1999 Soul Train Music Awards

The 1999 Soul Train Music Awards was held at the Shrine Auditorium in Los Angeles, California and aired live in select cities on March 26, 1999 (and was later syndicated in other areas), honoring the best in R&B, soul, rap, jazz, and gospel music from the previous year. The show was hosted by Tyra Banks, Brian McKnight and Monica.

Quincy Jones Award for Outstanding Career Achievements

 * Luther Vandross

Sammy Davis Jr. Award for Entertainer of the Year – Male

 * R. Kelly

Sammy Davis Jr. Award for Entertainer of the Year – Female

 * Lauryn Hill

Winners and nominees
Winners are in bold text.

R&B/Soul or Rap Album of the Year

 * Lauryn Hill – The Miseducation of Lauryn Hill
 * Erykah Badu – Erykah Badu Live
 * DMX – It's Dark and Hell Is Hot
 * Jay Z – Vol. 2... Hard Knock Life

Best R&B/Soul Album – Male

 * R. Kelly – R.
 * Jay Z – Vol. 2... Hard Knock Life
 * Maxwell – Embrya
 * Will Smith – Big Willie Style

Best R&B/Soul Album – Female

 * Lauryn Hill – The Miseducation of Lauryn Hill
 * Brandy – Never Say Never
 * Mýa – Mýa
 * Kelly Price – Soul of a Woman

Best R&B/Soul Album – Group, Band or Duo

 * The Temptations – Phoenix Rising
 * Dru Hill – Enter the Dru
 * Destiny's Child – Destiny's Child
 * Outkast – Aquemini

Best R&B/Soul Single – Male

 * Brian McKnight – "Anytime"
 * Jon B. – "They Don't Know"
 * Kirk Franklin (featuring R. Kelly, Mary J. Blige, Bono, Crystal Lewis and the Family) – "Lean on Me"
 * R. Kelly – "Half on a Baby"

Best R&B/Soul Single – Female

 * Deborah Cox – "Nobody's Supposed to Be Here"
 * Lauryn Hill – "Doo Wop (That Thing)"
 * Janet Jackson (featuring Blackstreet) – "I Get Lonely"
 * Kelly Price – "Friend of Mine"

Best R&B/Soul Single – Group, Band or Duo

 * Next – "Too Close"
 * Brandy and Monica – "The Boy is Mine"
 * K-Ci & JoJo – "All My Life"
 * The Temptations – "Stay"

The Michael Jackson Award for Best R&B/Soul or Rap Music Video

 * Lauryn Hill – "Doo Wop (That Thing)"
 * Busta Rhymes – "Dangerous"
 * Big Punisher (featuring Fat Joe) – "Still Not a Player"
 * Will Smith – "Gettin' Jiggy With It"

Best R&B/Soul or Rap New Artist

 * Kelly Price
 * Lord Tariq and Peter Gunz
 * Mýa
 * Trin-i-tee 5:7

Best Jazz Album

 * Herbie Hancock – Gershwin's World
 * Olu Dara – In the World: From Natchez to New York
 * Russ Freeman and Craig Chaquico – From the Redwoods to the Rockies
 * John Scofield – A Go Go

Best Gospel Album

 * Kirk Franklin – The Nu Nation Project
 * Ronnie Bryant and the Christian Community Choir – He's a Keepa
 * Fred Hammond – Pages of Life - Chapters I & II
 * Walter Hawkins and the Love Center Choir – Love Alive V: 25th Anniversary Reunion

Performers

 * Whitney Houston – "It's Not Right but It's Okay
 * Kelly Price and Da Brat – "Secret Love"
 * Deborah Cox and R. L. Huggar – "We Can't Be Friends"
 * Luther Vandross Tribute:
 * El DeBarge, Johnny Gill and Kenny Lattimore – "Never Too Much" / "Don't Want to Be a Fool" / "Wait for Love"
 * Whitney Houston – "So Amazing"
 * Kirk Franklin and Nu Nation – "Love"
 * Monica – "Angel of Mine"
 * Lauryn Hill – "Everything is Everything"