35 Unmissable Charming Movies on HBO Max for Ultimate Fun

Charming movies on HBO Max offer a delightful escape into whimsical narratives filled with warmth and affability. These films are typically imbued with a sense of nostalgia, gentle humor, and often feature heartwarming storylines that resonate deeply with audiences. They transport viewers to enchanting worlds where kindness, laughter, and love prevail. The essence of these movies lies in their ability to evoke a feel-good atmosphere, whether through light-hearted romances, endearing family tales, or feel-good adventures that make you smile and root for the characters. The characters in these charming movies on HBO Max are often relatable and endearing, with protagonists who are kind-hearted, quirky, and sometimes a touch eccentric. They often face everyday challenges with a mix of humor and earnestness, allowing viewers to connect with their journeys on a personal level.

Heartbreakers (HBO)

Heartbreakers (HBO)
Mother-daughter con artists swindle wealthy men

Released: 2001

Platform: Max

Rating: PG-13

Run time:

Cast
Sigourney Weaver, Jennifer Love Hewitt, Ray Liotta, Jason Lee, Jeffrey Jones, Gene Hackman

Heartbreakers, an engaging comedic drama from 2001, offers an entertaining blend of humor, romance, and clever schemes. Directed by David Mirkin and boasting a stellar cast including Sigourney Weaver and Jennifer Love Hewitt, the plot revolves around a mother-daughter con artist team targeting wealthy men for lucrative divorce settlements. Complications arise when genuine love enters the picture. Filmed across picturesque locations in California and Florida, the movie showcases the charm and acting prowess of Weaver and Hewitt, alongside strong performances from Ray Liotta and Jason Lee. Noteworthy trivia, like Elvis Presley's Rolls-Royce and Gene Hackman's character inspired by Howard Hughes, adds interesting layers. Though not heavy on awards, the film's memorable quotes and catchy soundtrack by John Debney and Marvin Gaye provide added delight. Heartbreakers is a must-watch for its intriguing plot, charismatic performances, and delightful blend of comedy and drama.

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She's Out of My League (HBO)

She's Out of My League (HBO)
Average guy dates extraordinarily attractive woman

Released: 2010

Platform: Max

Rating: R

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Cast
Jay Baruchel, Alice Eve, T.J. Miller, Mike Vogel, Nate Torrence, Krysten Ritter, Geoff Stults, Lindsay Sloane

Shes Out of My League, a 2010 romantic comedy, is a must-watch for anyone who loves heartwarming and humorous stories about unlikely couples. The film follows Kirk, a seemingly average TSA agent whose life turns upside down when Molly, a successful and stunning woman, falls for him. Directed by Jim Field Smith and featuring standout performances from Jay Baruchel and Alice Eve, this film brilliantly captures the essence of overcoming insecurities and societal expectations to find true love. The chemistry between the characters and the comedic support from T.J. Miller adds depth and hilarity to the narrative. Additionally, the films memorable soundtrack, including hits like Dont Stop Believin by Journey, perfectly complements its heartfelt moments. Whether you enjoy romantic tales or need a good laugh, Shes Out of My League delivers a perfectly balanced entertainment experience.

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The Wizard of Oz

The Wizard of Oz
Young girl's fantastical journey in magical land.

Released: 1939

Platform: Max

Rating: G

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Cast
Judy Garland, Ray Bolger, Jack Haley, Bert Lahr, Margaret Hamilton, Frank Morgan, Clara Blandick, Billie Burke, Charley Grapewin, Pat Walshe, L. Frank Baum

The Wizard of Oz is a timeless classic that has captivated audiences since its release in 1939. Directed by Victor Fleming, this American musical fantasy film enchants viewers with its imaginative story and memorable characters. Follow Dorothy Gale, a young farm girl from Kansas, who is whisked away by a tornado to the magical Land of Oz. Her journey to meet the Wizard, accompanied by the Scarecrow, Tin Man, and Cowardly Lion, is both heartwarming and thrilling. Not only does the film showcase groundbreaking Technicolor sequences and brilliant performances by Judy Garland and cast, but it also offers rich music, including the iconic Over the Rainbow. Despite production challenges, like extreme heat from lighting and frequent director changes, the result is a masterpiece of cinema. With its mix of adventure, heartfelt themes, and timeless quotes, The Wizard of Oz is a must-watch for anyone seeking a magical and enduring experience.

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Flipped (HBO)

Flipped (HBO)
Childhood neighbors navigate love and friendship.

Released: 2010

Platform: Max

Rating: PG

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Cast
Rebecca De Mornay, Madeline Carroll, Callan Mcauliffe, Anthony Edwards, John Mahoney, Penelope Ann Miller, Aidan Quinn, Kevin Weisman

Flipped, a romantic comedy-drama directed by Rob Reiner, is a heartwarming tale that offers a fresh take on young love. Adapted from Wendelin Van Draanens 2001 novel, the 2010 film explores the evolving emotions of two eighth graders, Juli Baker and Bryce Loski, as they navigate the complexities of adolescence. Julis infatuation with Bryces dazzling blue eyes and Bryces initial annoyance with her set the stage for a compelling narrative about changing feelings and mutual misunderstandings. The films unique repeated narrative style provides a dual perspective, underscoring how different viewpoints can lead to varied interpretations of the same situations. With endearing performances by Madeleine Carroll and Callan McAuliffe, the movie captures the enchanting and relatable nuances of first love. Shot in Michigan, Flipped also boasts a charming suburban backdrop. Despite not winning major awards, the films insightful exploration of young love and emotional growth makes it a must-watch.

