Guest Stars Richard Herd as Milton Cooper Chris Mulkey as William Pettifer Co Starring Ma'a Tanuvasa as Guard Mariano Farrar as Clarence Whitmour Daisy Kim Murakami as Yuki Uncredited Scott Caan as Milton Cooper - 1941 Jorge Garcia as Officer Mike Flanagan Alex O'Loughlin as Steven McGarrett Sr - 1941 Ian Anthony Dale as Earl Blackstone Meaghan Rath as Alexa Alana Beulah Koale as Evan Kekoa Chi McBride as Capt. Charles Sumner Taylor Wily as "Biggie" Tupa Dennis Chun as Sgt. Naskiuchi