Family Friendly, 5-Star Hotels with Swimming Pool in Wailea HI

With the dramatic peak of the Haleakala volcano as a backdrop and lavish tropical gardens, this luxury resort in Maui is an ideal destination for the most unforgettable and relaxing holidays. Guests can enjoy the comfortable and stylish rooms and suites, soak in the infinity pool for adults only and explore the surrounding area at their own leisure.

Grand Wailea Resort Hotel & Spa, a Waldorf Astoria Resort, is a luxurious retreat offering a harmonious blend of nature, culture, and relaxation. Guests can savor island flavors at various dining venues, such as Ikena, Botero Lounge and Napua, while enjoying exclusive accommodations in custom-designed guest rooms and suites. The resort provides a variety of pools, including the serene adults-only Hibiscus Pool and the family-friendly Wailea Canyon complex. To enrich their stay, guests can participate in hands-on workshops at the Hīpuʻu cultural center and join weekly tours led by a Cultural Ambassador. The ongoing multifaceted revitalization of the Grand Wailea aims to preserve and update its heritage, offering guests a refreshed interpretation of Hawaiʻi and the resort's renowned relaxed elegance.