Alison Krauss
As of 2018, she has won 27 Grammy Awards from 42 nominations, tying her for the second most awarded recipient alongside Quincy Jones, second only to classical conductor Georg Solti, who holds the record for most wins with 31. She is the most awarded singer and the most awarded female artist in Grammy history.
Grammy Award for Record of the Year
Frank Sinatra has the most nominations for Record of the Year for an artist and a male artist with seven nominations; he won the award once in 1967 for "Strangers in the Night". The Beatles have the most Record of the Year nominations for a group; they had four nominations ("I Want to Hold Your Hand", "Yesterday", "Hey Jude", and "Let It Be") but never won the award. Barbra Streisand and Beyoncé have the most Record of the Year nominations amongst female artists with five nods. Streisand has been nominated ("Happy Days Are Here Again", "People", "Evergreen (Love Theme from "A Star Is Born")", "You Don't Bring Me Flowers", (with Neil Diamond) and "Woman in Love") but has never received the award. Beyoncé was nominated for "Say My Name" as part of Destiny's Child and four times as a solo act with "Crazy in Love", "Irreplaceable", "Halo", and "Formation".