- History Has Its Eyes on You by Christopher Jackson, Lin-Manuel Miranda & Original Broadway Cast of "Hamilton" prod. by Alex Lacamoire, Bill Sherman, Lin-Manuel Miranda & ?uestlove
- History of Rap 1 by Jimmy Fallon (Ft. Justin Timberlake) prod. by Gerard Bradford, Lawrence Manchester & Mike DiCenzo
- History Unfolds prod. by Salaam Remi
- Hold Tight by Skillz prod. by James Poyser & ?uestlove
- Hollow Way by El Michels Affair & Black Thought prod. by Leon Michels
- Hot Girl Fall by Jimmy Fallon & Megan Thee Stallion prod. by John MacDonald
- Hot Shyt by Young Chris (Ft. Peedi Crakk, Tuphace & Wale) prod. by Ritz Reynolds
- How I Got Over by The Roots (Ft. Dice Raw) prod. by Dice Raw, Jeremy Grenhart, Richard Nichols, Rick Friedrich & ?uestlove
- How Lin-Manuel Miranda Orders a Pizza by Daniel Thrasher (Ft. Jack Quinby, Jacqueline Bonsignore, Joe Ganley, Savannah Doss & Zanin Lindsey) prod. by Alex Lacamoire, Bill Sherman, Daniel Thrasher, Lin-Manuel Miranda & ?uestlove
- How to Hold a Choppa prod. by Salaam Remi
- Hurricane (Ft. Common, Dice Raw, Flo Brown, Jazzyfatnastees, The Roots & Yasiin Bey) prod. by Scott Storch
- Hurricane by Lin-Manuel Miranda & Original Broadway Cast of "Hamilton" prod. by Alex Lacamoire, Bill Sherman, Lin-Manuel Miranda & ?uestlove
- Hustla by The Roots (Ft. STS) prod. by Diplo & ?uestlove
- Hustle Don't Give by Apollo Brown & Che Noir prod. by Apollo Brown
- I Can't Help It by The Roots (Ft. Dice Raw, Greg Porn, Malik B. & Mercedes Martinez) prod. by Richard Nichols & The Roots
- Identical Deaths by Danger Mouse & Black Thought prod. by Danger Mouse
- I Don't Care by The Roots (Ft. Dom (Rap)) prod. by Anthony Tidd, Frank "Knuckles" Walker, Richard Nichols & ?uestlove
- I Know Him by Jonathan Groff prod. by Alex Lacamoire, Bill Sherman, Lin-Manuel Miranda & ?uestlove
- I'll Bee Dat! by Redman prod. by Rockwilder