The One Direction star, who was first linked to Kim Kardashian's half-sister in late 2013, was photographed sitting beside Kendall at Blanchard's on the island of Anguilla, reported E!Online.
Some lucky fans also dining at the restaurant were able to land a snap with the British pop hunk, while one devotee took to Twitter to express her excitement at witnessing the dinner date.
"I am (sic) at dinner with Kendall Jenner and Harry Styles are eating dinner next to me this is not a drill (sic)," she wrote.
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