Where Are They Now? The Shocking Post-Villa Lives Of The Love Island US Season 3 Cast

The third season of Love Island USA, which aired in 2021, remains one of the most talked-about installments of the American franchise, primarily due to its explosive drama, fan-favorite love triangles, and a surprise pair taking home the $100,000 prize. As of late 2025, the cast members have moved on to new careers, new relationships, and even new reality TV ventures, proving that life outside the Hawaiian villa is often more dramatic than the show itself. This retrospective dives deep into the post-show reality for the most memorable Islanders, revealing which connections truly lasted and who is thriving years after their summer of love.

The season, filmed in a stunning villa in Hawaii, introduced viewers to a total of 34 Islanders over its 40-day run. While the finale crowned a seemingly solid couple, the true test of their romance began the moment they left the island. For Season 3, the answer to "Are they still together?" is a resounding no, but their individual journeys have been anything but boring.

Love Island US Season 3 Cast: Full Biography and Profile List

The following is a list of the most notable Islanders from Love Island USA Season 3, including the original cast, Casa Amor arrivals, and their key statistics from the show:

• The Surprise Vegas Wedding And Shared Grief 5 Shocking Details Of John Schneider And Dee Dee Sorvinos Whirlwind Romance Ohirf

• Olivia Kaiser (28, Business Owner, Anchorage, Alaska): Winner (Day 40). Coupled with Javonny, Jeremy, Korey.
• Korey Gandy (28, Rental Car Agent, Virginia Beach, Virginia): Winner (Day 40). Coupled with Kyra, Trina, Olivia.
• Kyra Lizama (23, Hawaiian Hostess, Honolulu, Hawaii): Runner-Up (Day 40). Coupled with Korey, Will.
• Will Moncada (26, Budding Entrepreneur, Colombia/Miami, Florida): Runner-Up (Day 40). Coupled with Kyra.
• Cashay "Cash" Proudfoot (25, Waitress, Essex, Maryland): Islander (Day 37). Coupled with Cinco, Jeremy, Charlie.
• Melvin "Cinco" Holland Jr. (25, Delivery Driver, Ashburn, Virginia): Islander (Day 27). Coupled with Cashay, Trina.
• Shannon St. Clair (25, Controller, Bucks County, Pennsylvania): Islander (Day 23). Coupled with Josh.
• Josh Goldstein (24, College Athlete, Haverhill, Massachusetts): Islander (Day 23). Coupled with Shannon.
• Trina Njoroge (24, Model/Actress, Renton, Washington): Islander (Day 37). Coupled with Jeremy, Cinco, Korey.
• Jeremy Hershberg (27, Personal Trainer, New York, New York): Islander (Day 40). Coupled with Trina, Aimee, Florita, Bailey.
• Bailey Marshall (27, Marketing Executive, Portland, Oregon): Islander (Day 40). Coupled with Jeremy.
• Charlie Lynch (24, Trucking Company Owner, Houston, Texas): Islander (Day 37). Coupled with Cashay.
• Javonny Vega (26, Real Estate Investor, Boca Raton, Florida): Islander (Day 17). Coupled with Olivia.

The Winners’ Curse: Korey Gandy and Olivia Kaiser’s Post-Show Split

The crowning of Korey Gandy and Olivia Kaiser as the winners of Love Island USA Season 3 was a significant surprise for many viewers. Their relationship, which blossomed late in the season after a series of friendship couple-ups, seemed to be a genuine connection based on mutual respect and playful chemistry. They walked away with the $100,000 prize, beating out the fan-favorite couple Kyra and Will.

However, the transition from the isolation of the villa to the reality of the outside world proved too difficult for the winning pair. Their relationship officially ended just a few months after the finale.

• Olivia Kaiser's Current Status: Olivia, a business owner from Alaska, returned to her cosmetology career, focusing on her successful business. She has maintained a strong social media presence, often sharing updates on her life and travels.
• Korey Gandy's Current Status: Korey, who was a rental car agent before the show, has leveraged his reality TV fame into an influencer career. He is actively involved in fitness and travel content, frequently collaborating with other reality stars.

Their breakup was amicable, with both stating they remained friends. This outcome solidified the pattern in Love Island history where the winning couple often fails to last, a phenomenon many fans now refer to as the "Love Island Winners' Curse."

• The Chilling True Story 5 Key Facts About Richard Evonitz The Serial Killer Who Kidnapped Kara Robinson Chamberlain Xpjje

The Rollercoaster Romances: Kyra, Will, Cashay, and Cinco

Season 3 was defined by the volatile, yet captivating, journeys of two other major couples, whose post-show status has been the subject of constant fan speculation for years. The relationship between Kyra Lizama and Will Moncada was central to the season’s narrative. They coupled up early and stayed together until the finale, despite a brief Casa Amor hiccup involving Will.

The couple initially broke up shortly after the show. However, they later reconciled, confirming they were back together seven months after their initial split. Unfortunately, the reconciliation was short-lived. As of the most recent updates, Kyra and Will are confirmed to be no longer a couple, having officially gone their separate ways.

Similarly, the dramatic love triangle involving Cashay Proudfoot, Melvin "Cinco" Holland Jr., and Trina Njoroge dominated headlines. Cashay and Cinco's on-again, off-again connection was a fan-favorite storyline, with Cinco famously leaving the villa only to return for Cashay. They pursued a relationship outside the villa, attempting to make their long-distance romance work. Alas, the couple known as "Cashco" eventually announced their split on social media, confirming that their connection was not strong enough to survive the distance and pressure of post-show life.

• The Untouchable Privacy 7 Secrets Of Rachel Mcadams And Jamie Lindens Life Beyond The Red Carpet E820e

Scandals, Early Exits, and New Reality TV Ventures

Beyond the main couples, the Season 3 cast has generated significant news through early exits, dramatic post-show relationships, and even serious controversy, adding to the season's topical authority.

The Heartbreaking Early Exit of Shannon and Josh

One of the most emotional moments of the season was the unexpected departure of Shannon St. Clair and Josh Goldstein. The couple, who were a strong contender to win, left the villa together when Josh received the devastating news that his sister had passed away. Their immediate and loving exit earned them immense respect from viewers.

Despite their strong connection and commitment to each other, Shannon and Josh announced their breakup in an Instagram post after being together for nearly a year. They cited the challenges of maintaining a relationship while pursuing their individual lives and careers as the reason for the separation.

Trina Njoroge and Jeremy Hershberg’s Post-Show Paths

Trina Njoroge, who was involved in the Cinco love triangle, has successfully transitioned her reality TV fame into a new career. She went on to appear in the inaugural season of the reality show All Star Shore, continuing her journey in the entertainment world and establishing herself as a reality television personality.

Jeremy Hershberg, who ended the show coupled with Bailey Marshall, also saw his relationship dissolve quickly. However, he later dated fellow Season 3 Islander Florita Diaz briefly post-show, demonstrating the complex web of connections that continued long after the cameras stopped rolling. Another notable post-show romance was between Jeremy and Bailey Marshall, which also did not last.

Controversies and Unprecedented Removals

Season 3 was not without its scandals, which provided a darker side to the drama. The season faced controversy when two contestants, Yulissa Escobar and Cierra Ortega, were removed from the show after videos of them using racial slurs in the past resurfaced online. This unprecedented move highlighted the show's zero-tolerance policy for past offensive behavior and became a significant talking point in the media, underscoring the intense scrutiny reality stars face.

In summary, while Love Island USA Season 3 did not produce any lasting romantic couples, it launched the careers of numerous reality stars, delivered some of the franchise's most memorable drama, and proved that the journey for the Islanders is just beginning when they leave the villa.