The Grammy Award for Best Pop Collaboration with Vocals was an honor presented at the Grammy Awards, a ceremony that was established in 1958 and originally called the Gramophone Awards, to recording artists for quality pop songs on which singers collaborate. Awards in several categories are distributed annually by the National Academy of Recording Arts and Sciences of the United States to "honor artistic achievement, technical proficiency and overall excellence in the recording industry, without regard to album sales or chart position."
The award for Best Pop Collaboration with Vocals was first presented to Al Green and Lyle Lovett at the 37th Grammy Awards (1995) for the song "Funny How Time Slips Away". According to the category description guide for the 52nd Grammy Awards, the award was presented to artists that performed "newly recorded collaborative pop performances" that "do not normally perform together."
In 1997, the father and daughter duo consisting of Nat King Cole and Natalie Cole won the award for "When I Fall in Love", a duet remake of one of his signature hits. There have been five instances in which an artist was nominated for more than one song within the same year. In 1998, Barbra Streisand received nominations for the songs "I Finally Found Someone" (with Bryan Adams) and "Tell Him" (with Celine Dion). Santana was nominated in 2000 for the songs "Love of My Life" (with Dave Matthews) and "Smooth" (with Rob Thomas), the latter of which earned the group an award for Best Pop Collaboration with Vocals. In 2002, Christina Aguilera was nominated along with Ricky Martin for the song "Nobody Wants to Be Lonely" and won an award for the song "Lady Marmalade". In 2005, Ray Charles earned nominations for the songs "Sorry Seems to Be the Hardest Word" and "Here We Go Again" alongside Elton John and Norah Jones, respectively. In 2010, Colbie Caillat was nominated for the songs "Breathe" and "Lucky" alongside Taylor Swift and Jason Mraz, respectively. Charles and Caillat both earned one award from their two nominations.
Two-time award recipients include Alison Krauss, Van Morrison, Pink, Robert Plant, and Santana. Krauss and Plant are the only duo to win more than once as well as the only consecutive winners. Christina Aguilera and Stevie Wonder share the record for the most nominations, with six each.
The award has been discontinued as of 2012 in a major overhaul of Grammy categories. In 2012, all duo or group performances in the pop category were shifted to the newly formed Best Pop Duo/Group Performance category. Hence the 2011 award to a cover version of "Imagine" was the last one to be awarded in the Best Pop Collaboration with Vocals category.