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Serendipity (HBO)

Serendipity (HBO)
A romantic tale of love and destiny

Released: 2001

Platform: Max

Rating: PG-13

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Cast
John Cusack, Kate Beckinsale, Jeremy Piven, Bridget Moynahan, Molly Shannon, Eugene Levy

Serendipity, directed by Peter Chelsom and written by Marc Klein, is a delightful romantic comedy that explores the enchanting power of fate and destiny. The film follows Jonathan Trager (John Cusack) and Sara Thomas (Kate Beckinsale), whose chance meeting in New York sparks an immediate connection despite their existing relationships. Believing in serendipity, Sara leaves their future to destiny, leading to a serendipitous journey years later. Shot in picturesque locations like New York City and San Francisco, the film also features engaging performances by Jeremy Piven and Molly Shannon. Though not a box office hit, Serendipity has gained a cult following for its charming, optimistic narrative and memorable quotes like, Life is not merely a series of meaningless accidents or coincidences. Coupled with a soothing soundtrack featuring artists like U2 and Nick Drake, this film is a heartwarming celebration of love and the whimsical nature of destiny. It’s a must-watch for anyone who believes in the magic of chance encounters.

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Kate & Leopold (HBO)

Kate & Leopold (HBO)
Romantic comedy exploring time travel love story

Released: 2001

Platform: Max

Rating: PG-13

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Cast
Meg Ryan, Hugh Jackman, Liev Schreiber, Breckin Meyer, Natasha Lyonne, Bradley Whitford, Philip Bosco

Kate & Leopold (2001) is an enchanting romantic comedy that merges historical charm with modern-day romance, directed by the talented James Mangold. Starring Hugh Jackman as the debonair 19th-century Duke, Leopold, and Meg Ryan as the fiercely independent career woman, Kate, the film offers a delightful narrative where old-world gallantry meets contemporary life. The chemistry between the leads coupled with Liev Schreibers portrayal of the whimsical scientist Stuart adds a unique flavor to the story. Set partly on the iconic Brooklyn Bridge, this cross-century love tale captivates hearts with its witty screenplay, compelling performances, and Rolfe Kents beautiful soundtrack. The films humor, charm, and romantic spirit make it a must-watch, further endorsed by Jackmans Golden Globe nomination. With memorable quotes and Stings Oscar-nominated song Until..., Kate & Leopold provides a heartwarming escape into a timeless love story.

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My Neighbors the Yamadas

My Neighbors the Yamadas
Whimsical exploration of quirky family's everyday life

Released: 1999

Platform: Max

Rating: PG

Run time:

Cast

My Neighbors the Yamadas is a charming and delightful Japanese animated comedy film directed by Isao Takahata and produced by Studio Ghibli. Released in 1999, it offers a series of heartwarming vignettes that explore the lives of the Yamada family, capturing the essence of a typical Japanese nuclear family with humor and warmth. The film marks a unique milestone as Studio Ghiblis first entirely digital production, departing from their usual dramatic tone with a lighthearted narrative and a distinctive, watercolor-like animation style. The endearing characters, including the well-meaning father Takashi and the compassionate mother Matsuko, bring relatable family dynamics to life. The film’s score, composed by Akiko Yano, beautifully complements its breezy, upbeat tone. Based on a yonkoma manga, My Neighbors the Yamadas offers a refreshing and whimsical look at everyday life, making it a must-watch for fans of animation and heartwarming comedies.

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Pulling Strings (HBO)

Pulling Strings (HBO)
Romantic comedy set in Mexico, love intersects with diplomacy

Released: 2013

Platform: Max

Rating: PG

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Cast
Laura Ramsey, Jaime Camil, Omar Chaparro, Tom Arnold, Stockard Channing

Pulling Strings (HBO, 2013) is a romantic-comedy that you shouldnt miss. This heartwarming film follows Alejandro, a devoted single father and mariachi, as he navigates the emotional ups and downs of trying to secure a visa for his daughter. When an unexpected twist brings him face-to-face with Rachel, the embassy officer who denied the visa, their lives take an unpredictable yet enchanting turn. Directed by Pitipol Ybarra and shot against the beautiful backdrop of Mexico City, the film seamlessly blends romance, humor, and cultural richness. Jaime Camil delivers a stellar performance as Alejandro, bringing authenticity to his character's struggles and passions. Laura Ramsey captures the complexity of Rachel, torn between duty and burgeoning feelings. Supported by a strong cast including Omar Chaparro for added humor, Pulling Strings is more than just a love story; it's a cultural celebration with an infectious soundtrack. Whether you're in the mood for a touching narrative, vibrant cinematography, or memorable music, Pulling Strings offers a little something for everyone. It's a feel-good journey that resonates with themes of love, resilience, and the beauty of unexpected connections.

