(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2009 | W | - | - | Randy Travis, Hank Williams Jr., Jerry Reed |
| 1990 | N | Video of the Year | "Planet Texas" | - |
| 1985 | N | Male Vocalist of the Year | - | - |
| 1984 | W | Single Record of the Year | "Islands in the Stream" | Dolly Parton |
| 1984 | W | Vocal Duet of the Year | - | Dolly Parton |
| 1983 | N | Album of the Year | "Love Will Turn You Around" | - |
| 1983 | N | Entertainer of the Year | - | - |
| 1983 | N | Single Record of the Year | "Love Will Turn You Around" | - |
| 1982 | N | Entertainer of the Year | - | - |
| 1982 | N | Male Vocalist of the Year | - | - |
| 1981 | N | Vocal Duet of the Year | - | Kim Carnes |
| 1981 | N | Male Vocalist of the Year | - | - |
| 1981 | N | Entertainer of the Year | - | - |
| 1981 | N | Album of the Year | "Greatest Hits" | - |
| 1980 | N | Song of the Year | "She Believes in Me" | - |
| 1980 | N | Single Record of the Year | "Coward of the County" | - |
| 1980 | N | Male Vocalist of the Year | - | - |
| 1980 | N | Entertainer of the Year | - | - |
| 1980 | N | Album of the Year | "Kenny" | - |
| 1979 | W | Entertainer of the Year | - | - |
| 1979 | W | Male Vocalist of the Year | - | - |
| 1979 | N | Album of the Year | "Everytime Two Fools Collide" | Dottie West |
| 1979 | N | Vocal Group of the Year | - | Dottie West |
| 1979 | N | Song of the Year | "The Gambler" | - |
| 1978 | W | Male Vocalist of the Year | - | - |
| 1978 | W | Single Record of the Year | "Lucille" | - |
| 1978 | W | Song of the Year | "Lucille" | - |
| 1978 | W | Album of the Year | "Kenny Rogers" | - |
| 1978 | N | Entertainer of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1985 | W | Favorite Country Male Artist | - | - |
| 1985 | W | Favorite Country Single | "Islands in the Stream" | Dolly Parton |
| 1985 | W | Favorite Country Album | "Eyes That See in the Dark" | - |
| 1984 | W | Favorite Country Single | "Islands in the Stream" | Dolly Parton |
| 1984 | N | Favorite Country Male Artist | - | - |
| 1984 | N | Favorite Country Band/Duo/Group | - | Dolly Parton |
| 1983 | W | - | - | - |
| 1983 | W | Favorite Country Single | "Love Will Turn You Around" | - |
| 1983 | W | Favorite Country Male Artist | - | - |
| 1982 | W | Favorite Pop/Rock Male Artist | - | - |
| 1982 | W | Favorite Country Album | "Greatest Hits" | - |
| 1982 | W | Favorite Pop/Rock Album | "Greatest Hits" | - |
| 1981 | W | Favorite Country Album | "The Gambler" | - |
| 1981 | W | Favorite Country Single | "Coward of the County" | - |
| 1981 | W | Favorite Country Male Artist | - | - |
| 1981 | W | Favorite Pop/Rock Male Artist | - | - |
| 1981 | N | Favorite Country Single | "Don't Fall in Love with a Dreamer" | Kim Carnes |
| 1981 | N | Favorite Country Album | "Ten Years of Gold" | - |
| 1980 | W | Favorite Country Album | "The Gambler" | - |
| 1980 | W | Favorite Country Male Artist | - | - |
| 1980 | N | Favorite Country Band/Duo/Group | - | Dottie West |
| 1980 | N | Favorite Pop/Rock Male Artist | - | - |
| 1979 | W | Favorite Country Male Artist | - | - |
| 1979 | W | Favorite Country Album | "10 Years of Gold" | - |
| 1978 | W | Favorite Country Single | "Lucille" | - |
| 1978 | N | Favorite Country Male Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2014 | N | Musical Event of the Year | "You Can't Make Old Friends" | Dolly Parton |
| 2000 | N | Single of the Year | "Buy Me a Rose" | - |
