the team at Maui Paradise Properties match you to the right Hoʻolei villa.
Frequently Asked Questions about Hoʻolei Residences:
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What kind of villas does Maui Paradise Properties manage at Hoʻolei Residences?
Three-bedroom, three-and-a-half-bathroom luxury villas. Configurations vary slightly by unit — some sleep up to six guests in three king suites; others sleep up to eight with king and queen combinations. Each villa is two stories with an in-unit elevator, central air conditioning throughout, ceiling fans, in-unit washer and dryer, and a gourmet kitchen.
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Is Hoʻolei oceanfront?
Hoʻolei is across the street from Wailea Beach, not directly on it. The Hoʻolei community is a private, gated villa enclave set back from the shoreline, with walking access to Wailea Beach via the Wailea Beach Path. Upper-building villas have full ocean views; lower-building villas have peekaboo ocean and garden views.
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Do I get access to the Grand Wailea Resort?
Not to the resort's pools, waterfalls, or spa — those are reserved for hotel guests. Hoʻolei guests are welcome in the Grand Wailea's public areas, including its restaurants, curated art displays, and the Wailea Beach Path. The Hoʻolei community has its own resort-style amenities: a pool with waterfall and swim-in grotto, two hot tubs, locker rooms with sauna, a luxury outdoor BBQ kitchen, and a fitness center.
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What's included with a stay at Hoʻolei Residences?
Free daily Maui activities through the Xplorie partnership (one free ticket per activity per day, varies by home, available for stays up to 35 nights). The MPP Starter Kit: starter soaps, paper goods, shampoo, conditioner, body wash, lotion, and dishwasher detergent — plus beach towels, beach chairs, and a cooler for use during your stay. Guests also have access to local, on-island support from the Maui Paradise Properties team before and during their stay.
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What's nearby Hoʻolei Residences?
The Shops at Wailea, the Waldorf Astoria Grand Wailea, and Wailea Beach are all walking distance or a few minutes' drive. Polo Beach and Ulua Beach sit a short distance south along the resort path. The Wailea Blue, Gold, and Emerald golf courses are minutes away, and Maʻalaea Harbor — the departure point for Molokini snorkel boats — is about a twenty-five-minute drive north.