In the midst of a break-up and a home remodel, Internet personality Bretman Rock retreats to a beachside rental with his friends, where the good times are interrupted by real life family challenges.

As the year anniversary of Bretman’s father’s death approaches, he reveals a deeply held secret to his sister Princess Mae. Meanwhile, Bretman devises a marketing plan for his new sunglasses line: nude photos!

Bretman hatches a plan to coach a “celibate“ Larry through his first date ever — a move that has unintended ramifications for Keiffer. Meanwhile Princess is determined to challenge Bretman after her pushes her a step too far.

Inspired by Keiffer’s gender expression, Bretman plans a surprise party unlike any other! Meanwhile, the group acts quickly when their blind date arrangements for Larry hit a roadblock.

With the launch of his sunglasses line only days away, a stressed out Bretman flexes his muscles—creative and otherwise—to let loose. Meanwhile Princess prepares for a test shoot with a modeling agency in an attempt to find success outside of Bretman’s shadow.

As his mother prepares to leave the country for good, Bretman and his siblings throw her a luau-themed birthday party to remind her that Hawaii will always be home. Meanwhile, Princess gets a life changing call.

After a year of professional growth and success, Bretman Rock’s personal life crashes down around him. In order to heal the strained relationship with his sister, Princess Mae, they turn to therapy for answers. But can they overcome their differences long enough for Bretman to help Princess move into her dream home?

Attempting to support his sister, Bretman agrees to babysit Princess’ two kids, Cleo and Ezekiel, while she works a shift at their older brother’s food truck. Can Bretman keep the situation (and these kids) under control or are the demands of motherhood too much?

Continuing to repair their relationship, Bretman and Princess head to the beach for some quality time, but an argument threatens to derail their progress. Meanwhile, Keiffer and Princess decide to take some swimming lessons with a HOT instructor while a burnt out Bretman goes to therapy solo to confront his psychological wounds.

Still focused on his personal growth after his solo therapy session, Bretman seeks guidance from a spiritual healer, and his bestie Bella Poarch, before calling the gang to the beach for an important announcement. Meanwhile, Miss Kay joins Princess and Jurey for a game of HORSE with dire consequences.

Bretman and Princess volunteer at a local Taro Farm, where they work to weed and replant Taro (Kalo) while also regrowing their relationship amongst the Land ('Āina) and the Spirit (Mana). Meanwhile, Miss Kay convinces Jurey to help show off her shining new smile.

After checking in with their therapist, Haylin, one last time, Princess sets out to prove to Bretman that she can follow through with her music career, but her time in the studio doesn’t go as planned. Meanwhile, Bretman, with Keiffer’s help, throws a Mother’s Day party to show Princess how much she means to him, but a surprise appearance from Princess’ bandmates could force her to perform, ready or not. Will Princess finally prove that she can follow through or will her music career end before it starts?