4 classic rom-com movies streaming on Hulu just in time for Valentine's Day

Tom Hanks and Meg Ryan in You've Got Mail
(Image credit: Warner Bros.)

Cozying up for a sweet romantic comedy on February 14 is a Valentine's Day staple and this month conveniently sees the addition of several of the genre's most acclaimed and adored titles on one of the best streaming services around, Hulu.

Classic rom-coms like "You've Got Mail" and "Crazy Stupid Love" are fan favorites for a reason: They feature charming big-screen pairings (Tom Hanks and Meg Ryan, Emma Stone and Ryan Gosling, et al.), heartwarming and hilarious storylines, and, comfortingly, a happily-ever-after for all involved.

As is its monthly ritual, Hulu is shaking up its film library by welcoming a wide range of movies to the platform in February. Among those additions are four of our favorite romantic comedies, whether you're in the mood for a bit of late-'80s nostalgia (with an iconic soundtrack to boot) or an early-aughts darling packed with cultural charm.

If you'd rather something more dramatic and weepily beautiful for V-Day, the streamer will also offer romantic dramas like "The Notebook," "The Fault in Our Stars" and "William Shakespeare's Romeo + Juliet." And if you're after something else entirely, check out the current top 10 movies on Hulu to see what else is on offer.

'Say Anything' (1989)

Say Anything... (1989) Trailer #1 | Movieclips Classic Trailers - YouTube Say Anything... (1989) Trailer #1 | Movieclips Classic Trailers - YouTube
Watch On

You know the scene: John Cusack's lovelorn slacker Lloyd Dobbler trying to win over the heart of ambitious class valedictorian Diane Court (Ione Skye) by playing Peter Gabriel's "In Your Eyes" from a boombox aimed at her bedroom window. It's one of the most recognizable and enduring moments in cinema history and undoubtedly inspired many lover-boy copycats over the decades.

One of the best '80s movies, "Say Anything" currently holds a stellar 98% rating on Rotten Tomatoes, with critical consensus praising the title as "equally funny and heartfelt" and establishing star John Cusack as "an icon for left-of-center types everywhere." The film is the feature directorial debut of Cameron Crowe ("Jerry Maguire", "Almost Famous"), who The New Yorker's Pauline Kael commended for being "wired into teen-age flakes and the sloppy, exuberant confusion of high-school dating ... the comedy helps to dry out the romanticism — to give it lightness and a trace of enchantment."

Watch "Say Anything" on Hulu

'You've Got Mail' (1998)

They're arguably the greatest pairing in rom-com history: Tom Hanks and Meg Ryan collaborated not once, not twice, but thrice on romantic comedies throughout the 1990s, from "Joe Versus the Volcano" to "Sleepless in Seattle" to, yes, "You've Got Mail."

The latter beloved '90s movie sees the actors playing rival bookstores owners — she, the proprietor of a family-owned neighborhood bookseller, and he, the magnate behind a major bookstore chain — who, unbeknownst to them, fall for each other sight unseen as anonymous e-mail pen pals. The Nora Ephron classic has a 70% approval rating on Rotten Tomatoes, with critics applauding the "great chemistry between the leads" that makes the movie such "a warm and charming delight." (An ensemble cast of Parker Posey, Steve Zahn, Greg Kinnear and Jean Stapleton certainly doesn't hurt, either!)

Watch "You've Got Mail" on Hulu

'My Big Fat Greek Wedding' (2002)

My Big Fat Greek Wedding (2002) Official Trailer #1 - Nia Vardalos Movie HD - YouTube My Big Fat Greek Wedding (2002) Official Trailer #1 - Nia Vardalos Movie HD - YouTube
Watch On

Based on writer-star Nia Vardalos' one-woman play of the same name, "My Big Fat Greek Wedding" initially was a sleeper hit when it debuted in theaters back in spring 2002, but the indie rom-com slowly but surely became a box-office juggernaut, ultimately grossing over $368.7 million worldwide and cementing its status as the highest-grossing rom-com of all time.

The charmingly relatable yet culturally specific story (Vardalos' script earned her an Oscar nomination) certainly helped that word-of-mouth success: Vardalos plays Toula, an unmarried thirty-year-old whose traditional Greek family is worried about her future prospects. When she gets a job at her aunt's travel agency, however, she encounters Ian Miller (John Corbett), a sweet and handsome but decidedly not Greek teacher. Their courtship results in a hilarious culture clash — don't tell lamb-loving Aunt Voula that Ian is a vegetarian! — as the couple moves forward with their titular nuptials.

