| Name ▲ | Type | CR | Version | Book |
|---|---|---|---|---|
| Headless Body | Humanoid | 3 | 2014 | Keys from the Golden Vault |
| Headless Iron Golem | Construct | 10 | 2014 | Icewind Dale: Rime of the Frostmaiden |
| Heartstabber Mosquito | Beast | 1/8 | 2014 | Plane Shift: Zendikar |
| Hedrun Arnsfirth | Undead | 3 | 2014 | Tales from the Yawning Portal: Against the Giants |
| Helga Ruvak | Undead | 5 | 2014 | Curse of Strahd |
| Hell Hound | Fiend | 3 | 2014/2024 | Multiple Books (MM, WttHC, XMM) |
| Hellcat (Bezekira) | Fiend | 10 | 2014 | Chains of Asmodeus |
| Hellenhild | Giant | 8 | 2014 | Storm King's Thunder |
| Hellenrae | Humanoid | 5 | 2014 | Princes of the Apocalypse |
| Hellfire Engine | Construct | 16 | 2014 | Multiple Books (MPMM, MTF) |