The 2010s romance between Kendall Jenner and Harry Styles was a moment, ... The two are spotted getting cozy aboard several yachts throughout a Caribbean holiday vacation.

Harry Styles has famously dated Taylor Swift, Kendall Jenner and Olivia Wilde. Here's a look back at his dating history.

The Sun claimed exes Kendall Jenner and Harry Styles, both newly single, were leaning on each other through their breakups. ... when they got handsy on a yacht in Anguilla while on vacation.

Both Harry Styles and Kendall Jenner are two of the most successful figures in their respective lines of work. Both have followed a similar pattern in the sense that after the break up of One ...

Harry Styles and Kendall Jenner Photo by Kevin Mazur/MG19/Getty Images for The Met Museum/Vogue. For those who don’t know, Jenner and Styles were first romantically linked in 2014 when the two ...

Kendall Jenner can't seem to shake her exes after things have seemingly cooled off between her and on-off boyfriend Bad Bunny. The 28-year-old has reportedly been hanging out with ex Devin Booker ...

The on-again, off-again romance of Harry Styles and Kendall Jenner remained a subject of public intrigue. The roller-coaster relationship between the singer and supermodel started with a spark of ...

Kendall Jenner can't seem to shake her exes now that she's seemingly single, but Harry Styles is 'playing hard to get,' sources exclusively tell Life & Style.

Kendall Jenner may be more private, but the model has had a string of public relationships. Here, everyone she has dated, from Harry Styles to Bad Bunny. Kendall Jenner’s Complete Dating History ...