Kaia and fellow model Wellington Grant first sparked dating rumours in February 2019 after they were spotted holding hands while out and about in NYC. According to Us Weekly, the two were also seen leaving the Mercer hotel together on Valentine's Day. The models quietly dated for a few months, and though it's unclear when they broke up, their last public sighting was in April 2019 when Wellington joined Kaia for dinner with her parents. During a September 2019 interview with British Vogue, Kaia said her work schedule didn't allow much time for dating. "When I'm working, I don't have the energy to even flirt with anyone," she said.