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Movies like Hollywood Harry (1986)

The best movies like Hollywood Harry (1986) are Ca$h (2010), Breathless (2012) and Novocaine (2001). If Hollywood Harry hooked you with its comedy and crime, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Ca$h (2010)

    A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a tumultuous adventure through the streets of Chicago, each are pulled deeper and deeper into a desperate spiral of deception and violence – all in the name of money.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

  2. Breathless (2012)

    Lorna is a strong-willed Texas woman who’s had enough of her untrustworthy husband Dale’s criminal acts and lack of husbandry. Fed up, she enlists the help of her old friend, Tiny, to help her figure out what to do with Dale after his latest double-cross involving the theft of $100,000 from a bank.

    Why it matches: Recommended by TMDB viewers · both comedy & thriller

  3. Novocaine (2001)

    A dentist finds himself a murder suspect after a sexy patient seduces him into prescribing her drugs.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  4. $ (1971)

    A bank security expert plots with a call girl to rob the safety deposit boxes of three very different criminals from a high-tech bank in Hamburg.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  5. One Night at McCool's (2001)

    On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  6. The System (2022)

    When a young soldier, newly returned from war, gets caught up in a drug bust, he is recruited by the authorities to go undercover in a notoriously dangerous prison in order to figure out what is really going on.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

    Worth the HypeMovies like this
  7. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy & thriller

    Popcorn FlickMovies like this
  8. Cleaner (2007)

    Single father and former cop Tom Cutler has an unusual occupation: he cleans up death scenes. But when he's called in to sterilize a wealthy suburban residence after a brutal shooting, Cutler is shocked to learn he may have unknowingly erased crucial evidence, entangling himself in a dirty criminal cover-up.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

    Popcorn FlickMovies like this
  9. Stretch (2014)

    A hard-luck limo driver struggling to go straight and pay off a debt to his bookie takes on a job with a crazed passenger whose sought-after ledger implicates some seriously dangerous criminals.

    Why it matches: Recommended by TMDB viewers · both comedy & thriller

    Popcorn FlickMovies like this
  10. Criminal (2004)

    Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William Hannigan. Rodrigo distrusts his new associate, but needs money to help out his ill father. The situation becomes more complicated when Rodrigo falls for Gaddis' sister, Valerie, drawing another player into the game.

    Why it matches: Recommended by TMDB viewers · both comedy & thriller

    Popcorn FlickMovies like this
  11. The Killer (2024)

    Zee is a feared contract killer known as "the Queen of the Dead," but when she refuses to murder a young blind woman, she finds herself hunted both by criminal colleagues and a determined police detective.

    Why it matches: Recommended by TMDB viewers · both thriller & crime

    Popcorn FlickMovies like this
  12. Misdirection (2026)

    A desperate couple have pulled off a string of high-end break-ins to pay off a mob debt. When they attempt to rob their latest victim, they find themselves caught in a deadly game of cat and mouse. The tables are turned and the hunters become the hunted.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

    Popcorn FlickMovies like this
  13. 6 Bullets (2012)

    An ex-mercenary known for finding missing children is hired by a mixed martial arts fighter whose daughter has been kidnapped.

    Why it matches: Recommended by TMDB viewers · both thriller & crime

    Popcorn FlickMovies like this
  14. The Last Days of American Crime (2020)

    In the not-too-distant future, as a final response to crime and terrorism, the U.S. government plans to broadcast a signal that will make it impossible for anyone to knowingly break the law.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

    Popcorn FlickMovies like this
  15. Trap House (2025)

    An undercover DEA agent and his partner embark on a game of cat and mouse with an audacious, and surprising group of thieves – their own rebellious teenagers, who have begun robbing from a dangerous cartel, using their parents' tactics and top-secret intel to do it.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

    Popcorn FlickMovies like this
  16. Sheroes (2023)

    When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a heart-pumping battle for survival.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  17. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  18. 68 Kill (2017)

    Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  19. Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)

    A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.

    Why it matches: Recommended by TMDB viewers · both crime & comedy

    Popcorn FlickMovies like this
  20. Icefall (2025)

    A young Indigenous game warden arrests an infamous poacher only to discover that the poacher knows the location of a plane carrying millions of dollars that has crashed in a frozen lake. When a group of criminals and dirty cops are alerted to the poacher’s whereabouts, the warden and the poacher team up to fight back and escape across the treacherous lake before the ice melts.

