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* ''Film/JurassicPark3'': Ben Hildebrand, Amanda's boyfriend, wears a Hawaiian shirt, knee length shorts, and sandals while they are on their vacation in Costa Rica. He also flaunts his (relative) wealth to the locals and generally has an [[TooDumbToLive undeserved sense of invulnerability.]]
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* ''WesternAnimation/{{Hilda}}'': Tontu dresses as one in Season 3 during the trip to Tofoten, even annoying the locals with his nonstop photographing of everything he sees.
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* ''WesternAnimation/TheUnstoppableYellowYeti'': SurferDude Osmo has one as his default outfit to emphasize his status as a FishOutOfWater in Winterton.
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* ''Series/{{Lucifer}}''. Lucifer sees Dan Fielding in one before he's off to vacation in Hawaii.
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* ''Series/{{Lucifer}}''. Lucifer sees Dan Fielding Espinoza in one before he's off to vacation in Hawaii.
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* In ''Videogame/LikeADragonInfiniteWealth'' this is justified in that Ichiban is actually visiting Hawaii. While he does have a personal reason for going there (tracking down his possible biological mother) he's taking the time to enjoy Honolulu.
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* In ''Videogame/LikeADragonInfiniteWealth'' this is justified inverted in that Ichiban is actually a Japanese tourist visiting Hawaii. Hawaii wearing said shirt. While he does have a personal reason for going there (tracking down his possible biological mother) he's also taking the time to enjoy Honolulu.
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* In ''Videogame/LikeADragonInfiniteWealth'' this is justified in that Ichiban is actually visiting Hawaii. While he does have a personal reason for going there (tracking down his possible biological mother) he's taking the time to enjoy Honolulu.
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* OneHundredPercentCompletion in ''VideoGame/SuperMarioSunshine'' gets you [[AndYourRewardIsClothes a Hawaiian-styled t-shirt for Mario to wear]]. Suitable, as he's currently on vacation.
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* OneHundredPercentCompletion in ''VideoGame/SuperMarioSunshine'' gets you [[AndYourRewardIsClothes a Hawaiian-styled t-shirt for Mario to wear]]. Suitable, as he's currently on vacation. The shirt can also be purchased in ''VideoGame/SuperMarioOdyssey''.
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* The Tourist Outfit in ''VideoGame/SleepingDogs'' puts Wei Shen in a gaudy orange Hawaiian shirt, straw Panama hat, and very tight shorts. It also "adjusts vendor prices accordingly", which is to say, gives everything not from a vending machine a ''60%'' markup in price, and also negates any discount bonuses you've earned, making it a useless JokeItem.
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* The Tourist Outfit in ''VideoGame/SleepingDogs'' ''VideoGame/SleepingDogs2012'' puts Wei Shen in a gaudy orange Hawaiian shirt, straw Panama hat, and very tight shorts. It also "adjusts vendor prices accordingly", which is to say, gives everything not from a vending machine a ''60%'' markup in price, and also negates any discount bonuses you've earned, making it a useless JokeItem.
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* ''Series/{{Farscape}}'': The second time Crichton's NotSoImaginaryFriend Harvey appears he's wearing a gaudy-colored shirt and telling Crichton they'll get margaritas once he's killed his crewmates. Technically it's not a "Hawaiian" shirt but one by an Australian company called Mambo, but it's clear the crew were invoking this stereotype. The shirt became ''extremely'' popular with the fanbase and make a reappearance in season four.
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* ''Series/{{Farscape}}'': The second time Crichton's NotSoImaginaryFriend Harvey appears he's wearing a gaudy-colored shirt and telling Crichton they'll get margaritas once he's killed his crewmates. Technically it's not a "Hawaiian" shirt but one by an Australian company called Mambo, but it's clear the crew were invoking this stereotype. The shirt became ''extremely'' popular with the fanbase and make made a reappearance in season four.
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* ''Franchise/FarCry''
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* ''Franchise/FarCry''''Franchise/FarCry'':