Watch "My Big Fat Greek Wedding" on Hulu

'Crazy, Stupid, Love' (2011)

Crazy, Stupid, Love. - Trailer - YouTube Crazy, Stupid, Love. - Trailer - YouTube
Watch On

A more recent entry into the rom-com canon, 2011's "Crazy, Stupid, Love" features an all-star cast — Steve Carell, Ryan Gosling, Emma Stone and Julianne Moore, among others — in a series of interconnected love stories centered around Carell's Cal Weaver, a recently separated, middle-aged man who gets pointers on how to dress better and woo women from Gosling's cool Casanova, Jacob Palmer. (One of Ryan Gosling's best movies, the comedic part earned the Canadian star a Golden Globe nomination.)

"It never lives up to the first part of its title, but Crazy, Stupid, Love's unabashed sweetness — and its terrifically talented cast — more than make up for its flaws," reads its critical consensus on Rotten Tomatoes, where the film boasts a 79% Certified Fresh rating. That sweetness moved critics like Betsy Sharkey of the Los Angeles Times, who wrote that the film "conjures up the bittersweet magic of first loves, lasting loves, lost loves and all the loves in between."

Watch "Crazy, Stupid, Love" on Hulu

More From Tom's Guide

Christina Izzo
Writer

Christina Izzo is a writer-editor covering culture, food and drink, travel and general lifestyle in New York City. She was previously the Deputy Editor at My Imperfect Life, the Features Editor at Rachael Ray In Season and Reveal, as well as the Food & Drink Editor and chief restaurant critic at Time Out New York. 

Read more
Kate Winslet and Jim Carrey in Eternal Sunshine of the Spotless Mind
5 of my favorite romances on Netflix to stream right now
Ryan Gosling and Emma Stone in La La Land movie (2016)
5 best romance movies to stream now with 90% or higher on Rotten Tomatoes
Miles Teller and Anya Taylor-Joy in "The Gorge," premiering in 2025 on Apple TV Plus
5 best new movies to stream this weekend on Netflix, Max, Peacock and more (Feb 15-16)
Proximus Caesar (voiced by Kevin Durand) in "Kingdom of the Planet of the Apes"
31 best movies on Hulu to stream right now
Ryan Gosling and Rachel McAdams in 'The Notebook'
7 best movies like 'The Notebook' on Netflix, Prime Video and more
(L-R) Zoe Kazan as Chantry and Daniel Radcliffe as Wallace in What If?
This is the one comfort movie I’ll be watching on Valentine’s Day — and you can stream it for free
Latest in Streaming
(From L to R) Michelle Rodriguez as Holga the Barbarian, Chris Pine as Edgin Darvis, Justice Smith as Simon the Sorcerer, and Sophia Lillis as Doric next to a Gelatinous Cube
'Dungeons and Dragons: Honor Among Thieves' just crashed Netflix's top 10 movies — and it's a hilarious, heartfelt adventure
Hugh Grant as Mr. Reed in "Heretic"
Max top 10 movies — here’s the 3 worth watching right now
Patrick Wilson as Josh Lambert in Insidious
One of my favorite horror movie franchises is now streaming free on Tubi
Matt Damon in Elysium
4 overlooked sci-fi movies on Netflix you (probably) haven't seen
Hugh Grant in "Heretic"
Hugh Grant’s terrifying villain turn just landed on Max — and it’s got 91% on Rotten Tomatoes
"The Righteous Gemstones" s4: (Clockwise from top) Eli Gemstone (played by John Goodman), Kelvin Gemstone (Adam DeVine), Jesse Gemstone (Danny McBride) and Judy Gemstone (Edi Patterson)
How to watch 'The Righteous Gemstones' season 4 online right now: HBO, Max release date, time
Latest in News
apple watch 4
Apple Watch escapes U.S. import ban after court victory in patent case
samsung galaxy s25 edge mockups at galaxy unpacked 2025
iPhone 17 Air and Samsung Galaxy S25 Edge could get yet another ultra-thin rival
NYTimes Connections
NYT Connections today hints and answers — Sunday, March 9 (#637)
Prime Gaming's selection of free games for March 2025
Amazon Prime is giving away these 20 games in March — get Fallout, Saints Row 3, and more free games now
Hugh Grant as Mr. Reed in "Heretic"
Max top 10 movies — here’s the 3 worth watching right now
NYT Strands on a cellphone
NYT Strands today — hints, spangram and answers for game #371 (Sunday, March 9 2025)