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The Lovers (HBO)

The Lovers (HBO)
Unfaithful couple rekindles romance through surprising affair

Released: 2017

Platform: Max

Rating: R

Run time:

Cast
Debra Winger, Tracy Letts, Aidan Gillen, Melora Hardin, Tyler Ross, Jessica Sula

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Ponyo

Ponyo
Magical fish-girl befriends boy, disrupts nature's balance.

Released: 2008

Platform: Max

Rating: G

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Cast
Cate Blanchett, Noah Cyrus, Matt Damon, Tina Fey, Frankie Jonas, Cloris Leachman, Liam Neeson, Lily Tomlin, Betty White

Ponyo: An Enchanting Must-Watch Ponyo, directed by celebrated filmmaker Hayao Miyazaki, is an essential watch for animation enthusiasts and storytelling aficionados alike. This 2008 film masterfully blends traditional hand-drawn animation with rich, watercolor aesthetics, creating an utterly mesmerizing visual experience. The heartwarming tale of a goldfish named Ponyo who yearns to become human after befriending a kind boy named S?suke is both enchanting and timeless. The narrative beautifully explores themes of friendship, love, and the delicate balance of nature, making it universally relatable and deeply moving. With performances by Yuria Nara, Hiroki Doi, and Joji Tokoro, the characters come to life with compelling depth and emotion. The film's soundtrack, highlighted by Joe Hisaishi's evocative score, enriches the storytelling with its emotional resonance. Ultimately, Ponyo stands as a testament to Miyazaki's brilliance and Studio Ghibli's unparalleled artistry, offering a captivating adventure for audiences of all ages.

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Metropolitan

Metropolitan
Upper-class Manhattan youths navigating romance

Released: 1990

Platform: Max

Rating: PG-13

Run time:

Cast
Carolyn Farina, Edward Clements, Chris Eigeman, John Thomas

Metropolitan, a 1990 American romantic comedy directed and written by Whit Stillman, is an insightful exploration of the lives of affluent college graduates in Manhattan. The film is celebrated for its sharp wit, engaging dialogues, and complex characters. Despite its minimal budget and cast of newcomers, Metropolitan masterfully delves into themes of morality, love, and social class, providing a unique perspective on the privileged upper class often underrepresented in cinema. Notable performances include Edward Clements as the intellectual outsider, Tom Townsend, and Chris Eigeman as the cynical, humor-filled Nick Smith. The films endearing romance and perceptive social commentary, encapsulated by Carolyn Farinas Audrey Rouget, make it a compelling watch. Garnering an Academy Award nomination for Best Original Screenplay and winning an Independent Spirit Award for Best First Feature, Metropolitan stands out as a nostalgic yet timeless piece that resonates with viewers seeking thoughtful entertainment.

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Leatherheads (HBO)

Leatherheads (HBO)
Romantic comedy with 1920s American football backdrop

Released: 2016

Platform: Max

Rating: PG-13

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Cast
George Clooney, Renée Zellweger, John Krasinski, Jonathan Pryce

Leatherheads is a charming throwback to the early years of professional football, blending sports drama with romantic comedy in a delightful mix. Directed by George Clooney—who also stars as the charismatic team captain Dodge Connolly—the film captures the spirit of 1925 with authenticity and humor. Joined by John Krasinski as a likable war hero turned football star and Renée Zellweger as a fearless newspaper reporter, the cast delivers compelling performances with palpable chemistry. Clooney's directorial flair and Randy Newman's nostalgic score create a captivating atmosphere, enhancing every comic twist and romantic turn. For anyone who enjoys heartwarming stories where love and sports intersect in unpredictable ways, Leatherheads is a must-watch. The film's attention to historical detail, combined with its lighthearted approach and memorable quotes, ensures it’s an engaging experience for audiences of all ages.

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Prancer: A Christmas Tale (HBO)

Prancer: A Christmas Tale (HBO)
Heartwarming tale of a girl and magical reindeer

Released: 2022

Platform: Max

Rating: PG

Run time:

Cast
James Cromwell, Darcey Ewart, Sarah-Jane Potts

Prancer: A Christmas Tale, released by HBO in 2022, is a must-watch for the holiday season. This enchanting film tells the story of a determined 10-year-old girl who discovers a mysterious reindeer near her home. Accompanied by her loving grandfather, she embarks on an extraordinary journey, forming an idyllic friendship with the magical animal. The story captures the essence of Christmas through themes of wonder, family bonds, and heartwarming encounters, making it perfect for viewers of all ages. Produced by HBO, known for its high-quality entertainment, the film boasts rich visuals, comprehensive storytelling, and stellar performances from its cast. The enchanting soundtrack, featuring holiday carols and a unique score by composer XYZ, further elevates the festive spirit. With universal appeal, a touching narrative, and memorable quotes, Prancer: A Christmas Tale is set to become a holiday favorite, reminding viewers of the true spirit of Christmas and the magic it brings.

