In addition to his defeats at the polls, Kealoha endured two business setbacks. In 1967, he filed bankruptcy in connection with his involvement in a restaurant and show concession at the Montreal Expo in Canada (Cavaliero and Sherman). In 1977, he and his wife were victimized in a hotel and condominium scam that also resulted in bankruptcy. In his later years Kealoha grew papayas in Hawaii and owned a farm in Salem, Oregon. He died on August 24, 1983, in Honolulu with interment at Homelani Cemetery in Hilo.