Hailey Baldwin and Justin Bieber are generally considered to have “first” started dating in late 2015, with things becoming clearly romantic and public by early January 2016.

Quick Scoop

  • In December 2015, Hailey joined Justin and his family on vacation (Anguilla/Tulum trips frequently cited), which kicked off intense speculation that their longtime friendship had turned romantic.
  • By early January 2016, Justin made the relationship Instagram official by posting a photo of them kissing, a moment most outlets mark as the point they started publicly dating.
  • The relationship was described at the time as casual, with Hailey saying in early 2016 that things were complicated because Justin was about to go on tour.
  • They later broke things off around August 2016 and didn’t reconcile romantically again until June 2018, when they reconnected at a church conference in Miami and soon after were confirmed to be dating again.

Mini timeline

  1. Late 2015 – Vacation and romance rumors begin after joint family trips.
  1. January 2016 – Justin posts a kissing photo; fans and media widely treat this as the start of them officially dating.
  1. August 2016 – Brief fling ends; they lose touch for almost two years.
  1. June 2018 – They get back together and are again confirmed to be dating, leading quickly to their July 2018 engagement.

So, if you’re asking “when did Hailey and Justin start dating,” most pop- culture timelines point to late 2015 as the start of their romance, with early January 2016 as their first clear public “we’re dating” moment.

Information gathered from public forums or data available on the internet and portrayed here.