The most extravagant resort in Maui. The 2,000-foot water activity pool system and the $30 million art collection justify the megaresort premise.
The Grand Wailea Resort opened in 1991 as the most expensive resort hotel ever built at that time — $600 million — and the excess is visible in every element: a $30 million art collection, the 2,000-foot Wailea Canyon Activity Pool with its rope swings, waterslides, and swim-up bar, and the Chapel by the Sea that hosts destination weddings on a schedule that fills every weekend of the year.
The 780 rooms represent the largest luxury resort on Maui and give it the family infrastructure that the smaller Wailea properties cannot offer. The Spa Grande is the largest spa in Hawaii: 50,000 square feet, 40 treatment rooms, and a thermal circuit that includes a Japanese furo, a Roman bath, a Finnish sauna, and a cold plunge — the most comprehensive thermal spa programme in the Pacific.
The Grand Wailea's scale is its argument: 780 rooms, 11 restaurants, the Canyon Activity Pool, the Spa Grande, and a private beach on Wailea Beach constitute a resort that contains everything within its own grounds. The question is whether that sufficiency is a feature or a limitation — for families with children, it is definitively a feature.
The Grand Wailea is the finest family resort in Maui because the Canyon Activity Pool system — waterslides, rope swings, rapids, grotto bar, and six connected pools — provides the activity infrastructure that the more quietly luxurious Wailea properties deliberately withhold. The supervised children's programme (Day Camp Wailea) and the resort's 780-room scale mean that families of any size are accommodated with specific infrastructure rather than tolerance. See all family holiday hotels →
The Grand Wailea's scale — 780 rooms, the Canyon Activity Pool's swim-up bar, 11 restaurants, and the Spa Grande's co-ed circuit — makes it the most complete bachelor/bachelorette resort in Maui. The private beach at Wailea Beach, the pool bar infrastructure, and the resort's entertainment programme provide the group activities that the smaller Wailea properties cannot host at scale. See all bachelor/bachelorette hotels →
From $500/night. Check availability.
More exceptional options in the same city.
