(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2011 | N | Favorite Male Music Artist | - | - |
| 2009 | N | Best of the Year in Music | - | - |
| 1999 | N | Outstanding Performance by Individual in a Music Series or Special | The 26th Annual American Music Awards (1998) (TV) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2016 | W | Favorite Artist - Latin | - | - |
| 2015 | W | Favorite Artist - Latin | - | - |
| 2014 | W | Favorite Artist - Latin | - | - |
| 2011 | N | Favorite Latin Artist | - | - |
| 2010 | N | Favorite Latin Artist | - | - |
| 2008 | W | Favorite Latin Artist | - | - |
| 2003 | W | Favorite Latin Artist Performance | - | - |
| 2003 | N | - | - | - |
| 2003 | N | Favorite Pop/Rock Male Artist | - | - |
| 2002 | W | Favorite Latin Artist Performance | - | - |
| 2001 | W | Favorite Latin Artist Performance | - | - |
| 2000 | N | Favorite Latin Artist Performance | - | - |
| 1999 | W | Favorite Latin Artist Performance | - | - |
| 1998 | N | Favorite Latin Artist Performance | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2020 | N | Latin Pop Artist of the Year, Solo | - | - |
| 2019 | N | Latin Pop Artist of the Year, Solo | - | - |
| 2019 | N | Latin Pop Song of the Year | "El Bano" | Bad Bunny |
| 2018 | N | Latin Pop Song of the Year | "Subeme La Radio" | Descemer Bueno, Zion & Lennox |
| 2018 | N | Latin Pop Artist of the Year, Solo | - | - |
| 2018 | N | Tour of the Year | - | Pitbull |
| 2017 | W | Hot Latin Song of the Year, Vocal Event | "Duele El Corazon" | Wisin |
| 2017 | W | Airplay Song of the Year | "Duele El Corazon" | Wisin |
| 2017 | W | Latin Pop Song of the Year | "Duele El Corazon" | Wisin |
| 2017 | W | Latin Pop Songs Artist of the Year, Solo | - | - |
| 2017 | N | Streaming Song of the Year | "Duele El Corazon" | Wisin |
| 2017 | N | Hot Latin Song of the Year | "Duele El Corazon" | Wisin |
| 2017 | N | Social Artist of the Year | - | - |
| 2017 | N | Digital Song of the Year | "Duele El Corazon" | Wisin |
| 2016 | W | Latin Pop Songs Artist of the Year, Solo | - | - |
| 2016 | N | Hot Latin Songs Artist of the Year, Male | - | - |
| 2016 | N | Social Artist of the Year | - | - |
| 2016 | N | Tour of the Year | - | Pitbull |
| 2016 | N | Artist of the Year | - | - |
| 2015 | W | Digital Song of the Year | "Bailando" | Descemer Bueno, Gente De Zona |
| 2015 | W | Airplay Song of the Year | "Bailando" | Descemer Bueno, Gente De Zona |
| 2015 | W | Hot Latin Song of the Year, Vocal Event | "Bailando" | Descemer Bueno, Gente De Zona |
| 2015 | W | Hot Latin Song of the Year | "Bailando" | Descemer Bueno, Gente De Zona |
| 2015 | W | Latin Pop Album of the Year | "Sex + Love" | - |
| 2015 | W | Streaming Song of the Year | "Bailando" | Descemer Bueno, Gente De Zona |
| 2015 | W | Latin Pop Song of the Year | "Bailando" | Descemer Bueno, Gente De Zona |
| 2015 | W | Latin Pop Albums Artist of the Year, Solo | - | - |
| 2015 | W | Latin Pop Songs Artist of the Year, Solo | - | - |
| 2015 | N | Top Latin Album of the Year | "Sex + Love" | - |
| 2015 | N | Artist of the Year | - | - |
| 2015 | N | Tour of the Year | - | Pitbull |
| 2015 | N | Social Artist of the Year | - | - |
| 2015 | N | Hot Latin Song of the Year, Vocal Event | "El Perdedor" | Marco Antonio Solis |
| 2015 | N | Hot Latin Songs Artist of the Year, Male | - | - |
| 2015 | N | Latin Pop Song of the Year | "El Perdedor" | Marco Antonio Solis |
| 2015 | N | Digital Song of the Year | "El Perdedor" | Marco Antonio Solis |
| 2015 | N | Top Latin Albums Artist of the Year, Male | - | - |
| 2015 | N | Streaming Song of the Year | "El Perdedor" | Marco Antonio Solis |
| 2014 | W | Hot Latin Song of the Year, Vocal Event | "Loco" | Romeo Santos |
