"Waldorf Astoria Hotels and Resorts are already in the upper echelon of luxury hotels price-wise, but at the brand's Grand Wailea resort on Maui, it's the ultra-exclusive Ho'olei Villas that take the title of 'most expensive' accommodation. The gated community within the resort comprises residential-style three-bedroom villas that offer a bit more privacy than what you'd find at the rest of the resort, including its own sand-bottomed pool. But guests of Ho'olei still have access to the resort at large, including its restaurants, spa, and children's club — and a shuttle service to take you across the 40-acre property and down to Wailea Beach." - Travel + Leisure Editors