1917 (1st)
Duke Kahanamoku
:27:52
Josephine Hopkins
:40:58
1917 (2nd)
Harold “Stubby” Krueger
N.T.
1922
Chester Sims
:22:16.2
1923
Chester Sims
:24:55.4
1924
Toots Minvielle
:31:52.00
1925
Gay Harris
:28:31.5
1926
Buster Crabbe
:31:09
1927
Buster Crabbe
:24:20
1928
Buster Crabbe
N.T.
1929
Sam Kahanamoku
:29:41
1930
Kenneth Wood
:37:55
1931
Jackie May
:32:24
1932
Toots Minvielle
:31:40.6
1933
Toots Minvielle
:30:38
1934
Henry Sakamoto
:36:43
1935
E. Nakamura
:31:26.4
1945
Stan Hargrave
:25:45.3
1953
Gay Harris
:40:55
1954
Albert “Toots” Minvielle
:35:52.4
1955
John Moore
N.T.
1956
Eagle Rawson
N.T.
1973
Bruce Ames
N.T.
Gerry Senner DeBenedetti
N.T.
1975
Jimmy Dean
:37:05*
Joan Osborne
:51:13
1976
Jimmy Dean
:33:58*
Lisa Caldwell
:40:51
1977
Jimmy Dean
:31:28*
Donna Kahakui
:35:37
1978
Jimmy Dean
:30:40*
Donna Kahakui
:33:44
1979
Jimmy Dean
:29:17*
Donna Kahakui
:33:14
1980
Jimmy Dean
:30:37
Donna Kahakui
:42:10
1981
Jimmy Dean
:29:50
Diane Stowell
:38:41
1982
Jimmy Dean
:27:47*
Diane Stowell
:34:34
1983
Jimmy Dean
:31:00
Leslie Crow
:36:55
1984
Ian Emberson
:28:46
Kisi Haine
:32:04
1985
Ian Emberson
:30:18
Kisi Haine
:33:46
1986
Ian Emberson
:31:36
Missy Mowat
:33:58
1987
Ian Emberson
:33:37
Diane Stowell
:39:28
1988
Todd Duplanty
:29:09
Bonnie Eyre
:41:32
1989
Mike Miller
:32:47
Kisi Haine
:35:58
1990
Ian Emberson
:30:15
Joanna Reinhardt
:31:11
1991
Ian Emberson
:32:16
Hilary Lambert
:34:32
1992
Chris Moore
:31:35
Hilary Lambert
:37:49
1993
Chris Moore
:29:50
Hilary Lambert
:36:30
1994
Chris Moore
:31:02
Hilary Lambert
:40:31
1995
Chris Moore
:38:07
Hilary Lambert
:45:42
1996
Chris Moore
:31:14
Karin Hansen Del Rey
:44:57
1997
Chris Moore
:34:26
Crystal Thornburg
:42:45
1998
Chris Moore
:36:43
Diane Stowell
:45:32
1999
Alex Jampel
:33:55
Aniko Kurdzinak
:50:53
2000
Alex Jampel
:35:12
Diane Stowell
:41:42
2001
Chris Moore
:35:17
Kristi Torkildson
:39:57
2002
Chris Moore
:31:55
Kristi Torkildson
:34:03
2003
Kristi Torkildson
:36:51
Bob Monsen
:37:02
2004
Kristi Torkildson
:35:34
Wil Yamamoto
:35:50
2005
Kristi Torkildson
:34:21
John Akana
:35:38
2006
Kristi Torkildson
:36:10
John Akana
:36:20
2007
Wil Yamamoto
:39:20
Rachel Ross
:41:10
2008
Wil Yamamoto
:39:08
Katherine Nichols
:39:29
2009
Ryan Saunders
:33:11
Laurie Foster
:41:25
2010
Aukai Gilliland
:33:12
Laurie Foster
:40:24
2011
Dolan Eversole
:33:03
Diane Corn
:36:49
2012
Alex Jampel
:39:03
Laurie Foster
:43:14
2013
Stefan Reinke
:22:30 **
Laurie Foster
:27.41
2014
Ethan Bosworth
:38:54
Elsa Kronen
:44:46
2015
Jake Gaughan
:38:49
Elsa Kronen
:39:26
2016
Ethan Bosworth
32:20
Elsa Kronen
:35:03
2017
Sandie Easton
33:28
Ward Saunders
:38:14
2018
Ethan Bosworth
:32:00
Sandie Easton
:32:30
2019
Cable Kronen
:29:26
Sandie Easton
:30:25
2020
Virtual Race due to COVID-19
2021
Briscoe Beaton
:30:45
Sandie Easton
:32:12
2022
Briscoe Beaton
:29:30
Sandie Easton
:31:13
2023
Sandie Easton
:32:03
Ian Lee
:34:11
*Record
**Shorter course due to weather conditions