When war broke out between Kalaniʻōpuʻu of Hawaiʻi Island and Kahekili in 1779, Kahahana had come to the aid of Kahekili. In a meeting between Kahahana and Kahekili, Kahekili deceived Kahahana. Kahekili prepared for an invasion against Oʻahu and Kahahana. He called on Kahahawai, his special friend, strategist and war chief.
A decisive battle in the war between Kahekili and Kahahana took place near Kolekole Pass. Kahahawai’s warriors lit their torches and moved away (the enemies thought they had gone off to sleep.) But Kahahawai and his men arose and destroyed Kahahana’s warriors.