Jacob Elordi and Kendall Jenner’s Relationship Reportedly Turned Serious Quickly After Hawaii Trip

Kendall Jenner and Jacob Elordi’s rumored relationship appears to be moving quickly after a recent trip to Hawaii reportedly brought the pair closer together. The model and actor have continued spending time together, including a recent double date with Kylie Jenner and Timothée Chalamet.

Kendall Jenner and Jacob Elordi’s rumored romance is reportedly becoming more serious following a recent vacation together in Hawaii.

According to a source who spoke to Page Six, the tropical getaway marked a turning point in the relationship between the supermodel and the blockbuster actor.

“Kendall really didn’t expect to be this into him this fast, but Hawaii kind of changed everything,” the insider said. “They got super close on that trip, and it definitely made their connection stronger. It’s becoming a lot more serious than she expected.”

The report comes after weeks of growing speculation surrounding Kendall, 30, and Jacob, 28, who have been seen together on several occasions in recent months.

Hawaii Trip Reportedly Strengthened Their Connection

The insider told Page Six that Kendall has been especially happy with how naturally the relationship has developed. “Kendall is really happy right now and loves how easy things feel” with Jacob, the source disclosed.

According to the insider, people close to Kendall have noticed the shift as well. “Her friends and family can see how much she likes him,” the source added.

The Hawaii vacation appears to have been a major step forward for the pair, who reportedly spent significant time together during the trip.

Photos of Kendall and Jacob in Hawaii surfaced online shortly before they were seen together again in Los Angeles during a group outing with Kylie Jenner and Timothée Chalamet.

Kendall Jenner and Jacob Elordi Join Kylie Jenner and Timothée Chalamet

Last Saturday, May 16, 2026, Kendall and Jacob were photographed during a double date in Los Angeles alongside Kylie Jenner and Timothée Chalamet.

Photos shared online showed the group leaving a party together while attempting to avoid paparazzi attention. Jacob appeared to be driving the vehicle with Kendall sitting in the front passenger seat. Kylie and Timothée sat in the backseat alongside photographer Renell Medrano.

The outing quickly drew attention online because it marked one of the most public group appearances involving Kendall and Jacob since romance rumors began circulating.

According to sources, Kendall has enjoyed spending time with her younger sister while getting to know the men in their lives together. The insider also said Kylie has become supportive of the rumored relationship.

Timothée Chalamet and Jacob Elordi Already Knew Each Other

While the public focus has largely centered on Kendall and Jacob, sources say Timothée and Jacob already had a connection before the romance rumors began.

“Oscar nominees Chalamet and Elordi already know each other and were friendly before Kendall and Jacob were getting close,” a source said. “They spent a lot of time around each other during the award season and naturally run in similar circles.”

The source added that the actors share a similar approach to fame and public attention. “They have the same attitude when it comes to fame,” the insider continued. “They’re both actually pretty low-key. They like to stay out of the spotlight when they can. They have a lot of respect for each other.”

That shared mindset appears to have helped the group connect easily despite their massive celebrity status.

Kylie and Timothée have also largely kept their relationship private since first being linked in 2023.

Over the years, the pair have appeared together at awards shows and private vacations while avoiding excessive public exposure around their personal lives.

According to the source, Kylie has already spent time around Jacob and reportedly approves of him. “She really likes him,” the insider said. “She’s excited Kendall is spending time with him.”

Romance Rumors Began Earlier This Year

Reports linking Kendall and Jacob first gained traction earlier this year after rumors circulated about the pair spending time together during Coachella.

In April, PEOPLE confirmed that the two had been “hanging out and getting to know each other the last couple months.” At the time, the outlet reported that the relationship was still in the early stages.

Since then, the pair have continued appearing together publicly, with the Hawaii getaway becoming the latest development to intensify speculation.

Although neither has spoken publicly about the relationship, their repeated outings have fueled ongoing interest from fans and entertainment media.

Both Stars Have High-Profile Dating Histories

Kendall and Jacob have each been involved in several widely followed relationships over the years.

Before the recent rumors surrounding Jacob, Kendall was most recently linked to rapper Bad Bunny. The two dated on and off between 2023 and 2024.

Prior to that relationship, Kendall dated NBA player Devin Booker for two years.

Jacob, meanwhile, most recently dated Olivia Jade. The pair were involved in an on-and-off relationship beginning in December 2021 and were last seen together publicly in January 2026.

The actor has also previously been linked to Kaia Gerber, Zendaya, and Joey King.

Despite their high public profiles, both Kendall and Jacob have historically kept their romantic relationships relatively private. That pattern appears to be continuing as speculation around their relationship continues to build.

The Couple Continues to Keep Quiet Publicly

For now, Kendall and Jacob have chosen not to directly address reports about their relationship. Still, sources close to the pair suggest things are progressing naturally after their Hawaii vacation brought them closer together.

Their recent double date with Kylie and Timothée also appeared to signal growing comfort around spending time together publicly, even as they continue avoiding direct confirmation.

As attention surrounding the rumored couple continues to grow, fans are closely watching for any additional appearances or signs that the relationship is becoming official.

For the moment, however, Kendall and Jacob seem content keeping details of their personal lives private while continuing to spend time together behind the scenes.