PUERTO RICO
1959 Lillyanna "Lilie" Díaz
1970 Alma Doris Perez
1971 Raquel Quintana
1972 Ana Nisi Goyco
1973 Milagros García
1974 Loyda Eunice Valle Blas Machado
1975 Wilnelia Merced Cruz (winner)
1976 Ivette Rosado (SF)
1977 Didriana "Dee Dee" del Rio
1978 Maria Jesus Cañizares (SF)
1979 Daisy Marissette Lopez
1980 Michele Torres Cintron (SF)
1981 Andrenira Ruiz
1982 Jannette Torres Burgos
1983 Fatima Mustafá Vásquez
1984 Maria de los Angeles Rosas Silva
1985 Iris Matias Gonzáles (SF)
1989 Tania Collazo
1990 Magdalena Pabón
1991 Johanna Berenice Irizarry
1992 Lianabel Rosario Centeno
1993 Ana Rosa Brito Suárez
1994 Joyce Marie Giraud Mojica
1995 Swanni Quiñones Laracuente
1996 Marissa de la Caridad Hernández
1997 Aurea Isis Marrero Nieves
1998 Antonia Alfonso Pagán
1999 Arlene Torres Torres
2000 Sarybel Velilla Cabeza
2001 Barbara Serrano
2002 Cassandra Polo Berrios (SF)
2003 Joyceline Montero García (SF)
2004 Cassandra Castro Holland
2005 Ingrid María Rivera Santos (2nd RU)
2006 Thebyam Carrión Alvarez (SF)
2007 Jennifer Guevara Campos (SF)
2008 Ivonne Marie Orsini López (SF)
2009 Jennifer Colón Alvarado
2010 Yara Liz Lasanta Santiago (SF) (Miss World Beach Beauty)
2011 Amanda Victoria Vilanova Perez (2nd RU)
2012 Janelee Marcus Chaparro Colón (Top 30)
2013 Nadyalee Torres López
2014 Génesis María Dávila Pérez
2015 Keysi Marie Vargas Vélez
2016 Stephanie Marie del Valle Díaz (winner)
2018 Dayanara Martínez Rosado
2019-2020 Daniella Rodríguez Laureano (Top 40)
2021-2022 Aryam Mariel Díaz Rosado (Top 40)
2023-2024 Elena Rivera Reyes (Top 40)