Ho'olei, Wailea (Exclusive Resorts)

All eight luxury properties have vibrant interiors, with a colour palette inspired by Maui's golden sands, blue water, green mountains and russet sunsets. Artwork by local artists adorn the walls and floral prints feature in the sofa and cushion upholstery. It all feels very Hawaiian.

Located in Maui, the second largest of the Hawaiian islands and the most developed of the Neighbour Islands, the villas are close to fine beaches and some of the world's best windsurfing and surf spots.

Each of these pieces of luxury real estate in Maui has a large lanai from which to loll on a chair while taking in the tropical breeze, and a gourmet kitchen where you can whip up seafood dishes.

After lunch, head to the beach at Grand Wailea, rated one of the best on Maui and try some of the amenities, including an activity pool featuring waterslides, rapids and a rope swing; a spa; a gym and three championship golf courses.

Further afield, travel the road to Hana: the day-long road trip will wind you through the Maui rainforests, around 600 curves and over 54 bridges to see the Seven Sacred Pools, a number of waterfalls and a plethora of exotic flora and fruit.

Watch the sunrise or sunset from the highest point on the island and the largest dormant volcano in the world, Haleakala. Experience authentic island culture and eclectic history during an afternoon in Lahaina. Once the island's royal capital, the town is also now home to many shops and restaurants, meaning you'll never run out of things to see and do during a stay in one of these luxury second homes.


Nestled within the gated Ho’olei, the eight Maui residences are a short stroll away from Grand Wailea, home to a beach, a spa, championship golf courses and the world’s only water lift. There's plenty to do elsewhere during a stay in this one of these second homes in Maui: dive the coral wall off Molokini, swim with giant sea turtles, hike atop the Haleakala or visit O'heo Gulch's Seven Sacred pools.
  • Classic Collection
  • Partner property
  • 3 Bedrooms / Sleeps 6
  • Transfer: From Kahului Airport - 35 minutes
  • Great For: Golf / Beach / Spa


  • 3,200 sq ft
  • Three bedrooms - Two can be configured with either king size or twin beds and one has two sets of bunkbeds
  • Summer kitchens
  • Beautiful sunset and partial ocean views
  • Spacious lanais
  • Works by local artists
  • Access to all the luxury amenities of Grand Wailea, including Spa Grande, three championship golf courses, the Camp Grande children’s program and more
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