In May, the weather in San Luis Obispo is typically warm. Average daily high temperature in May is about 21 degrees above zero. On average, San Luis Obispo has 23 sunny, 5 partly cloudy, 2 rainy, and 1 cloudy day in May. The rains are usually light. May as well as June, July, August, and September is considered the most comfortable time to visit San Luis Obispo.