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Modern Times

Modern Times
Silent film, Chaplin's satirical view on industrialization.

Released: 1936

Platform: Max

Rating: G

Run time:

Cast
Charlie Chaplin, Paulette Goddard, Ira Morgan

Why You Should Watch Modern Times (1936) Modern Times is a timeless masterpiece that remains relevant and engaging even decades after its release. Directed by and starring Charlie Chaplin, this silent comedy poignantly critiques the dehumanizing effects of industrialization. The film portrays Chaplin’s iconic Tramp character struggling to survive the monotonous grind of factory work, offering a compelling mix of humor and heartache. With Chaplin’s ingenious direction and memorable performances from Paulette Goddard and Henry Bergman, the movie delivers both satire and social commentary, capturing the struggles of the Great Depression era. Its innovative use of sound effects and music—despite being a silent film—adds to its charm, with Chaplin's composition Smile becoming an enduring classic. Selected for preservation in the United States National Film Registry, Modern Times is not just historically significant but also universally relatable in its depiction of human resilience and the quest for dignity. A must-watch for film enthusiasts and social historians alike.

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Working Girls

Working Girls
Ambitious secretaries navigate corporate New York City.

Released: 1986

Platform: Max

Rating: R

Run time:

Cast
Louise Smith, Ellen Mcelduff, Amanda Goodwin

Working Girls is a groundbreaking 1986 drama that viewers shouldnt miss. Directed by Lizzie Borden, the film takes you inside a Manhattan brothel through the eyes of Molly, a Yale graduate who ventures into sex work. Unlike typical portrayals of the industry, this film strips away sensationalism to reveal the mundane realities and complexities of the profession. The talented cast, including Louise Smith, Ellen McElduff, and Amanda Goodwin, deliver authentic performances that underscore the humanity of their characters. This film is notable for its feminist perspective, tackling themes of identity, agency, and survival. It offers a unique, thought-provoking look at the lives of sex workers, balancing gritty realism with poignant storytelling. Its participation in the 1986 Cannes Film Festival and the use of real sex workers as extras further cement its authenticity. Watch Working Girls for an unvarnished, compelling cinematic experience that challenges preconceived notions and provokes meaningful reflection.

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Ramona and Beezus (HBO)

Ramona and Beezus (HBO)
Mischievous child disrupts life for big sister

Released: 2010

Platform: Max

Rating: G

Run time:

Cast
Joey King, Selena Gomez, John Corbett, Bridget Moynahan, Ginnifer Goodwin, Josh Duhamel, Sandra Oh

Ramona and Beezus is a delightful 2010 family adventure comedy film that brings Beverly Clearys beloved characters to life. Starring Joey King as the imaginative and spirited Ramona Quimby and Selena Gomez as her patient and loving older sister Beezus, the movie explores the joys and challenges of sibling relationships. Directed by Elizabeth Allen Rosenbaum and produced by Fox 2000 Pictures and Walden Media, the film captures the essence of childhood wonder and family unity. Set against the backdrop of their family's financial struggles, Ramona's wild antics and Beezus's unwavering support highlight the strength of familial bonds. With stellar performances and heartwarming moments, Ramona and Beezus offers a perfect blend of humor and emotion. It's a must-watch for anyone who loves touching family stories, endearing characters, and the timeless adventures of childhood.

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Ponyo (Japanese Audio)

Ponyo (Japanese Audio)
Magical fish-girl befriends human boy, chaos ensues

Released: 2008

Platform: Max

Rating: G

Run time:

Cast
Yuria Nara, Y?ki Amami, Kazushige Nagashima, Tomoko Yamaguchi, Hiroki Doi, George Tokoro

_Ponyo_ is a heartwarming animated adventure crafted by renowned director Hayao Miyazaki, and it beautifully captures the themes of love, nature, and balance. This 2008 film, produced by the legendary Studio Ghibli, showcases enchanting animation and a compelling storyline that will captivate audiences of all ages. The story revolves around a young boy, Sosuke, and a magical goldfish named Ponyo, who dreams of becoming human. The voice cast, including Yuria Nara and Hiroki Doi, bring the characters to life with memorable performances. Inspired by Hans Christian Andersens The Little Mermaid, the films rich narrative and stunning visuals make it a must-watch. Moreover, the captivating soundtrack by Joe Hisaishi enhances the enchanting experience. _Ponyo_ has received numerous accolades, including the Japan Academy Prize for Animation of the Year, proving its global acclaim. Dive into this magical world and witness the wonder of a timeless classic.

