Movies Like A Midsummer's Hawaiian Dream

If you liked A Midsummer's Hawaiian Dream (2016), a romance and comedy movie directed by Harry Cason, here are 11 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy and tv movie
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
2
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy and tv movie
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
3
A Dogwalker's Christmas Tale (2015)
★ 5.8/10Also comedy and tv movie
Spoiled 21-year-old Luce Lockhart faces a tough decision when a handsome new friend asks her to help protect a dog park from her wealthy employer.
4
40 Dates and 40 Nights (2026)
★ 7.5/10Also comedy and romance
Ready to quit the dating scene altogether, burned-out Leah accepts her grandmother's outrageous challenge—40 dates in 40 nights in exchange for a year's rent—only to discover amidst the awkward dinners and unexpected…
5
Tromeo & Juliet (1996)
★ 6/10Also comedy and romance
All the body-piercing, kinky sex, and car crashes that Shakespeare wanted but never had! Join Tromeo and Juliet as they travel through Manhattan's underground in search of climactic love, violence and the American Way.
6
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy and tv movie
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
7
Robin Williams: An Evening at the Met (1986)
★ 8.2/10Also comedy and tv movie
In this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.
8
South Park (Not Suitable for Children) (2023)
★ 7.4/10Also comedy and tv movie
After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.
9
Butterflies Are Free (1972)
★ 6.8/10Also comedy and romance
Striving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good…
10
Poor Things (2023)
★ 7.6/10Also romance and comedy
Brought back to life by an unorthodox scientist, a young woman runs off with a lawyer on a whirlwind adventure across the continents. Free from the prejudices of her times, she grows steadfast in her purpose to stand…
11
10 (1979)
★ 5.8/10Also comedy and romance
A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.