| 1986 | N | Vocal Duo of the Year | - | Dolly Parton |
| 1985 | N | Vocal Duo of the Year | - | Dolly Parton |
| 1984 | N | Single of the Year | "Islands in the Stream" | Dolly Parton |
| 1984 | N | Vocal Duo of the Year | - | Dolly Parton |
| 1981 | N | Entertainer of the Year | - | - |
| 1981 | N | Male Vocalist of the Year | - | - |
| 1980 | N | Male Vocalist of the Year | - | - |
| 1980 | N | Album of the Year | "Kenny" | - |
| 1980 | N | Single of the Year | "Coward of the Country" | - |
| 1980 | N | Entertainer of the Year | - | - |
| 1979 | W | Album of the Year | "The Gambler" | - |
| 1979 | W | Vocal Duo of the Year | - | Dottie West |
| 1979 | W | Male Vocalist of the Year | - | - |
| 1979 | N | Entertainer of the Year | - | - |
| 1979 | N | Single of the Year | "The Gambler" | - |
| 1978 | W | Vocal Duo of the Year | - | Dottie West |
| 1978 | N | Entertainer of the Year | - | - |
| 1978 | N | Male Vocalist of the Year | - | - |
| 1977 | W | Single of the Year | "Lucille" | - |
| 1977 | N | Male Vocalist of the Year | - | - |
| 1977 | N | Album of the Year | "Kenny Rogers" | - |
| 1977 | N | Entertainer of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1987 | N | Best Original Song - Motion Picture (from movie "Tough Guys" (1986)) | "They Don't Make Them Like They Used to" | Burt Bacharach, Carole Bayer Sager |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2014 | N | Best Country Duo/Group Performance | "You Can't Make Old Friends" | Dolly Parton |
| 2007 | N | Best Country Collaboration with Vocals | "Calling Me" | Don Henley |
| 1988 | N | Best Country Vocal Performance, Duet | "Make No Mistake, She's Mine" | Ronnie Milsap |
| 1986 | N | Best Country Vocal Performance by a Duo or Group | "Real Love" | Dolly Parton |
| 1984 | N | Best Country Vocal Performance - Male | "All My Life" | - |
| 1984 | N | Best Pop Vocal Performance by a Duo or Group | "Islands in the Stream" | Dolly Parton |
| 1983 | N | Best Country Vocal Performance - Male | "Love Will Turn You Around" | - |
| 1982 | N | Best Country Vocal Performance by a Duo or Group | "What Are We Doing in Love" | Dottie West |
| 1981 | N | Best Pop Vocal Performance - Male | "Lady" | - |
| 1981 | N | Best Pop Vocal Performance by a Duo or Group | "Don't Fall in Love with a Dreamer" | Kim Carnes |
| 1981 | N | Record of the Year | "Lady" | - |
| 1980 | W | Best Country Vocal Performance - Male | "The Gambler" | - |
| 1980 | N | Best Country & Western Performance by a Duo or Group with Vocal | "All I Ever Need Is You" | Dottie West |
| 1980 | N | Best Pop Vocal Performance - Male | "She Believes in Me" | - |
| 1980 | N | Album of the Year | "The Gambler" | - |
| 1980 | N | Record of the Year | "The Gambler" | - |
| 1979 | N | Best Country Vocal Performance - Male | "Love or Something Like It" | - |
| 1979 | N | Best Country Vocal Performance by a Duo or Group | "Anyone Who Isn't Me Tonight" | Dottie West |
| 1978 | W | Best Country Vocal Performance - Male | "Lucille" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1984 | N | International Single of the Year | "Islands in the Stream" | Dolly Parton |
| 1981 | N | International Album of the Year | "Greatest Hits" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | W | - | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1999 | W | - | - | - |
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