On Day 4, Rob competed in the "Higher or Lower" challenge as a member of the Boys team, and won. Also on Day 4, Leah re-coupled with Rob.
On Day 5, Rob participated in the "Vacation Vixens" challenge, where he and the other boys voted Serena as the best Vacation Vixen.
On Day 7, Rob went on a champagne picnic beach date with Andrea.
Week 2
On Day 8, Rob stood for the opportunity to be stolen by Andrea or Nicole, and was stolen by Andrea.
On Day 9, Rob competed in the "Kissing Booth" challenge, which he lost to Kendall as the girls voted him the best kisser. The boys voted Kaylor the best kisser.
On Day 10, Rob re-coupled with Andrea.
On Day 11, it was revealed Rob and Andrea did not receive enough public votes to be safe and were left vulnerable. The safe boys, Miguel, Kordell, Aaron, and Connor, chose to keep Rob and Kendall in the game, eliminating Hakeem. Since Andrea was also chosen to be eliminated, Rob was left single
On Day 13, Rob did not compete in the "Stick or Twist" game due to being single.
Week 3
On Day 15, Rob competed in the "Flex Appeal" challenge, which he lost to Kordell. Also on Day 15, Cassidy chose to re-couple with Rob.
On Day 16, Rob was left vulnerable after he and Cassidy did not receive enough votes from the public. The safe male Islanders, besides Kenny, chose to save him. Cassidy, however, was chosen to be eliminated, leaving Rob single.
On Day 17, the boys were given the choice to either stay in the Villa or go to Casa Amor. They all chose to go to Casa Amor, leaving everyone single. Since Rob was already single, he just continued being single. This also means Rob entered Casa Amor on Day 17.
On Day 18, Rob competed in "Raunchy Races" as a member of Team Casa Amor, and won.
On Day 19, Rob competed in the 4th of July challenge as a member of Team Casa Amor, and lost.