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Everybody Wants To Be Italian (HBO)

Everybody Wants To Be Italian (HBO)
Romantic comedy about mistaken Italian heritage

Released: 2007

Platform: Max

Rating: R

Run time:

Cast
Jay Jablonski, Cerina Vincent, John Kapelos, John Enos, Richard Libertini, Marisa Petroro

Everybody Wants to Be Italian is a delightful romantic comedy that charms audiences with its humorous take on love and identity. Directed by Jason Todd Ipson, the film follows Jake, a man humorously entangled in a love triangle while pretending to be Italian to win over Marisa, a spirited veterinarian. The stellar performances by Jay Jablonski and Cerina Vincent bring warmth and authenticity to their characters, making their journey relatable and enjoyable. Produced by David M. Garonzik and Jaime Burke, this film masterfully blends romance and comedy with cultural nuances, offering a light-hearted and heartwarming narrative. The engaging storyline is complemented by Peter Rafelson’s lively soundtrack, featuring spirited Italian folk tunes and classic American hits. Garnering accolades like the Audience Award for Best Film at the Dahlonega International Film Festival, Everybody Wants to Be Italian is a must-watch for anyone seeking a feel-good film that celebrates the quirks of love and the joy of togetherness.

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Hannah and Her Sisters (HBO)

Hannah and Her Sisters (HBO)
Exploration of family dynamics and personal crises

Released: 1986

Platform: Max

Rating: PG-13

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Cast
Woody Allen, Mia Farrow, Michael Caine, Barbara Hershey, Dianne Wiest, Lloyd Nolan, Max von Sydow, Carrie Fisher

Hannah and Her Sisters, directed by Woody Allen, is a poignant and humorous 1986 American comedy-drama that intricately explores the lives of three sisters—Hannah, Lee, and Holly. Through the lens of Thanksgiving dinners hosted by Hannah, the film delves into the sisters emotional intricacies, familial bonds, and relational complexities. Shot primarily in New York City, it showcases Allens affection for the city and features standout performances from Mia Farrow, Barbara Hershey, Dianne Wiest, Michael Caine, and Woody Allen himself. The film’s authenticity is heightened by Allen’s choice to allow actor improvisation, making the interactions feel genuine and relatable. The story's charm is further amplified by its award-winning screenplay and captivating cinematography. Hannah and Her Sisters garnered multiple accolades, including three Academy Awards. With a compelling narrative, remarkable performances, and a heartfelt soundtrack, this film is a must-watch for aficionados of nuanced, character-driven storytelling.

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The Weekend (HBO)

The Weekend (HBO)
Comedic getaway sparks unexpected romantic complications

Released: 2019

Platform: Max

Rating: R

Run time:

Cast
Sasheer Zamata, Tone Bell, DeWanda Wise, Y'lan Noel, Kym Whitley

The Weekend (HBO) is a refreshing 2019 romantic comedy that diverges from typical rom-com clichés, offering viewers a genuinely engaging and heartfelt experience. Directed by Stella Meghie, the film showcases Sasheer Zamata as Zadie, whose weekend getaway at her mothers bed and breakfast turns into a rollercoaster of emotions with her ex-boyfriend, Bradford (Tone Bell), and his new girlfriend, Margo (DeWanda Wise). Set against beautiful and captivating locations, the movie delivers comedic awkwardness, poignant revelations, and meaningful self-discovery. Stellar performances from the cast and a unique indie soundtrack by Robi Botos enhance its charm, creating a compelling narrative of love, growth, and forgiveness. The clever, relatable dialogues, combined with the talented casts chemistry, make The Weekend an enjoyable and thought-provoking watch for those seeking a fresh take on romance and comedy.

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My Neighbors the Yamadas (Japanese Audio)

My Neighbors the Yamadas (Japanese Audio)
Japanese animated film showcasing quirky family life

Released: 1999

Platform: Max

Rating: PG

Run time:

Cast
Toru Masuoka, Yukiji Asaoka, Masako Araki, Kosanji Yanagiya

My Neighbors the Yamadas is a charming and unique 1999 Japanese domestic comedy anime film by Studio Ghibli, directed by Isao Takahata. Ideal for fans of heartwarming family tales, this film offers a hilarious and touching glimpse into the everyday life of the quirky Yamada family, with their relatable struggles and endearing bonds. The films distinctive digital watercolor style marks a fascinating shift from traditional anime styling, adding a refreshing visual appeal. With an episodic structure, it captures moments that resonate emotionally and humorously, much like a comic strip. The talented voice cast, including Jim Belushi and Molly Shannon, brings depth and warmth to the characters. A heartfelt soundtrack by Akiko Yano enhances the experience, making it both entertaining and nostalgic. Ultimately, My Neighbors the Yamadas is a must-watch for its creativity, humor, and heartfelt portrayal of family dynamics.

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From Up on Poppy Hill

From Up on Poppy Hill
Japanese teens save clubhouse, explore love story

Released: 2011

Platform: Max

Rating: PG

Run time:

Cast

From Up on Poppy Hill, directed by Goro Miyazaki and produced by Studio Ghibli, captures the hearts of its audience with a touching tale set in 1963 Yokohama. Centering on Umi and Shun, two teenagers striving to save their schools clubhouse amidst Olympic preparations, their evolving relationship takes an unexpected turn that keeps viewers emotionally invested. Adapted from a 1980 comic with a screenplay by Hayao Miyazaki and Keiko Niwa, the film boasts a strong environmental ethos, with 70% of Ghibli artists abstaining from car use during production. Compelling performances by actors Masami Nagasawa, Junichi Okada, and Keiko Takeshita enhance the films emotional depth. Set during Japans economic boom, the movie features a nostalgic soundtrack by Satoshi Takebe. Acclaimed for its artistry and earning the Japan Academy Prize for Animation of the Year in 2012, From Up on Poppy Hill is a must-watch for its heartfelt story and cultural significance.

