Ho'olei At Grand Wailea

Private Paradise

fromUSD $1844*night
Includes all taxes & fees
*Based on a 3 night stay, from Sat, Sep 7 to Tue, Sep 10. Perks may not apply to this rate. view this rate

Wailea, Maui

Ho'olei At Grand Wailea

Private Paradise

What it is

A collection of luxe villas overlooking the lush mountains and surrounding seas, with fully tricked out kitchens and private lanais.

What it isn't

Lacking the resort experience. Head to Grand Wailea to indulge at the new spa and nine restaurants (including a grotto bar, where you’ll sip cocktails in a cave).

What we think

As much as we love a short term rental, they can leave a lot to be desired: namely, the confidence in knowing you’re heading to a truly pampering stay with all the activities and doting staff you’ll need for a topnotch trip. Ho’Olei at Grand Wailea combines the homey feel of a private villa with everything one could want from a resort, and the villas themselves are megawatt. Each is a minimum of 3,400 square feet, with 3.5 bathrooms, prime panoramas over the ocean and verdant gardens, and the ability to sleep up to 8. But our favorite thing might be the kitchens, so well stocked they would satisfy Ina Garten herself…and the perfect place to whip up whatever you’re craving, at any hour.

You're here because

You’re on a health kick and can’t eat out for every meal, so the fully equipped kitchens are a dream come true. That they overlook a turquoise span of Pacific Ocean is just a bonus.

The Moment

You’ve spent the afternoon dipping your way through the 770,000-gallon activity pools, all connected by a “river” of whitewater rapids. So you’ve more than earned your drink in a cave at the Grotto Bar: a Mai Tai, of course.

Restaurants & Bars

Humuhumunukunukuāpuaʻa - Savor artfully crafted Hawaiian cuisine and stunning Pacific views

Molokini Coastal - Delicious dishes reflecting classic American flavors and Mediterranean influences—all made with sustainable ingredients sourced from local farms

Café Kula - A fresh array of gourmet takeout items inspired by the farm-to-table movement

Aloha Trick Pony - Satisfy your gourmet food truck cravings with delicious Magical Tacos and fresh ‘ahi poke bowls

Wailea Surf Haus - Walk-up beach bar just steps from the surf


Tucked within a private perch straddling the expansive grounds of Grand Wailea, A Waldorf Astoria Resort. The Kahului Airport is about a 30 minute drive away.

146 Ho'olei Circle
Wailea, 96753
HI, United States

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