5 best hotels with a pool in Wailea

Hotels with a pool in Wailea are a strong fit for travellers who want a stay built around relaxation, warm-weather swimming and easy downtime between outings. In this part of Maui, a genuine pool hotel is more than a property that happens to have water on site: it should offer a pool that feels central to the experience, whether that means a resort-style setting, a quieter place to unwind, or a practical base for families and longer stays. Wailea’s appeal lies in its polished, resort-focused feel, so the best options tend to suit guests who want comfort, space and a slower pace.

This list includes a good spread of styles. Hotel Wailea and Fairmont Kea Lani Maui sit at the luxury end, while Wailea Beach Resort - Marriott, Maui and Andaz Maui at Wailea Resort A concept by Hyatt offer well-known resort stays with strong guest ratings. Wailea Beach Villas and the various Wailea Grand Champions properties are useful for travellers who prefer villa-style accommodation, and Residence Inn by Marriott Maui Wailea brings a more practical, extended-stay option. Across the board, these hotels suit couples, families and guests who value pool access as part of the stay rather than as an afterthought.

Expect Wailea to lean towards the mid- to high-end market, with 3-star to 5-star options and guest ratings that are generally strong. That makes it a reliable area for a pool-led holiday, especially for those who want a comfortable base with a resort atmosphere.