* AlternateCharacterInterpretation: The remake's "11 years and 9 months later" caption gives the implication that Elizabeth got pregnant very quickly after meeting Nick - suggesting that may have been the reason they got married in the first place.
* AuthorsSavingThrow:
** The relationship between the parents in the Hayley Mills version seems a little abusive by modern standards. In the remake, the parents both make mentions of having stupid tempers when they were younger - but they've clearly matured and they talk through their issues a bit more rationally.
** Hayley Mills's American accent is just about passable in the original. The remake makes one of the twins British, and Lindsay Lohan's accent is much more decent.
** Some viewers of the original are a little shocked at the drastic haircut that Susan has to get - from just past her shoulders to completely short. The remake lessens it to Annie just having her hair cut from elbow length to shoulder length.
* DesignatedHero:
** The parents. In both movies, they were people who got divorced and, to make it easier on ''themselves'', decided that each would only get custody of one child and never mention the existence of their sibling.
** Hallie in the remake comes quite close as well. She initiates all the arguments (pulling Annie into the water, stealing her clothes), behaves like a spoiled brat in the isolation cabin and forces Annie to deal with all the drama surrounding Nick's relationship with Meredith because she wants to spend more time with her mother. And there's the fact that Annie is forced to both cut her hair ''and'' get her ears pierced, all Hallie has to do is change her accent, though Hallie does point out that she can't exactly unpierce her ears.
* EarWorm: The original movie has "The Parent Trap" and "Let's Get Together," two of the first songs that Music/TheShermanBrothers wrote for a Disney movie.
* EnsembleDarkhorse: Martin and Chessy are beloved in the remake. Both of them provide the majority of the film's funny moments.
* {{Fanon}}: Some fans like the idea of Vicki in the remake actually being the same Vicki from the original, as a way of tying the two films together. The fact that she's aware of Meredith marrying Nick for his money lends some merit to the notion.
* FetishRetardant: The appearance of the Butler in the Creator/LindsayLohan version, wearing a Speedo. To be fair, he's ''not'' fat or ugly. It's just that for some Americans, there's something uncomfortable about a middle-aged or elderly adult in bathing suit typically worn by the younger generation.
* FirstInstallmentWins:
** The Hayley Mills version had three sequels, the last one coming just nine years before the Lindsay Lohan version. Anyone remember them? The third and fourth got hit especially hard; ''The Parent Trap II'' at least became bundled with the original on DVD.
** On the other hand, whether you're more familiar with the Hayley Mills version or the Lindsay Lohan version will probably depend a lot on how old you are. The first VHS and DVD of the latter explicitly called it a remake on the back cover, while the newer DVD case does not.
* HarsherInHindsight:
** On the red carpet for this film, the then-twelve-year-old Lindsay Lohan was asked about doing more movies. She responded that she might in the future, but she wanted to have a normal childhood for a while. At the time, a relief that she wouldn't become a FormerChildStar. Nowadays, she fell headlong into the trap and is one of the most famous examples of her generation.
** Lizzie's heartwarming speech at the end of the remake mentions her and Nick growing old together. Her actress, Creator/NatashaRichardson, later died in a skiing accident in 2009 at age 45.
** This film started Lindsay Lohan's career. [[Film/IKnowWhoKilledMe Another film]] where she played twins was the nadir of her downward spiral that pretty much killed her career.
** Hallie mockingly says of Annie's nose "don't worry, dear; those things can be fixed". Lindsay Lohan would later get a bit of plastic surgery herself in real life.
** Hallie being a DaddysGirl, when Lindsay Lohan was rather publicly estranged from her father during the worst parts of her bad years.
* HilariousInHindsight:
** In the 1961 movie's AnimatedCreditsOpening, the father reads a newspaper with the CelebrityParadox headline, "Walt Disney Named Manager of the Angels". From 1997-2005, the Disney company indeed owned the baseball team with the same name.
