In general, the wettest periods on Maui occur during the winter months of November to March, although Wailea benefits from being on the leeward side of Maui, which means the weather at Grand Wailea is generally drier (and warmer) than the rest of the island, even during the winter.

January is generally Maui’s coldest month. The average low temperature is 64 degrees F (18 degrees C) and the average high temperature is 81 degrees F (27 degrees C). The microclimate in Wailea results in more temperate weather patterns, even in the winter.

The wet season in Maui lasts typically from November to March, although Wailea’s location on Maui’s leeward side gives it a microclimate that is drier than the rest of the island, even during the wetter winter months.

Maui experiences favorable weather all year round, with the average high in January of 81 degrees F (27 degrees C) not differing much from the average high in August of 90 degrees F (32 degrees C). In truth, every month is a wonderful time to visit, although if you come from November to May, you’ll have the added bonus of being able to experience the majestic wonder of whale-watching season, when you can see North Pacific humpback whales up close.

Roughly speaking, there are seven different microclimate zones on Maui, ranging from relatively dry and warm along the Wailea coastline, to cooler and misty in the upcountry rainforest, to downright unpredictable on the summit of Haleakalā.