30. Mackenzie Dipman and Connor Trott

Image Source: Distractify
These two hit it off very quickly on Season 2 of Love Island USA. However, Mackenzie decided to explore another connection in the villa and was dumped from the island. After the show, she reunited with Connor. However, they eventually broke up due to long distance.
29. Cashay ‘Cash’ Proudfoot and Melvin ‘Cinco’ Holland Jr.

Image Source: The Cinemaholic
This couple from Season 3 had love triangle drama with another contestant, Trina Njoroge. Cinco coupled up with Cash first, but then decided to pursue Trina. However, he still had feelings for Cash and ended up pursuing both women. This bold move got him dumped from the island.
28. Zac Mirabelli and Elizabeth Weber

Image Source: Newsweek
Romance lovers fell hard for this sweet couple! They paired up from the start of Season 1, decided to exclusively date each other, and went on to win the show. However, after several months of dating, they mutually decided to call it quits because they wanted different things.
27. Shannon St. Clair and Josh Goldstein

Image Source: US Weekly
This Season 3 couple was another fan favorite. They hit it off quickly from the very beginning. Unfortunately, Josh had to leave the show when he found out his sister died. Shannon also left the show to support him. They dated for about a year before mutually breaking up.
26. Justine Ndiba and Caleb Corprew

Image Source: The Hollywood Reporter
Fans of Season 2 loved Justine Ndiba and were thrilled when she paired off with Caleb Corprew. They had amazing chemistry, grew their relationship steadily, and ended up winning the show. Sadly, their relationship didn’t last for very long after the end of the season.
25. Dylan Curry and Alexandra Stewart

Image Source: Nicki Swift
Fans of Season 1 fell hard for this couple and their fairytale romance. However, real life took a toll on the couple after the cameras stopped rolling. After Alexandra broke her jaw right a month after the finale, the couple decided they’d be better off as friends.
24. Weston Richey and Emily Salch

Image Source: Men's Health
This Season 1 couple set the bar high on Love Island USA. They didn’t win, but they had a very positive relationship dated for awhile after the show ended. Unfortunately, they broke up and reunited several times before officially calling it quits in 2020.
23. Cely Vazquez and Johnny Middlebrooks

Image Source: Entertainment Tonight
This couple from Season 2, yet another fan favorite, were runners-up at the end of the show. In a sad twist of fate, they parted ways soon after the season ended. They both announced their split on social media, and they had nothing but positive things to say about each other.
22. Bailey Marshall and Jeremy Hershberg

Image Source: Monsters and Critics
Jeremy Hershberg struggled to find his match on Season 3…until Bailey Marshall entered the villa! They quickly hit it off, became inseparable, and came in 3rd place. However, after the show ended, Jeremy admitted he had already developed feelings for somebody else.
21. Aimee Flores and Wes Ogsbury

Image Source: Screen Rant
Aimee and Wes were originally interested in different Season 3 contestants. By the time that they started getting to know each other, they were dumped from the island. Despite continuing to build a relationship afterwards, they ended up deciding to go their separate ways.
20. Moira Tumas and James McCool

Image Source: Screen Rant
These lovebirds hit it off quickly on Season 2. Fans initially enjoyed the pair, but as time went on, James’s possessive behavior towards Moira turned into a huge red flag. He also wasn’t respectful of her desire to take things slow. The relationship ended quickly after that.
19. Carrington Rodriguez and Laurel Goldman

Image Source: Nicki Swift
This gorgeous Season 2 couple looked perfect together on the outside, but were they actually perfect for each other? Unfortunately not. They placed 4th on the show, but they went their separate ways in December 2020. Laurel now has a new beau, and Carrington is still single.
18. Zeta Morrison and Timmy Pandolfi

Image Source: Harper's Bazaar Arabia
These Season 4 winners, affectionately called “Zimmy”, are no longer together. According to Zeta, their relationship deteriorated quickly after the end of the show due to unresolved communication issues. Timmy announced their split on Instagram and wished Zeta the best.
17. Isaiah Campbell and Phoebe Siegel

Image Source: Showbiz Cheat Sheet
During Season 4, Isaiah Campbell was stuck between Phoebe Siegel and Sydney Paight. Despite the fact that he brought Phoebe back to the villa, his heart was still with Sydney. Isaiah later admitted that he felt pressured by the other islanders to being Phoebe back. In the end, Isaiah ended up with Sydney.
16. Courtney Boerner and Bryce Fins

Image Source: Showbiz Cheat Sheet
These Season 4 contestants paired off after Courtney dumped Felipe Gomes. Apparently, Courtney felt a stronger emotional connection with Bryce and chose to pursue that instead. However, Bryce was eliminated from the show after some drama unfolded between the duo.
15. Korey Gandy and Olivia Kaiser