** Creator/DennisQuaid plays a father who just got divorced who's kids want him to get back with his wife. Seven years later, Quaid would star in the 2005 remake of ''Film/YoursMineAndOurs'' where he plays a widowed Coast Guard with 8 kids who marries a widowed handbag designer (Rene Russo) with 10 kids. But this time, the kids' goal in that film is the ''total opposite'' of the twins' goal--They want the parents to ''split up!''
** When Lohan and Richardson are crossing the street "Abbey Road" style, parked nearby is a white, classic VW Beetle. Lohan's final film for Disney (so far) became ''Film/HerbieFullyLoaded''.
** Annie and Hallie being "punished until the end of the century" is funny when you realize that the movie takes place in 1998.
* LoveToHate: Both Joanna Barnes and Elaine Hendrix make their respective evil girlfriends so hilariously over the top that they're usually some of the highlights of their respective movies.
* [[MagnificentBastard Magnificent Bitches]]: The twins' plan to reunite their parents and get the evil girlfriend out of the picture does hit a few speed bumps, but ultimately works thanks to working the switch gambit and then helping to convince Vicky/Meredith to go on a camping trip, which they '''knew''' would be a deal-breaker. Something they may have inherited from their mother. Maggie/Elizabeth decided to state that Vicky/Meredith would go instead, likely because they figure the younger women would not have fared well on the trip and become something of TheLoad. It was a stealth way of proving how they are fit compared to the younger and flashier woman.
* SheReallyCanAct: Inverted, as this is Lindsay Lohan's first film. But it's still a clear indicator that she definitely has some acting talent, especially helping distinguish between each twin, and each one pretending to be the other.
* TearJerker:
** The conversation about the break-up. Elizabeth talks about their blazing row, how she packed her bags and Nick never came after her.
--> '''Nick:''' I didn't know that you wanted me to.
** There's also the part where the families say goodbye just as Annie and Elizabeth are about to go back to London. You see Nick hugging Annie, Elizabeth hugging Hallie and the twins desperately embracing each other. They even walk each other to the car, clearly desperate to spend every second they can together.
** Lindsay Lohan's tribute to Natasha Richardson after her sudden death in 2009.
--> "She was a wonderful woman and treated me like her own. We didn't speak much over the years but I will miss her."
* ValuesDissonance: The idea that parents who broke up in a divorce should get back together, no matter how much they fight, is odd to 21st century society ([[ComedyOfRemarriage but quite familiar to mid-20th century American one]]). The remake seems to recognize this, as while the relationship between the parents in the Hayley Mills version seems a little abusive by modern standards, in the remake, the parents never actually fought, and both make mentions of having stupid tempers when they were younger. It's mentioned that the main reason for the divorce was "we were both young, we both had stupid tempers" as well as Elizabeth technically not wanting to leave -- she expected Nick to stop her so they could make up but Nick believed she wanted to leave. Now that they've matured and sorted their issues out, they might fare better.[[note]] It's interesting that the [[Literature/LottieAndLisa original book]] (and its 1950 German adaptation) is closer to the remake than to 1961 adaptation in this regard - as in, the narrator and the mother explicitly acknowledge that it is better to be divorced than to live in a loveless marriage, and the main reason of the break-up was the father's issue of combining his musical career and child-rearing, which had been pretty much resolved by the time the twins met each other again.[[/note]]
* VisualEffectsOfAwesome: You can thank the DoubleVision effects (as well as some good acting) for convincing several movie viewers that Hayley Mills and Lindsay Lohan had twin sisters. Creator/JamieLeeCurtis even asked which twin Lindsay played when they were to star in ''Film/FreakyFriday2003''.
* WhatAnIdiot: Granted, everything had already gone to hell by that point anyway, but Meredith ranting she planned to ship Hallie and Annie off to Switzerland and telling Nick "It's me or them, take your pick" comes across as galactically stupid since they're, you know, his ''daughters,'' one of whom he clearly loves and dotes on, and the other who he hasn't gotten to see in years. Did she really think he was going to pick ''her'' in that ultimatum? But that's the way narcissistic people roll.
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