Movies Like 40 Minutes Over Maui

If you liked 40 Minutes Over Maui (2019), a comedy movie directed by Josh Covitt and Michael Feld, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Mystery Train (1989)
★ 7.3/10Also comedy
In Memphis, Tennessee, over the course of a single night, the Arcade Hotel, run by an eccentric night clerk and a clueless bellboy, is visited by a young Japanese couple traveling in search of the roots of rock; an…
2
A Very Brady Sequel (1996)
★ 5.9/10Also comedy
A man claiming to be Carol Brady's long-lost first husband, Roy Martin, shows up at the suburban Brady residence one evening. An impostor, the man is actually determined to steal the Bradys' familiar horse statue, a…
3
The Bed Sitting Room (1969)
★ 5.9/10Also comedy
In the hazy aftermath of World War III, the fallout from a 'nuclear misunderstanding' is producing strange mutations amongst the survivors, and the noble Lord Fortnum finds himself transforming into a bed sitting room.
4
Mike and Dave Need Wedding Dates (2016)
★ 6/10Also comedy
Mike and Dave are young, adventurous, fun-loving brothers who tend to get out of control at family gatherings. When their sister Jeanie reveals her Hawaiian wedding plans, the rest of the Stangles insist that the…
5
Lilo & Stitch (2025)
★ 7.2/10Also comedy
The wildly funny and touching story of a lonely Hawaiian girl and the fugitive alien who helps to mend her broken family.
6
Lilo & Stitch 2: Stitch Has a Glitch (2005)
★ 6.7/10Also comedy
Now, we find the rowdy extraterrestrial getting used to life with his new ʻohana. However, a malfunction in the ultimate creation of Dr. Jumba soon emerges, which reinstates his destructive programming and threatens to…
7
Buddy Buddy (1981)
★ 6.1/10Also comedy
During a high-profile Mafia testimony case in Riverside County, a hired killer checks into a hotel room near the courthouse, while his depressed neighbor contemplates suicide over marital problems.
8
Finding ʻOhana (2021)
★ 6.2/10Also comedy
Two Brooklyn siblings' summer in a rural Oahu town takes an exciting turn when a journal pointing to long-lost treasure sets them on an adventure, leading them to reconnect with their Hawaiian heritage.
9
Guest House Paradiso (1999)
★ 6.1/10Also comedy
Richie and Eddie are in charge of the worst hotel in the UK, Guest House Paradiso, neighbouring a nuclear power plant. The illegal immigrant chef has fled and all the guests have gone. But when a famous Italian…
10
Stitch! The Movie (2003)
★ 6.4/10Also comedy
The continuing adventures of Lilo, a little Hawaiian girl, and Stitch, the galaxy's most-wanted extraterrestrial. Stitch, Pleakley, and Dr. Jumba are all part of the household now, but what Lilo and Stitch don't know…
11
Your Sister's Sister (2011)
★ 6.5/10Also comedy
Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.
12
Head Above Water (1996)
★ 6/10Also comedy
Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her…
13
Hawaiian Vacation (2011)
★ 7/10Also comedy
The toys throw Ken and Barbie a Hawaiian vacation in Bonnie's room.
14
Marvel One-Shot: All Hail the King (2014)
★ 6.8/10Also comedy
A documentary filmmaker interviews the now-famous Trevor Slattery from behind bars.
15
Barb & Star Go to Vista Del Mar (2021)
★ 6/10Also comedy
The story of best friends Barb and Star, who leave their small midwestern town for the first time to go on vacation in Vista Del Mar, Florida, where they soon find themselves tangled up in adventure, love, and a…
16
Spa Weekend (2026)
★ 6.5/10Also comedy
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…
17
Aloha Scooby-Doo! (2005)
★ 7.1/10Also comedy
The Mystery Gang goes to Hawaii for the Big Kahuna of Hanahuna Surfing Contest. However, the gang and the locals find the island invaded by the vengeful Wiki Tiki spirit and his demons.
18
How High (2001)
★ 6.4/10Also comedy
Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas and Jamal take it in a stride -- until…
19
LEGO Star Wars Summer Vacation (2022)
★ 6.3/10Also comedy
Looking for a much-needed break, Finn arranges a surprise vacation for his friends Rey, Poe, Rose, Chewie, BB-8, R2-D2, and C-3PO, aboard the luxurious Halcyon. However, Finn's plan to have one last hurrah together…
20
Airplane II: The Sequel (1982)
★ 6.1/10Also comedy
A faulty computer causes a passenger space shuttle to head straight for the sun, and man-with-a-past Ted Striker must save the day and get the shuttle back on track – again – all the while trying to patch up his…