| Year | Name [1] [2] | Title | Theatre company/production | Ref. |
|---|
1992 (1st) | Chung King-fai | M. Butterfly [a] | Hong Kong Repertory Theatre | |
| Lee Ming-sum | Uncle Doggie's Nirvana [b] | |
| Ko Tin-lung | One of the Lucky Ones [c] | |
1993 (2nd) | I Have a Date with Spring [d] | |
| May Fu Yuet-mai | The night rider [e] | |
| John Chung | Endgame [f] | Seal Players | |
1994 (3rd) | Fredric Mao | The Legend of a Storyteller [g] | Chung Ying Theatre Company | |
| Anthony Chan Kam-kuen | 瘋癲皇帝 lit. 'The Insane Emperor ' | Hong Kong Federation of Drama Societies | |
| Ko Tin-lung | The Mad Phoenix [h] | Hong Kong Repertory Theatre | |
1995 (4th) | Fredric Mao | Children of the Wind [i] | The Musical Company | |
| Dominic Cheung Ho-kin | Johnny Got His Guns [j] | 旭日坊劇團 lit. 'Rising Sun Theatre Company' | |
| Tang Shu-wing | Deathtrap [k] | Exploration Theatre | |
1996 (5th) | Chung King-fai and Sammy Lam Lap-sam | The End of the Long River [l] | Hong Kong Academy for Performing Arts | |
| James Mark | Death of a Salesman [m] | Hong Kong Federation of Drama Societies | |
| Ho Ying-fung | Entering Miss Julie [n] | Theatre Resolu | |
1997 (6th) | Chung King-fai | The Shadow Box [o] | Hong Kong Repertory Theatre | |
| May Fu Yuet-mai, Lo Wai-luk and Pak Yiu-charn | And the Boat Sailed On [p] | Amity Drama Club | |
| Ho Ying-fung | Miss Julie Doesn't Live Here Anymore [q] | Theatre Fanatical | |
1998 (7th) | Fredric Mao | The girl who turned the world upside down [r] | 毛俊輝實驗創作 lit. 'Mao Chun Fai's Experimental Works' | |
| Jacob Yu | The Caine Mutiny Court-Martial [s] | Hong Kong Federation of Drama Societies | |
| Chung King-fai | 瘋雨狂居 lit. 'Mad Rain, Wild Home' | Hong Kong Repertory Theatre | |
1999 (8th) | Daniel Yang | De Ling & Empress Dowager Ci Xi [t] | Hong Kong Repertory Theatre | |
| Victor Pang | Up he climbs, Down she crawls [u] | Actors' Family | |
| Chung King-fai and Anthony Chan Kam-kuen | The Dresser [v] | Hong Kong Federation of Drama Societies | |
| Lee Ming-sum and Desmond Tang | The Wilderness [w] | Hong Kong Academy for Performing Arts | |
2000 (9th) | Weigo Lee Kwok-wai | Cricket in My Life [x] | Prospects Theatre | |
| Fredric Mao | Forever and Ever [y] | Hong Kong Repertory Theatre | |
| Chung King-fai | A Sentimental Journey [z] | The Spring-Time Group | |
2001 (10th) | Lee Ming-sum | The Top Restaurant [aa] | Spring-Time Experimental Theatre | |
| Fredric Mao | Red Boat [ab] | Emperor Entertainment Group | |
| Poon Wai-sum | Hu Xueyan, My Dear [ac] | TNT Theatre | |
2002 (11st) | Lee Ming-sum | What a Blissful Encounter, Mr. Ts'ai! [ad] | Chung Ying Theatre Company | |
| Dominic Cheung | Ng Wong the Swordsman [ae] | Theatre Space | |
| Victor Pang | The Border Town [af] | Actors' Family | |
2003 (12nd) | Fedric Mao | Secret of Resurrection [ag] | Hong Kong Repertory Theatre | |
| Ko Tin-lung | Alive in the Mortuary [ah] | Chung Ying Theatre Company | |
| Tang Shu-wing | Between Life and Death [ai] | No Man's Land [aj] | |
2004 (13rd) | Dominic Cheung | Twelve Angry Men [ak] | Theatre Space | |
| Weigo Lee Kwok-wai | Dragon Head [al] | Prospects Theatre | |
| Victor Pang | The Good Person of Szechwan [am] | Actors' Family | |
2005 (14th) | Cheung Tat-ming | Rotate 270° [an] | Hong Kong Repertory Theatre | |
| May Fu Yuet-mai and Ko Tin-lung | Inherit the Wind [ao] | Hong Kong Federation of Drama Societies | |
| Dominic Cheung | DA [ap] | Theatre Space | |
2006 (15th) | Tang Shu-wing | Phaedra [aq] | Hong Kong Federation of Drama Societies | |
| Fedric Mao | Proof [ar] | Hong Kong Repertory Theatre | |
| Sammy Lam Lap-sam | Trojan women [as] | Hong Kong Academy for Performing Arts | |
2007 (16th) | Tang Shu-wing | Hamlet [at] | |
| Dominic Cheung Ho-kin | Taiji [au] | Theatre Space | |
| Desmond Tang Wai-kit | The Unexpected Man [av] | We Draman Group | |
2008 (17th) | Ko Tin-lung | Tuesdays with Morrie [aw] | Chung Ying Theatre Company | |
| Tang Shu-wing | Di Nu Hwa [ax] | Hong Kong Academy for Performing Arts | |
| Dominic Cheung Ho-kin | Sunday in the Park with George [ay] | Theatre Space | |