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Holiday Harmony

Holiday Harmony
Festive musical journey of love and redemption

Released: 2022

Platform: Max

Rating: PG

Run time:

Cast
Annelise Cepero, Jeremy Sumpter, Brooke Shields

Holiday Harmony (2022) is a heartwarming and inspiring film that captures the essence of small-town charm and the power of dreams. Set to a backdrop of the idyllic holiday season, the movie follows a talented underdog whose journey takes an unexpected turn when her van breaks down in a welcoming little town just before Christmas. With a compelling story filled with warmth, music, and unexpected twists, Holiday Harmony is perfect for those seeking a feel-good holiday movie. The films enchanting soundtrack, picturesque locations, and exceptional performances by a talented cast add depth and authenticity. Especially notable are the endearing protagonist and the wise, hospitable townsfolk who bring the narrative to life. For anyone looking to be inspired by resilience, community spirit, and holiday magic, Holiday Harmony offers a delightful, uplifting experience that is not to be missed.

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The Intern (HBO)

The Intern (HBO)
Senior intern revitalizes fashion e-commerce CEO's life

Released: 2015

Platform: Max

Rating: PG-13

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Cast
Robert De Niro, Anne Hathaway, Rene Russo, Adam DeVine, Linda Lavin, Andrew Rannells, Zack Pearlman, Celia Weston, Anders Holm, JoJo Kushner, Jason Orley

The Intern (2015), directed and produced by Nancy Meyers, is a heartwarming comedy-drama that beautifully explores unlikely friendships and the blending of generational gaps. Starring Robert De Niro as 70-year-old widower Ben Whittaker and Anne Hathaway as young CEO Jules Ostin, the film showcases poignant lessons on life, work, and human connection. Filmed in vibrant locations like Brooklyn and featuring the real office of ASOS, the authenticity adds to its charm. With dynamic performances, especially from De Niro and Hathaway, and memorable quotes such as Youre never wrong to do the right thing, the movie offers both humor and wisdom. Although it didnt win awards, the interactions and growth of characters make it a must-watch for anyone seeking an engaging and uplifting story. The soundtrack, featuring classics like Shake, Rattle and Roll, further enhances the films appeal.

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My Big Fat Greek Wedding (HBO)

My Big Fat Greek Wedding (HBO)
Greek-American woman falls for non-Greek man.

Released: 2002

Platform: Max

Rating: PG

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Cast
Nia Vardalos, John Corbett, Lainie Kazan, Michael Constantine, Gia Carides, Louis Mandylor, Andrea Martin

My Big Fat Greek Wedding (2002) is a must-watch romantic comedy that offers a heartwarming blend of love, humor, and cultural insights. Centering on Fotoula Toula Portokalos, a Greek American woman who falls for a non-Greek man, the film delves into the comedic yet touching cultural clashes that arise as Toulas traditional family learns to accept her modern relationship. Directed by Joel Zwick and written by Nia Vardalos—who also stars as Toula—the films authenticity is rooted in Vardalos real-life experiences. Despite its modest budget, the movie became a global hit, grossing over $241 million and becoming one of the highest-grossing romantic comedies of all time. The stellar cast, including John Corbett, Lainie Kazan, and Michael Constantine, delivers relatable performances, making it a delightful experience. With memorable quotes and a soundtrack that adds to its charm, this film promises laughter and emotional resonance, making it perfect for a family movie night.

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A Cinderella Story: Starstruck

A Cinderella Story: Starstruck
Aspiring actress goes undercover for famed musician

Released: 2021

Platform: Max

Rating: PG

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Cast
Bailee Madison, Michael Behling, April Telek, Lillian Doucet-Roche, Richard Harmon, Bailee Madison, Michael Behling

A Cinderella Story: Starstruck (2021) offers a fresh, modern twist on the timeless tale of Cinderella, set in a charming small farming town. Directed by Michelle Johnston, this captivating film captures the journey of Finley Tremaine (Bailee Madison), a farm girl who daringly pursues her dreams by auditioning for a Hollywood film in disguise. Featuring stunning rural Canadian settings and practical effects, the movie transports viewers to a picturesque countryside. With standout performances from Michael Evans Behling as the charismatic actor Jackson Stone and April Telek as the sassy stepmother Celeste, the film delivers both heart and humor. A Cinderella Story: Starstruck is an inspirational tale of aspiration and self-discovery, making it a delightful watch for audiences of all ages. During the challenging times of the COVID-19 pandemic, the production's successful adherence to safety protocols also speaks to the resilience and passion behind the scenes.

