When the Herald spoke with Bennett on Monday he said at that point he had not seen an entry matching the photos online.
A photo posted by Mani yesterday shows the pair about to fly out, passports at the ready.
The SnapChat competition dared people to streak somewhere in public and send video of them doing it to a SnapChat account.
According to a post of Mani's on Facebook, 17,000 Kiwis entered.
"I'm off to RARO," he wrote.
"Thank you to the lady walking her dog and everyone else for the love and support.
"[W]as awesome to see all the positive reactions and funny comments towards it."
He will spent a week in Rarotonga partying, and was looking forward to "bring[ing] on the mayhem".
The lady walking her dog was Hibiscus Coast local Angela French, who said she thought the sight was hilarious, so snapped a few pictures.
Her original photo received more than 800 likes on the Hibiscus Coast Community page and more than 100 comments.
Some asked French to post more photos after she said she had them, but she did not oblige.
Mani thanked French for helping him win the competition, promising to bring a bottle of her preferred liquor back through duty free.