| 2014 | N | Streaming Song of the Year | "Loco" | Romeo Santos |
| 2014 | N | Tropical Song of the Year | "Loco" | Romeo Santos |
| 2014 | N | Latin Pop Song of the Year | "Loco" | Romeo Santos |
| 2014 | N | Airplay Song of the Year | "Loco" | Romeo Santos |
| 2014 | N | Hot Latin Song of the Year | "Loco" | Romeo Santos |
| 2014 | N | Social Artist of the Year | - | - |
| 2013 | W | Tour of the Year | - | Jennifer Lopez |
| 2012 | W | Touring Artist of the Year | - | - |
| 2011 | W | Top Latin Albums, Disco del Ano | "Euphoria" | - |
| 2011 | W | Hot Latin Songs, Artista del Ano, Masculino | - | - |
| 2011 | W | Hot Latin Songs, Colaboracion Vocal | "Cuando Me Enamoro" | Juan Luis Guerra |
| 2011 | W | Hot Latin Songs, Tema del Ano | "Cuando Me Enamoro" | Juan Luis Guerra |
| 2011 | W | Artista Latino del Ano | - | - |
| 2011 | W | Top Latin Albums, Artista del Ano, Masculino | - | - |
| 2011 | W | Latin Pop Airplay, Tema del Ano | "Cuando Me Enamoro" | Juan Luis Guerra |
| 2011 | W | Latin Pop Albums, Disco del Ano | "Euphoria" | - |
| 2011 | W | Latin Pop Albums, Artista del Ano, Solista | - | - |
| 2011 | N | Latin Pop Airplay, Artista del Ano, Solista | - | - |
| 2011 | N | Hot Latin Songs, Colaboracion Vocal | "I Like It" | Pitbull |
| 2011 | N | Tropical Airplay, Tema del Ano | "Cuando Me Enamoro" | Juan Luis Guerra |
| 2011 | N | Latin Digital Albums, Disco del Ano | "Euphoria" | - |
| 2011 | N | Social 50, Artista Latino del Ano | - | - |
| 2010 | N | Hot Latin Song of the Year, Vocal Event | "Gracias a Ti" | Wisin & Yandel |
| 2010 | N | Latin Pop Airplay Artist of the Year, Male | - | - |
| 2009 | W | Latin Greatest Hits Album of the Year | "95/08" | - |
| 2009 | W | Latin Pop Album of the Year, Solo | "95/08" | - |
| 2009 | W | Latin Pop Airplay Song of the Year, Male | "Donde Estan Corazon" | - |
| 2009 | W | Top Latin Album of the Year, Male | "95/08" | - |
| 2009 | W | Hot Latin Songs Artist of the Year | - | - |
| 2009 | W | Latin Album of the Year | "95/08" | - |
| 2009 | N | Hot Latin Song of the Year | "Donde Estan Corazon" | - |
| 2009 | N | Hot Latin Song of the Year, Male | "Donde Estan Corazon" | - |
| 2009 | N | Top Latin Albums Artist of the Year | - | - |
| 2009 | N | Latin Digital Download Artist of the Year | - | - |
| 2008 | N | Latin Pop Airplay Song of the Year, Male | "Dimelo" | - |
| 2008 | N | Hot Latin Song of the Year | "Dimelo" | - |
| 2008 | N | Hot Latin Songs Artist of the Year | - | - |
| 2008 | N | Latin Dance Club Play Track of the Year | "Do You Know? [The Ping Pong Song]" | - |
| 2005 | W | Latin Dance Club Play Track Of The Year | "Not In Love/No Es Amor (Club Remixes)" | - |
| 2003 | W | Latin Dance Club Play Track Of The Year | "Escape/Escapar (Remixes)" | - |
| 2003 | N | Latin Pop Album Of The Year, Male | "Quizas" | - |
| 2003 | N | Hot Latin Tracks Artist Of The Year | - | - |
| 2003 | N | Latin Tour Of The Year | - | - |
| 2002 | W | Latin Dance Club Play Track Of The Year | "Heroe (Remixes)" | - |
| 2001 | W | Latin Dance Maxi - Single Of The Year | "Solo Me Importas Tu" | - |
| 2001 | W | Latin Dance Club Play Track Of The Year | "Solo Me Importas Tu" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | N | Top Latin Song | "Duele El Corazon" | Wisin |
| 2015 | W | Top Latin Album | "Sex and Love" | - |
| 2015 | W | Top Latin Song | "Bailando" | Descemer Bueno, Gente de Zona |
| 2015 | N | Top Latin Artist | - | - |
| 2014 | N | Top Latin Song | "Loco" | Romeo Santos |
| 2011 | W | Top Latin Album | "Euphoria" | - |
| 2011 | N | Top Latin Artist | - | - |
| 2011 | N | Top Latin Song | "Cuando Me Enamoro" | Juan Luis Guerra |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2000 | W | Best Latin Clip of the Year | "Ritmo Total" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Favorite Male Artist - Pop | - | - |