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The Tomorrow Man (HBO)

The Tomorrow Man (HBO)
Elderly prepper finds love amidst existential dread

Released: 2019

Platform: Max

Rating: PG-13

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Cast
Blythe Danner, John Lithgow, Derek Cecil, Katie Aselton, Sophie Thatcher, Eve Harlow

The Tomorrow Man, aired on HBO in 2019, is a heartfelt American drama that brilliantly explores the complexities of human connection through the lives of Ed Hemsler (John Lithgow) and Ronnie Meisner (Blythe Danner). Directed by Noble Jones in his poignant directorial debut, the film follows Ed, a doomsday prepper, and Ronnie, a compulsive shopper, as they navigate love and their own peculiarities. Their journey from isolation to companionship is both deeply relatable and moving. Premiering at the Sundance Film Festival, the films authenticity is heightened by stunning performances from Lithgow and Danner, who bring depth to their eccentric characters. With relatable quotes and a thoughtfully curated soundtrack featuring classics like The End Of The World by Skeeter Davis, The Tomorrow Man offers a unique blend of quirkiness and profound emotion. Its a must-watch for anyone seeking an unconventional love story that speaks to the heart.

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Austenland (HBO)

Austenland (HBO)
Romantic comedy about Jane Austen-themed resort

Released: 2013

Platform: Max

Rating: PG-13

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Cast
Keri Russell, J.J. Feild, Jennifer Coolidge, Bret Mckenzie, James Callis, Georgia King, Rupert Vansittart, Jane Seymour, Ricky Whittle, Ayda Field

Austenland, an HBO romantic comedy released in 2013, captivates audiences with its whimsical storyline and charming performances. Directed by Jerusha Hess and based on Shannon Hales novel, the film follows Jane Hayes, a Jane Austen enthusiast, as she ventures to a themed park to find her ideal gentleman. Produced by Stephanie Meyer and filmed in the UK, the movie offers a delightful blend of humor, parody, and romance. Keri Russell shines as Jane Hayes, bringing depth to her character's Austen obsession. JJ Feild’s portrayal of Mr. Henry Nobley and Jennifer Coolidge’s comic relief as Miss Elizabeth Charming add layers to the narrative. Bret McKenzie’s role as Martin introduces a sweet, romantic conflict. The witty dialogue, spirited performances, and stunning mix of contemporary and Regency-era fashions make “Austenland” a must-watch. Whether an Austen fan or a newcomer, this film offers a satirical yet fond homage to classic romantic tales.

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Fever Pitch (HBO)

Fever Pitch (HBO)
Obsessive baseball fan struggles with romantic relationship

Released: 2005

Platform: Max

Rating: PG-13

Run time:

Cast
Drew Barrymore, Jimmy Fallon

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Just Wright (HBO)

Just Wright (HBO)
Physical therapist finds love with basketball player

Released: 2010

Platform: Max

Rating: PG

Run time:

Cast
Queen Latifah, Common, Paula Patton

Just Wright, directed by Sanaa Hamri, is a must-watch 2010 romantic comedy that explores the heartwarming journey of Leslie Wright, a devoted physical therapist who navigates love and friendship while helping NBA star Scott McKnight recover from a severe injury. With Queen Latifah bringing irresistible charm and wit to her role as Leslie, and Common delivering a compelling performance as the determined athlete, the chemistry between the leads is captivating. Set against the backdrop of various New Jersey and New York locations, the high-quality production stands out, thanks to the efforts of a dedicated cast and crew. This film is unique in its focus, featuring a strong woman of color in the lead role and showcasing meaningful cameos by real-life NBA players. The touching narrative, memorable quotes, and an excellent soundtrack, including tracks by Queen Latifah, make Just Wright a delightful and inspiring watch for anyone looking for an uplifting love story.

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While We're Young (HBO)

While We're Young (HBO)
Middle-aged couple befriends youthful, hip pair

Released: 2015

Platform: Max

Rating: R

Run time:

Cast
Ben Stiller, Naomi Watts, Adam Driver, Amanda Seyfried, Charles Grodin, Adam Horovitz

Released in 2015, While Were Young is a brilliantly crafted film blending drama and comedy to explore lifes pivotal issues. Directed by Noah Baumbach, known for his unique storytelling, the film follows a middle-aged couple who find their lives invigorated by a friendship with a free-spirited younger couple. This dynamic juxtaposition offers a keen exploration of tradition versus innovation. With stellar performances by Ben Stiller, Naomi Watts, Adam Driver, and Amanda Seyfried, the film captures the nuances of mid-life crises and youthful exuberance with authenticity. Its rich cinematography, directed by Sam Levy, and eclectic soundtrack, featuring artists like David Bowie and LCD Soundsystem, further elevate the narrative. While We're Young is a reflective yet entertaining film, praised for its insightful scripting and visual beauty. It's a must-watch for anyone fascinated by the complexities of life transitions and the evolving nature of relationships.

