2021
- Christine Tamblyn Memorial Scholarship: Jiovanny Soto
- Cadogan Scholarship: Natasha Loewy and Haley Summerfield
- Leo D. Stillwell Award: Sheri Park and Leonard Reidelbach
- Fred M. Levin Award for the Headlands Graduate Fellow: Kristen Wong
- Martin Wong Scholarship for Painting: Joey Rose Pule and Erin Keaton
- Martin Wong Scholarship for Ceramics: Siena La Mere and Haley Summerfield
- Sher-Right Scholarship: Beril Or and Xavier Anderson Villaluz
- Steve Wilson Award: Philippa Renshaw
2020
- Christine Tamblyn Memorial Scholarship: Beril Or
- Cadogan Scholarship: Claudia Huenchuleo Paquien and Leonard Reidelbach
- Leo D. Stillwell Award: Nicole Shaffer and Kristen Wong
- Fred M. Levin Award for the Headlands Graduate Fellow: Calum Craik
- Martin Wong Scholarship for Painting: Leonard Reidelbach and Takahiro Okubo
- Martin Wong Scholarship for Ceramics: Elliot Hwang and David Pierce
- Sher-Right Scholarship: Calum Craik and Nathan Kosta
- Steve Wilson Award: Sheri Park
2019
- Christine Tamblyn Memorial Scholarship: Charlotte Beck
- Cadogan Scholarship: Beril Or and Nicole Shaffer
- Leo D. Stillwell Award: Calum Craik and Nathan Kosta
- Fred M. Levin Award for the Headlands Graduate Fellow: Daniel Southard
- Ihle Award in Printmaking: Richard Bond
- Martin Wong Scholarship for Painting: Avery Caauwe and Kathryn Kim
- Martin Wong Scholarship for Ceramics: Isaiah Phillips and Gayla Biggers
- Sher-Right Scholarship: Shirin Khalatbari and Kristen Wong
- Steve Wilson Award: Beril Or
- Strauss Scholarship for Photography: DJ Meisner
2018
- Christine Tamblyn Memorial Scholarship: Calum Craik
- Cadogan Scholarship: Daniel Southard
- Leo D. Stillwell Award: Shirin Khalatbari and Daniel Southard
- Gwynn Vitello Award for the Headlands Graduate Fellow: Jenna Meacham
- Martin Wong Scholarship for Painting: Clara Davis and Lizzy Blasingame
- Martin Wong Scholarship for Ceramics: Kayla King
- Murphy Award: Shirin Khalatbari
- Sher-Right Scholarship: Denver Gacayan and Jenna Meacham
- Steve Wilson Award: Nathan Kosta
- Strauss Scholarship for Photography: Jennifer Hood
2017
- Christine Tamblyn Memorial Scholarship: Shirin Khalatbari
- Leo D. Stillwell Award: Amy Cella, Jenna Meacham, and Leslie Samson-Tabakin
- Headlands Master of Fine Arts Award: Joshua Solis
- Martin Wong Scholarship for Painting: Ryan Spork and Armando Corral
- Martin Wong Scholarship for Ceramics: Michelle Haas
- Sher-Right Scholarship: Bronwyn Dexter and Sean Healy
- Steve Wilson Award: Cynthia Belran-Islas
2016
- Christine Tamblyn Memorial Scholarship: Jenna Meacham
- Leo D. Stillwell Award: Bronwyn Dexter and Joshua Solis
- Headlands Master of Fine Arts Award: Shannon Abac
- Martin Wong Scholarship for Painting: Leslie Samson-Tabakin and Amy Cella
- Martin Wong Scholarship for Ceramics: Alden Enriquez and Jeannie Ichimura
- SFSU/Kala Art Institute Master of Fine Arts Fellowship: Leslie Samson-Tabakin
- Sher-Right Scholarship: Alexander Goodwin and Leah Virsik
- Steve Wilson Award: Bronwyn Dexter
- Strauss Scholarship for Photography: April Longley
2015
- Christine Tamblyn Memorial Scholarship: Kimberley Arteche
- Leo D. Stillwell Award: Shannon Abac, Kimberley Arteche, Sean Healy, Leah Virsik
- Headlands Master of Fine Arts Award: Brittany Powell
- Martin Wong Scholarship for Painting: David Rogers and Alan Khum
- Martin Wong Scholarship for Ceramics: Jason Henry and Shannon Abac
- Sher-Right Scholarship: Eden Evans and Young-Sun Choi
- Steve Wilson Award: Jacqueline Dailey
- Strauss Scholarship for Photography: Nicole Anastas
2014
- Christine Tamblyn Memorial Scholarship: Stephanie Sherriff
- Leo D. Stillwell Award: Brittany Powell and Centa Schumacher
- Headlands Master of Fine Arts Award: Lauren McKeon
- Martin Wong Scholarship for Painting: Nash Bellows and Christopher Macatangay
- Martin Wong Scholarship for Ceramics: Tiffany Tang and Marlo Zhang
- SFSU/Kala Art Institute Master of Fine Arts Fellowship: Leah Virsik
- Sher-Right Scholarship: Kim Arteche and Leslie Bock
- Strauss Scholarship for Photography: Young-Sun Choi and Isis Hao
2013
- Christine Tamblyn Memorial Scholarship: Sarah Day Hanson
- Leo D. Stillwell Award: Leslie Bock, Lauren McKeon, and Jason Perry
- Headlands Master of Fine Arts Award: Nyssa Zinn
- Martin Wong Scholarship for Painting: Bryan Lacalle and Nicolette Stellavato
- Martin Wong Scholarship for Ceramics: Leslie Bock and Thomas Weber
- SFSU/Kala Art Institute Master of Fine Arts Fellowship: Centa Schumacher
- Sher-Right Scholarship: Laura Fischer and Joan Gallego
- Strauss Scholarship for Photography: Jun-Eun Chun and Isis Hao
2012
- Christine Tamblyn Memorial Scholarship: Christopher Lopez
- Leo D. Stillwell Award: Laura Fischer, Sarah Frazier, Laurel Prieto and Elia Vargas
- Headlands Master of Fine Arts Award: Jordan Perkins-Lewis
- Martin Wong Scholarship for Painting: Robin David and Phillip Gann
- Martin Wong Scholarship for Ceramics: Christina Longoria and Nicholas Oh
- Sher-Right Scholarship: Paula Moran and Christina Salangsang
- Strauss Scholarship for Photography: Caitlin Alexander and Michael Thurin