| 2000 | W | Favorite Latino Artist | - | - |
| 2000 | N | Favorite Song from a Movie (Internet Only) (from a movie "Wild Wild West" (1999)) | "Bailamos" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Dance Recording | "Be With You" | - |
| 1999 | N | Best Latin Pop Performance | - | - |
| 1998 | N | Best Latin Pop Performance | "Vivir" | - |
| 1997 | W | Best Latin Pop Performance | "Enrique Iglesias" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2018 | N | Latin Song of the Year | "Subeme La Radio" | - |
| 2017 | W | Latin Song of the Year | "Duele El Corazon" | Wisin |
| 2017 | N | Latin Artist of the Year | - | - |
| 2016 | N | Latin Artist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2011 | N | Best Latin/Reggaeton Track | "I Like It" | Pitbull |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Selling Album | "Enrique" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2021 | N | Favorite Artist - Pop | - | - |
| 2018 | N | Favorite Tour | - | Pitbull |
| 2018 | N | Favorite Song - Pop | "El Bano" | Bad Bunny |
| 2017 | W | Favorite Collaboration | "Subeme La Radio" | Descemer Bueno, Zion & Lennox |
| 2017 | W | Favorite Male Artist - Pop/Rock | - | - |
| 2017 | W | Artist of the Year | - | - |
| 2017 | N | Song of the Year | "Subeme La Radio" | Descemer Bueno, Zion & Lennox |
| 2017 | N | Favorite Song - Pop/Rock | "Subeme La Radio" | Descemer Bueno, Zion & Lennox |
| 2016 | W | Favorite Collaboration | "Duele El Corazon" | Wisin |
| 2016 | W | Favorite Male Artist - Pop/Rock | - | - |
| 2016 | W | Single of the Year | "Duele El Corazon" | Wisin |
| 2016 | W | Artist of the Year | - | - |
| 2016 | N | Favorite Song - Pop/Rock | "Duele El Corazon" | Wisin |
| 2015 | W | Favorite Male Artist - Pop/Rock | - | - |
| 2015 | W | Arist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2016 | N | Record of the Year | "Duele El Corazon" | Wisin |
| 2016 | N | Song of the Year | "Duele El Corazon" | Wisin, Patrick A. Ingunza, Silverlo Lozada |
| 2014 | W | Song of the Year | "Bailando" | Descemer Bueno, Gente De Zona |
| 2014 | W | Urban Performance | "Bailando" | Descemer Bueno, Gente De Zona |
| 2014 | W | Urban Song | "Bailando" | Descemer Bueno, Gente De Zona |
| 2011 | N | Album of the Year | "Euphoria" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | N | Mejor Cancion del Ano (Song of the Year) | "Dimelo" | - |
| 2007 | N | Best Pop Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2014 | W | Best World Stage | "MTV World Stage Isle of MTV Malta" | - |
| 2014 | W | Best Spanish Act | - | - |
| 2011 | N | Best World Stage | - | - |
| 2010 | N | Best Male | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2011 | N | Best Latino Artist of 2011 | "Tonight (I'm Lovin' You)" | Ludacris, DJ Frank E |
| 2010 | N | Best Dance Video | "I Like It" | Pitbull |
| 2002 | N | Best Male Video | "Hero" | - |
| 2002 | N | Viewer's Choice | "Hero" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2000 | N | Favorite International Artist | "Be With You" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | W | Best International Video | "Do You Know? [The Ping Pong Song]" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2015 | N | International Male Artist of the Year | - | - |
| 2015 | N | International Duo/Group of the Year | - | Nicky Jam |
| 2012 | N | International Male Artist of the Year | - | - |
| 2011 | N | International Male Artist of the Year | - | - |
| 2009 | W | International Male Artist of the Year | - | - |
| 2009 | N | Group / Duo / French Troupe of the Year | - | Nadiya |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2012 | N | Favorite Male Artist | - | - |