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Definitely, Maybe (HBO)

Definitely, Maybe (HBO)
Romantic comedy about a dad recounting love stories

Released: 2008

Platform: Max

Rating: PG-13

Run time:

Cast
Ryan Reynolds, Rachel Weisz, Abigail Breslin, Elizabeth Banks, Derek Luke, Isla Fisher

Definitely, Maybe is a charming 2008 film that offers a fresh take on the classic romantic comedy. Directed by Adam Brooks, the movie stars Ryan Reynolds as Will Hayes, who recounts his past relationships to his inquisitive daughter, Maya, played by Abigail Breslin, transforming his love life into an intriguing mystery. Set against the vibrant backdrop of New York City, with scenes filmed in iconic locations like Central Park and Brooklyn, the film captures the essence of romantic nostalgia. The stellar cast, including Elizabeth Banks and Isla Fisher, delivers engaging performances, with Reynolds showcasing his charisma and range. Breslin's heartfelt portrayal of young Maya adds an emotional depth that resonates. With a soundtrack featuring timeless hits like Bob Dylan's Times They Are A-Changin', the film weaves music beautifully into its narrative. The definitely, Maybe boasts clever storytelling and delightful performances making it a must-watch for romantic comedy enthusiasts.

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Nine Lives (HBO)

Nine Lives (HBO)
Workaholic businessman transforms into a cat

Released: 2016

Platform: Max

Rating: PG

Run time:

Cast
Kevin Spacey, Jennifer Garner, Robbie Amell, Cheryl Hines, Mark Consuelos, Christopher Walken, Teddy Sears, Jay Patterson, Serge Houde, Mark Camacho

Nine Lives, directed by Barry Sonnenfeld and aired on HBO, is a heartwarming family comedy that breathes new life into the genre. The film follows Tom Brand, a billionaire businessman, who finds himself in the body of a cat named Mr. Fuzzypants after a bizarre accident. This entertaining tale of transformation offers viewers valuable life lessons about reconnecting with family and rectifying past mistakes. Boasting versatile performances by Kevin Spacey (Tom Brand/Mr. Fuzzypants), Jennifer Garner (Lara Brand), and Christopher Walken (Felix Perkins), the film's stellar cast brings depth and humor to the story. The playful cinematography by Karl Walter Lindenlaub and a compelling script contribute to its unique visual and narrative appeal. Nine Lives is not just a comedy; it's a heartfelt story perfect for family viewing, filled with engaging characters, meaningful takeaways, and a whimsical soundtrack that enhances its light-hearted theme. Don’t miss this delightful blend of humor and poignancy that promises to entertain and inspire.

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Mannequin Two: On the Move (HBO)

Mannequin Two: On the Move (HBO)
Magical necklace brings a mannequin to life

Released: 1991

Platform: Max

Rating: PG

Run time:

Cast
Kristy Swanson, William Ragsdale, Terry Kiser, Stuart Pankin, Meshach Taylor

Mannequin Two: On the Move, a 1991 romantic-comedy-fantasy from HBO, charms with its unique storyline and delightful performances. Directed by Stewart Raffill and set in a Philadelphia department store, this sequel breathes life into an enchanted prince-turned-mannequin, who can only be freed by a kiss from a special girl. William Ragsdale plays Jason, the endearing employee aiding the prince, while Kristy Swanson enchants as Jessie, the key to breaking the curse. Adding to the films humor is Terry Kisers portrayal of Count Spretzle, the comical villain. Though it didnt find box office success, its quirky plot and heartwarming moments have earned it a cult following. With memorable quotes and a charming soundtrack, Mannequin Two: On the Move is a delightful escape that promises laughter, romance, and a touch of magic—a perfect blend for a nostalgic movie night.

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Earwig and the Witch

Earwig and the Witch
A brave girl navigates a world of witchcraft.

Released: 2020

Platform: Max

Rating: PG

Run time:

Cast
Richard E. Grant

Earwig and the Witch, a 2020 3D computer-animated film by Studio Ghibli, captivates audiences with its enchanting tale of resilience and wit. Directed by Goro Miyazaki and based on Diana Wynne Jones novel, it marks Studio Ghiblis first foray into fully 3D CGI animation. The story centers on Earwig, an orphan with a formidable spirit, who is adopted by a witch named Bella Yaga. Despite the magical challenges, Earwigs cleverness leads her to manipulate her circumstances to her advantage. Shinobu Terajima, Etsushi Toyokawa, and Kokoro Hirasawa deliver compelling voice performances that breathe life into this charming narrative. Fans of magic, clever protagonists, and beautiful animation will find much to love in Earwigs adventure. Coupled with a memorable soundtrack featuring Kacey Musgraves Dont Disturb Me, the film promises an engaging, whimsical escape for viewers of all ages.

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About This Collection

Heartwarming films streaming exclusively on HBO Max.

Discover a delightful collection of charming movies on HBO Max, offering heartwarming stories and captivating characters. From romantic comedies to feel-good family films, HBO Max has an array of charming movies that promise to entertain and uplift your spirits. Enjoy cinematic gems that bring warmth, smiles, and a touch of magic to your screen.

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