An island with many micro climates
The best times to visit Maui are April through May and September through November. The spring and fall shoulder seasons provide the pleasant weather Hawaii vacationers seek without the high rates and heavy crowds that accompany the summer and winter. However, if you’re into surfing, you’ll want to travel in the winter for the best conditions – just book as early as possible to get a discounted rate. Meanwhile, if you’re traveling with kids, you may want to splurge for a summer trip as that’s when the waters are calmest.
Maui contains a number of microclimates. If it is raining in Ka’anapali it might be sunny in Lahaina or Kihei. Driving 10-30 minutes to escape the rain cloud is worth checking out. Also when you see rain in a forecast, it is usually raining somewhere in the Iao valley or upcountry, not usually on the coast. It could also rain for 15 minutes and the forecast would still show rain. So if you see RAIN on the weather channel, don’t believe rain in the resort areas of Maui. Most websites use info gathered from the weather station in Kahului at the air port. It is on the windward side of the island.
It is generally drier on Maui’s leeward side where you’ll find the spectacular beaches and resorts of Kapalua, Kaanapali, Lahaina, Kihei and Wailea. On the wetter windward side you’ll find lush Iao Valley and the scenic road to Hana. It’s warmer along the coast than Upcountry Maui where temperatures are typically 8-10 degrees cooler. If you’re driving up to the 9,740-foot Haleakala Visitor Center atop Haleakala National Park, expect temperatures in the 40s or lower, so bring warm clothes.
Checkout the Maui page for the website below – it is the most accurate weather we have found. It allows you to choose the area of Maui you are planning on being in and Glen’s Narrative is an important resource to see tracks, live weather maps, etc if a hurricane should threaten.