Image Source: Newsweek
These Season 3 winners of Love Island USA only lasted a few months before announcing their split. According to Korey, the happiness they found on the show did not seamlessly translate to real life. This shocked many fans who celebrated their Season 3 win.
14. Alana Paolucci and Charlie Lynch

Image Source: The Cinemaholic
When Alana Paolucci joined Season 3, she quickly connected with Charlie Lynch. They developed a relationship, reached the finale, and came in 4th place. However, shortly after the end of the show, Alana announced to social media that they were no longer together.
13. Trina Njoroge and Andre Brunelli

Image Source: Distractify
This Season 3 couple was eliminated from the show because the islanders felt that their connection was more platonic than romantic. Fans didn’t feel the same, but that didn’t change the end result. Trina later admitted that she did not, in fact, feel a romantic connection with Andre.
12. Moira Tumas and Calvin Cobb

Image Source: The Cinemaholic
During Season 2 of Love Island USA, Moira and Calvin kept gravitating back to each other. They finished 3rd on the show and dated for a short period of time after. However, they broke up two months later due to long distance, stress from the pandemic, and other factors.
11. Weston Richey and Mallory Santic

Image Source: Getty Images
This short-lived fling on Season 1 ended abruptly when Katrina caught Weston’s eye and they decided to pursue a relationship. Because of this, Mallory was sent home a couple episodes later. Weston and Katrina did not end up working out. Instead, Weston ended up with Emily Salch.
10. Carrington Rodriguez and Kierstan Saulter

Image Source: IMDB
During Season 2, Kierstan Saulter very quickly caught Carrington Rodriguez’s attention. In fact, they were paired for three consecutive recoupling ceremonies. However, Carrington went on to form a relationship with Laurel Goldman, and Kierstan was left heartbroken.
9. Jeremy Hershberg and Trina Njoroge

Image Source: Hawaii Tribune Herald
Trina Njoroge had an interesting experience on Season 3 of Love Island USA. Jeremy Hershberg was her first fling, but they soon discovered they wanted different things, so Jeremy eventually moved on. After that, Jeremy paired off with Bailey Marshall.
8. Korey Gandy and Florita Diaz

Image Source: Heavy.com
During Season 3 of Love Island USA, Florita Diaz set her sights on Korey Gandy. Despite their quick pairing, Jeremy Hershberg was also interested in Florita. Turns out, Jeremy was Korey’s best friend on the show! They coupled up, but the relationship did not last.
7. Javonny Vega and Olivia Kaiser

Image Source: Nicki Swift
Javonny Vega was a popular contestant on Season 3 of Love Island USA. However, Olivia Kaiser never felt sure that he was serious about their relationship. After he was eliminated from the show, Olivia admitted that he was a little too wild for her, and she was glad it didn’t work out.
6. Cashay ‘Cash’ Proudfoot and Trina Njoroge

Image Source: People
Despite the previously mentioned love triangle between Cash, Cinco, and Trina in Season 3, Cash and Trina formed a special friendship. Trina even presented Cash with a sentimental gift from Kenya. Though this coupling was not romantic, it’s still a sweet and noteworthy connection from the show.
5. Kyra Lizama and Will Moncada

Image Source: Reddit
This Season 3 couple broke up just three months after they were celebrated as runners-up of the show. Fans speculated that this was due to Will’s behavior in Mexico. However, the couple rekindle their romance in June of 2022 and still seem to be going strong.
4. Deb Chubb and Jesse Lamont Bray

Image Source: People
These Season 4 finalists continued their relationship when the show ended. Jesse even relocated from Texas to California to live closer to Deb and strengthen their connection. However, they eventually decided they’d be better off as friends and mutually parted ways.
3. Nadjha Day and Jeff Christian

Image Source: Showbiz Cheat Sheet
During Season 4, Nadjha and Jeff left the show after a tense argument. Nadjha admitted there were several red flags from the beginning of their relationship, including Jeff’s jealousy. Fortunately, Jeff apologized to Nadjha afterwards. However, they have not rekindled their romance.
2. Phoebe Siegel and Chad Robinson

Image Source: Showbiz Cheat Sheet
These two paired off last-minute on Season 4 and came in 5th place. They tried to make things work after they left the villa, they they ultimately decided they’d be better off as friends. This seems to be a common outcome for many Love island USA couples!
1. Kat Rose and Jared Hassim

Image Source: The Nerd Stash
This Season 4 couple did not leave the villa together. In fact, when Jared was eliminated, Kat chose to leave the show to pursue a relationship with him. The two initially spent a lot of time together, but they eventually decided to split and focus on themselves.