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Save this Post. 2. Re: September weather in Maui & how many days. Dec 11, 2009, 12:50 PM. Weather in Sept. is generally very warm. Upper 80's. Not part of the rainy season, unless of course, there is a hurricane lurking around somewhere. I recommend at least 10 days.
Maui Weather and When to Go. Maui weather essentials. Daytime high temperatures on Maui range from about 78 degrees in the wintertime to about 93 degrees in the summertime. Because the weather on the islands is usually very mild and pleasant, there is really no bad time to visit. WInter in Maui brings more rain to the island, normally for the months between December and March.