Mackenzie Dipman made Love Island USA history by returning for Season 4 after her memorable appearance in Season 2. The entrepreneur from Scottsdale, Arizona entered on Day 23, hoping for a second chance at finding love in the villa. Her dramatic Season 2 relationship with Connor had made her one of the most talked-about contestants in the show's history. However, Mackenzie walked out voluntarily on Day 28, proving that sometimes the villa just isn't meant to be.