Mondo Coolioso Share definition Flag Hawaiian for "major douchebag". Pronouced "cool-e-o-so". Guy 1: John's a fucking tool. Guy 2: Yeah he's a real Mondo Coolioso. Mondo Coolioso by Mondo Coolioso May 7, 2011 0 0 Get merch Get the Mondo Coolioso mug. Buy Now — $32.95 See more merch