    Why it matches: Recommended by TMDB viewers · both crime & thriller

    Popcorn FlickMovies like this
  21. Best Man Dead Man (2024)

    A bachelor party in the middle of nowhere quickly turns into a night of murder and mystery when the best man ends up with a knife in his head. Everyone is a suspect and only an eccentric private eye in town can solve the mystery.

    Why it matches: Similar story and style · both comedy & crime

  22. The Long Goodbye (1973)

    In 1970s Hollywood, Detective Philip Marlowe tries to help a friend who is accused of murdering his wife.

    Why it matches: Similar story and style · both crime & comedy

    Worth the HypeMovies like this
  23. City Heat (1984)

    Set in Kansas City in 1933, Eastwood plays a police lieutenant known simply by his last name, Speer. Reynolds plays a former cop turned private eye named Mike Murphy. Both Speer and Murphy served on the force together and were once good friends, but are now bitter enemies. When Murphy's partner is slain they team up again to fight the mob.

    Why it matches: Similar story and style · both crime & comedy

  24. The Maltese Falcon (1941)

    A private detective takes on a case that involves him with three eccentric criminals, a beautiful liar, and their quest for a priceless statuette.

    Why it matches: Similar story and style · both crime & thriller

    Worth the HypeMovies like this
  25. Dead Men Don't Wear Plaid (1982)

    Juliet Forrest is convinced that the reported death of her father in a mountain car crash was no accident. Her father was a prominent cheese scientist working on a secret recipe. To prove it was murder, she enlists the services of private eye Rigby Reardon. He finds a slip of paper containing a list of people who are 'The Friends and Enemies of Carlotta'.

    Why it matches: Similar story and style · both comedy & crime

    Popcorn FlickMovies like this
  26. Harper (1966)

    Harper is a cynical private eye in the best tradition of Bogart. He even has Bogie's Baby hiring him to find her missing husband, getting involved along the way with an assortment of unsavory characters and an illegal-alien smuggling ring.

    Why it matches: Similar story and style · both crime & thriller

    Popcorn FlickMovies like this
  27. The Nice Guys (2016)

    A private eye investigates the apparent suicide of a fading porn star in 1970s Los Angeles and uncovers a conspiracy.

    Why it matches: Similar story and style · both comedy & crime

    Worth the HypeMovies like this
  28. Blue Christmas (2024)

    Chicago 1941. Meet private eye Richard Stone, celebrating at his Christmas Even office party after beating the draft by way of a bribe. He's a disappointment to his secretary and main squeeze, Katie Crocket, whose brother Ben is fighting overseas; and his honest young employee joey Ernest is guilt-ridden over all the divorce-racket keyhole peeping. Worst of all, his equally sleazy partner, Jake Marley, was murdered a year ago tonight and Stone didn't bother solving Jake's ho-ho homicide.

    Why it matches: Similar story and style · both crime & thriller

  29. Gumshoe (1971)

    A would be private eye gets mixed up in a smuggling case.

    Why it matches: Similar story and style · both comedy & crime

    Popcorn FlickMovies like this
  30. Downtown (1976)

    A private eye who's over his head in debt takes on a job snapping photos of his client's rich husband in bed with another woman. But when the husband winds up with three bullet holes that seem to have come from the private eye's own gun, he's got to prove he's not the murderer meanwhile getting tangled deeper in a web of deceit, lies, and steamy night club dancers!

    Why it matches: Similar story and style · both comedy & crime

Like Hollywood Harry and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Hollywood Harry?

The closest matches to Hollywood Harry are Ca$h (2010), Breathless (2012) and Novocaine (2001). Below are 27 more, each with the reason it matches.

What should I watch after Hollywood Harry?

Start with Ca$h (2010), the closest match to Hollywood Harry.

What is the highest-rated movie like Hollywood Harry?

The Maltese Falcon (1941), rated 7.7/10 by 1,986 TMDB users.

What is the newest movie like Hollywood Harry?

Misdirection (2026) is the most recent release on this list.

Are there English movies like Hollywood Harry?

Yes: Ca$h (2010), Breathless (2012) and Novocaine (2001).

How are movies similar to Hollywood Harry chosen?

First come films that Trakt’s viewers watch alongside Hollywood Harry, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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