Calabasas is situated in the southwestern region of the San Fernando Valley, between the foothills of the Santa Monica and Santa Susana mountains. It is 29.9 miles (48.1 km) northwest of downtown Los Angeles (via US 101). The city is bordered by the Woodland Hills neighborhood of Los Angeles to the northeast, Topanga to the east, Malibu to the south, Agoura Hills to the west, and Hidden Hills to the north. The commemorative El Camino Real runs east–west through Calabasas as the Ventura Freeway (US 101).

By 2015, several annexations had increased the city's total land area to 13.6 square miles (35 km²).

One of the oldest neighborhoods in Calabasas is Park Moderne, or the "Bird Streets". A former artists' colony, remnants remain of the club house, pool, and cabins scattered across streets with bird names, such as Meadow Lark, Blackbird, Bluebird, and Hummingbird located right behind Calabasas High School.

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