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KAMEHAMEHA SCHOOL FOR BOYS at Kaiwiula moving to Kapālama in 1940

1887-1893		Reverend William Brewster Oleson
1893-1898		Theodore Richards
1898-1901		Uldrick Thompson
1901-1904		Charles B. Dyke
1904-1914		Perley L. Horne
1914-1915		Ernest C. Webster
1915-1918		Charles R. Bostwick
1918-1919		Frank M. Watson
1919-1922		Earl G. Bartlett
1922-1923		Willard E. Givens
1923-1923		J.E. Carpenter
1923-1924		John H. Midkiff
1924-1930		John H. Nelson
1930-1944		Homer F. Barnes, Ph.D.
1944-1946		Charles T. Parrent
1946-1949		Leonard Calvert
1949-1953		Allen A. Bailey
1953-1954		Oscar F. Fowler
1954-1966		Allen A. Bailey
1966-1968		R. Burl Yarberry
1968-1969		John E. Helfrich Ph.D.

Merged Kamehameha Schools for Boys and Kamehameha Schools for Girls 7–12 grades (Co-ed since 1965)

Named Kamehameha High School in 2004

2005-2015		Julian Ako KSB 1961
2015-		Sheena Aliasa

KAMEHAMEHA SCHOOL PREPARATORY DEPARTMENT at Kaiwiula

Reopening at McNeil Street and moving to Kapālama

1943-1960		Lela R. Brewer
1960-1965		Richard L. Cundy

KAMEHAMEHA SCHOOL FOR GIRLS at Kaiwiula moving to Kapalama in 1931

INTERMEDIATE DIVISION

1965-1982		Diana Lord
1982-2001		Anthony J. Ramos KSB 1958 (Principal for grades 7-12)

MIDDLE SCHOOL (renamed)

2001-2007		Sandy Young
2007-		Pua Mills Kaʻai

ELEMENTARY DIVISION

1965-1982

Marian Welz

ELEMENTARY SCHOOL (renamed)

MAUI CAMPUS AT PUKALANI (opened in 1996)

HAWAIʻI CAMPUS AT KEAʻAU (opened in 1996)

1996	K-3	Barbara Robertson
1976	K-4	Barbara Robertson
1998	K-5	Barbara Robertson
1999	K-6	Barbara Robertson, principal
		Eva Bogue, vice-principal
2000	K-7	Barbara Roberton, principal
		Eva Bogue, vice-principal
2001-2002	K-8	Barbara Robertson, principal
		Eva Bogue, vice-principal
2003	K-8	Barbar Robertson, principal
		Eva Bogue, vice-principal
	9	Ninia Aldrich, high school principal
2004	K-8	Barbara Robertson, principal
		Eva Bogue, vice-principal
	9, 10	Ninia Aldrich, high school principal
2005	K-8	Barbara Robertson, principal
		Eva Bogue, vice-principal
	9, 10, 11	Ninia Aldrich, high school principal
		Phil Aganus, high school VP
2006-2008	K-5	Kāhealani Nae`ole-Wong
	6-8	John Colson
	9-12	Ninia Aldrich, high school principal
		Phil Aganus, high school VP
2009-2011	K-5	Kāhealani Nae`ole-Wong
	6-8	Scott De Sa
	9-12	Ninia Aldrich, high school principal
		Phil Aganus, high school VP
2012	K-5	Kāhealani Nae`ole-Wong
	6-8	Scott De Sa
		Jay Chow, VP
	9-12	Phil Aganus, acting HS principal
		Lorelei “Pua Perreira, HS acting VP
2013	K-5	Kāhealani Nae`ole-Wong
	6-8	Scott De Sa
		Jay Chow, VP
	9-12	Lehua Veincent, high school principal
		Phil Aganus, high school VP