2009 (18th) | Andrew Chan | Seven Boxes Possessed of Kafka [az] | Alice Theatre Laboratory | |
| Dominic Cheung Ho-kin | Judgment at Nuremberg [ba] | Theatre Space | |
| Tang Shu-wing | Titus [bb] | Hong Kong Arts Festival and No Man's Land [bc] | |
2010 (19th) | Lee Chun-chow | Murder in San José [bd] | Hong Kong Arts Festival |
| Victor Pang | The Passage Beyond [be] | Actors' Family | |
| Tang Shu-wing | Titus Andronicus 2.0 [bf] | Tang Shu-wing Theatre Studio | |
2011 (20th) | Rubik's Cube and its aftermath [bg] | Hong Kong Academy for Performing Arts | |
| Anthony Chan Kam-kuen | Dr. Faustus [bh] | Hong Kong Repertory Theatre | |
| Edmond Lo Chi-sun | Frankenstein [bi] | Chung Ying Theatre Company and Hong Kong Academy for Performing Arts | |
| Hardy Tsoi Sik-cheong | Copenhagen [bj] | Hong Kong Repertory Theatre and TNT Theatre | |
2012 (21st) | Weigo Lee Kwok-wai | Death and the Maiden [bk] | Hong Kong Repertory Theatre | |
| Kenson Chan Wing-chuen | Eight Hundred Years of Hatred, Eight Hundred Years of Healing [bl] | POP Theatre |
| Chan Chu-hei | The French Kiss [bm] | Theatre Horizon |
2013 (22nd) | Rocelia Fung Wai-hang | Red [bn] | Hong Kong Repertory Theatre | |
| Yu Hon-ting | Nitehawk [bo] | Drama Gallery | |
| Tang Shu-wing | Another Last Lesson [bp] | Chung Ying Theatre Company | |
2014 (23rd) | Roy Szeto | The Emperor, his Mom, a Eunuch and a Man [bq] | Hong Kong Repertory Theatre | |
| Lee Chun-chow | Smear [br] | Hong Kong Arts Festival | |
| Chan Chu-hei | Blast [bs] | |
2015 (24th) | Rocelia Fung Wai-hang | Attempts on Her Life [bt] | Hong Kong Repertory Theatre | |
| Brenda Chan | The Third Wave [bu] | Arts' Options | |
| Carmen Lo Ching-man | Informer [bv] | Cinematic Theatre | |
2016 (25th) | Chan Chu-hei | Lazy People are Always Busy [bw] | Windmill Grass Theatre | |
| Fong Chun-kit | Marriage [bx] | Hong Kong Repertory Theatre | |
| Luther Fung | All My Sons [by] | Hong Kong Federation of Drama Societies | |
2017 (26th) | ' Lee Chun-chow | Three Brothers [bz] | Hong Kong Repertory Theatre | |
| Roy Szeto | Hu Xueyan, My Dear [ca] | |
| Tang Shu-wing | Macbeth [cb] | Tang Shu-wing Theatre Studio | |
2018 (27th) | Rocelia Fung Wai-hang | Le Père [cc] | Hong Kong Repertory Theatre | |
| Andrew Chan | The Hong Kong Three Sisters [cd] | Alice Theatre Laboratory | |
| Chan Chu-hei | The Massage King [ce] | Windmill Grass Theatre | |
2019 (28th) | Tony Wong | Rashomon [cf] | Chung Ying Theatre Company | |
| Fong Chun-kit | Auspicious Day [cg] | Hong Kong Repertory Theatre | |
| Chan Chu-hei | No News is True News [ch] | Windmill Grass Theatre | |
| Edmond Lo Chi-sun | The Miracles of the Namiya General Store [ci] | Chung Ying Theatre Company | |
2020 (29th) | Lee Chun-chow | May 35th [cj] | Stage 64 | [6] |
| Alex Taylor | The Normal Heart [ck] | Windmill Grass Theatre | |
| Rocelia Fung Wai-hang | A Dream Like a Dream [cl] | Hong Kong Repertory Theatre | |
2022 (30th) | Chan Chu-hei | No News is True News 2 [cm] | Windmill Grass Theatre | |
| Roy Szeto | The Woman in Kenzo [cn] | Chung Ying Theatre Company | |
| Chu Pak-him and Yang Yun-tao | A Tale of the Southern Sky [co] | Hong Kong Dance Company and Actors' Family | |
2023 (31st) | Fong Chun-kit | The Impossible Trial [cp] | Hong Kong Repertory Theatre and West Kowloon Cultural District | [7] |
| Octavian Chan | One Last Gift [cq] | Emperor Entertainment Group | |
| Tony Wong | We are gay [cr] | Hong Kong Arts Festival | |
2024 (32nd) | Birdy Wong Ching-yan | I am Tree [cs] | Artocrite Theatre | [8] |
| Tony Wong | Romeo and Juliet [ct] | Hong Kong Academy for Performing Arts | |
| Kingston Lo | Leave Him in The Dust [cu] | Theatre Formula | |
2025 (33rd) | Roy Szeto and Ata Wong Chun-tat | A Journey of Sanshiro [cv] | Hong Kong Academy for Performing Arts School of Drama | [9] |
| Ivor Houlker and Michelle Li Yuen-jing | Songs of Innocence and Experience [cw] | West Kowloon Cultural District and Rooftop Productions | |
| Octavian Chan and Rocelia Fung Wai-hang | The Doctor [cx] | Hong Kong Repertory Theatre | |