| 2011 | N | Favorite Male Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2019 | W | Replay Song of the Year | "'Por Amarte" | - |
| 2017 | W | Pop/Rock - Male Artist of the Year | - | - |
| 2017 | W | Collaboration of the Year | "Duele El Corazon" | Wisin |
| 2017 | N | Single of the Year | "Duele El Corazon" | Wisin |
| 2017 | N | Artist of the Year | - | - |
| 2017 | N | Male Artist of the Year | - | - |
| 2017 | N | Pop/Rock - Song of the Year | "Duele El Corazon" | Wisin |
| 2016 | N | Pop/Rock - Male Artist of the Year | - | - |
| 2016 | N | Artist of the Year | - | - |
| 2011 | W | Collaboration of the Year (Colaboracion del Ano) | "Cuando Me Enamoro" | Juan Luis Guerra |
| 2011 | W | Pop Artist of the Year - Male (Pop Artista Masculino del Ano) | - | - |
| 2011 | N | Pop Song of the Year (Pop Cancion del Ano) | "Cuando Me Enamoro" | JLG |
| 2011 | N | Collaboration of the Year (Colaboracion del Ano) | "Gracias a Ti" | Wisin y Yandel |
| 2011 | N | Pop Album of the Year (Pop Album del Ano) | "Euphoria" | - |
| 2010 | N | Pop Artista Masculino del Ano (Pop Male Artist of the Year) | - | - |
| 2009 | W | Pop Album of the Year | "95/08 Exitos" | - |
| 2009 | W | Pop Song of the Year | "Donde Estan Corazon" | - |
| 2009 | N | Pop Male Artist of the Year | - | - |
| 2008 | N | Video of the Year | "Dimelo" | - |
| 2008 | N | Pop Male Artist of the Year | - | - |
| 2008 | N | Pop Song of the Year | "Dimelo" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2003 | N | Album del Ano, Interprete (Best Album, Performer); (in Pop Genre) | "Quizas" | - |
| 2003 | N | Artista Masculino (Best Male Artist); (in Pop Genre) | - | - |
| 2003 | N | Premio Del Pueblo Internet (People's Inernet Award); (in Pop Genre) | - | - |
| 2003 | N | Video del Ano (Video of the Year) | "Mentiroso" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2015 | W | La Combinacion Perfecta (The Perfect Combo) | "Bailando" | Gente de Zona, Descemer Bueno |
| 2015 | W | Mi Artista Pop/Rock (My Pop/Rock Artist) | - | - |
| 2015 | W | Mi Ringtone (My Ringtone) | "Bailando" | Gente de Zona, Descemer Bueno |
| 2015 | W | El Super Tour (The Super Tour) | "Sex and Love Tour" | Pitbull, J Balvin |
| 2015 | W | Mi Video Favorito (My Favorite Video) | "Bailando" | Gente de Zona, Descemer Bueno |
| 2015 | W | La Mas Pegajosa (Catchiest Tune) | "Bailando" | Gente de Zona, Descemer Bueno |
| 2015 | N | Lo Toco Todo (Just Play It All) | "Sex and Love" | - |
| 2014 | W | Supernova | - | - |
| 2014 | W | Favorite Hispanic Pop/Rock Artist | - | - |
| 2014 | W | Best Ballad | "El Perdedor" | Marco Antonio Solis |
| 2014 | W | My Favorite Lyrics | "Bailando" | Gente de Zona |
| 2014 | W | Best Theme Novelero | "El Perdedor" [for "Lo que la vida me robo"] | Marco Antonio Solis |
| 2014 | W | The Perfect Combination | "El Perdedor" | Marco Antonio Solis |
| 2014 | N | The Perfect Combination | "Loco" | Romeo Santos |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | N | Favorite Pop Artist by iHeartRadio | - | - |
| 2017 | N | Favorite Party-Starting Song by iHeartRadio | "Subeme La Radio" | Descemer Bueno, Zion & Lennox |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1999 | W | Song of the Year | "Esperanza" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | N | Choice Latin Artist (#ChoiceLatinArtist) | - | - |
| 2011 | N | Choice Music: Male Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2000 | W | Most Fashionable Artist - Male | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | N | World's Best Selling Pop/Rock Male Artist | - | - |
| 2002 | W | Best-Selling Pop Male Artist | - | - |
| 2002 | W | Best-Selling Latin Male Artist | - | - |
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