Top 10 Rappers With The Most GRAMMY Wins: 2025 Edition

Dr. Jermaine Bruen DDS 10 May 2025

Is there a king of the rap world when it comes to Grammy recognition, or is it a reign shared among titans? The quest to determine who has conquered the most Grammy Awards in the rap genre is a compelling race between some of the most influential artists of our time.

The Grammy Awards, a ceremony steeped in history since its inception in 1958 (originally known as the Gramophone Awards), has evolved into the preeminent platform for acknowledging excellence in music. With 94 distinct categories spanning a vast spectrum of genres from pop and rock to R&B and classical, the Grammys celebrate the creative genius of thousands of musicians. Within this landscape, the rap category stands out, a testament to the genre's growing impact and influence over the decades. The "Best Rap Album" award and the "Best Rap Song" award are prime examples of this recognition, highlighting the innovation and cultural significance of rap music.

The pursuit of Grammy glory has sparked a friendly rivalry among rap legends, each vying for the title of most-awarded rapper in history. The figures tell a compelling story of dedication, talent, and the enduring power of hip-hop.

Here is a table to showcase the information:

Rank	Rapper	Grammy Awards	Key Achievements	Notable Songs/Albums	Nominations
1	Jay-Z	28	Holds the record for the most Grammy wins by a rapper.	"Hard Knock Life", "Empire State of Mind", "Run This Town", Reasonable Doubt, The Blueprint, The Black Album, 4:44	88
2	Kanye West	24	Known for his innovative production and genre-bending music.	"Jesus Walks", "Stronger", "Gold Digger", The College Dropout, Late Registration, Graduation, My Beautiful Dark Twisted Fantasy, Donda	75
3	Kendrick Lamar	17	Critically acclaimed for his lyrical depth and storytelling ability.	"Alright", "Humble", Good Kid, M.A.A.D City, To Pimp a Butterfly, DAMN., Mr. Morale & the Big Steppers	47
4	Eminem	15	Recognized for his complex rhyme schemes and storytelling.	"Lose Yourself", "The Real Slim Shady", The Slim Shady LP, The Marshall Mathers LP, The Eminem Show, Recovery	47
5	Lil Wayne	5	Known for his prolific output and unique flow.	"Lollipop", Tha Carter III, Tha Carter IV	27
6	Drake	5	A global superstar with chart-topping hits and significant cultural influence.	"Hotline Bling", "God's Plan", Take Care, Views	55
7	Missy Elliott	5	A trailblazing female rapper and producer known for her innovative music videos and unique style.	"Get Ur Freak On", "Work It", "Lose Control"	22
8	Lauryn Hill	8	Highly influential female rapper, singer, and songwriter.	"Doo Wop (That Thing)", The Miseducation of Lauryn Hill	17
9	OutKast	6	Innovative hip-hop duo.	"Ms. Jackson", "Hey Ya!", Speakerboxxx/The Love Below	13
10	Tyler, the Creator	2	Highly creative rapper, producer, and visual artist.	"Earfquake", IGOR, Call Me If You Get Lost	8