Villa Kumulani, Maui, Hawaii
Designed by architect Tan Hock Beng and set on two ares, this villa sleeps eight. An interior courtyard, an infinity pool and artwork highlight the home. A private chef is available, and a 24/7 concierge service can arrange outings such as surf and hula lessons; Hawaiian cultural experts give guided tours. A spa and shopping area are within walking distance. Villa Kumulani, $4,500-$5,500 per night, is offered by Hawaii Hideaways.