The sequel to How High was considered in the late 2000s with Redman and Method Man. But it was on hold because Universal did not want to fund it. In late 2015, Redman stated that Danny DeVito signed him and Method Man back onto the film and a script was being written. He further stated that it would be released in 2017. In early 2017, the script has been rewritten because Redman and Method Man did not like the earlier drafts. Redman hoped to start filming between late 2017 and early 2018. As of late 2017, Redman said that it was being rewritten again. In addition, he said that he and Method Man would not be doing the film if the script would not be funny. The script got rewritten again in mid-2018 as MTV teamed up with Universal 1440. When production started in September 2018, Redman stated that he and Method Man were unaware about the fact that Universal 1440 and MTV went ahead with the sequel and didn't contact them until the beginning of production. Redman and Method Man declined to return when they got contacted after production began with Lil' Yachty and DC Young Fly. Now the sequel is an extremely insulting horrible unfunny straight to TV film that just used the How High brand name and certain celebrities to attract viewers.
Method Man and Redman were originally scheduled to reprise their roles from How High as Silas and Jamal and were in the script until the last week of production. Lil Yachty's character was supposed to be Silas' younger brother and the weed bible they find was originally "Silas' Weed Bible."
Actor Al Shearer plays the character, "I Got Money", in How High 2. In the first movie, his character's name was "I Need Money".
In the movie, the name of the high school is Myles P. McCollum High School, which is Lil' Yachty's real name (the character Roger).