When you hear the name Hilton, your brain probably does a quick slide show of pink tracksuits, Y2K paparazzi flashes, and Paris’s iconic catchphrases. She’s the blueprint for the modern influencer. Then there’s Nicky, the fashion-forward sister who married into the Rothschild dynasty. But if you’re looking for the Paris Hilton brother, you’re actually looking for two very different people: Barron Hilton II and Conrad Hughes Hilton III.
It’s kinda wild how they managed to dodge the level of permanent, blinding fame their sisters carry. One is building a quiet real estate empire and raising a family that looks like it stepped out of a Ralph Lauren ad. The other? Well, he’s had a much rougher ride, disappearing almost entirely from the public eye after a string of legal run-ins that made headlines for all the wrong reasons.
Barron Hilton II: The Scion Who Chose a Different Path
Barron Nicholas Hilton II, born in November 1989, is the third child of Rick and Kathy Hilton. For a long time, people just knew him as the younger brother who occasionally showed up in the background of The Simple Life era.
Honestly, Barron’s journey is pretty interesting because he actually tried the "fame" thing for a minute. He dabbled in acting and even directed a short horror film called En Passant back in 2015. He’s a massive horror nerd, which isn't exactly the vibe you'd expect from a Hilton heir. But eventually, the glitz of Hollywood seemed to lose its luster. He shifted gears into something a bit more traditional for his family: luxury real estate.
Currently, Barron serves as the Senior Vice President at Hilton & Hyland, the massive Beverly Hills brokerage. He’s not just a name on a letterhead; he’s actually out there closing deals.
The "Normal" Hilton Life
If you follow him on social media, his life looks surprisingly grounded. He married Tessa Gräfin von Walderdorff, a German countess, in 2018. They didn't do the over-the-top, televised wedding thing. Instead, they opted for a stunning, relatively private ceremony in St. Barts.
Since then, they’ve had three kids: Milou Alizée, Caspian Cyrus, and Apollo Winter. It’s a far cry from the nightclub-hopping days. He used to run a foodie Instagram account called "Barron's Bites," where he’d just post photos of whatever he was eating. It was humanizing. It made him feel like a regular guy who just happened to have a multi-billion dollar last name.
Conrad Hilton III: The Troubled Youngest Sibling
Then we have Conrad Hughes Hilton III. Born in 1994, he’s the baby of the family. If Barron is the success story of the Hilton brothers, Conrad is the cautionary tale.
While Paris was busy reinventing herself as a DJ and business mogul, Conrad was struggling. You've probably seen the headlines from a few years back. There was the 2014 British Airways incident where he allegedly had a massive meltdown on a flight from London to L.A. He reportedly called the other passengers "peasants" and threatened flight attendants. It wasn't great.
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A History of Legal Hurdles
The years following that were a blur of court dates and probation violations. He faced charges for breaking into an ex-girlfriend's house and was eventually sentenced to jail time in 2016 after failing drug tests.
- 2014: The British Airways outburst.
- 2015: Arrested for violating a restraining order.
- 2016: Sentenced to two months in prison for parole violations.
His parents, Kathy and Rick, have been open—in that guarded, socialite way—about the fact that Conrad has dealt with substance abuse issues for a long time. Since about 2017, he’s essentially vanished. He doesn't post on social media. He doesn't do red carpets. There are rumors he’s been focusing on his health in private, which, given the "Hilton Curse" of the paparazzi, is probably the smartest move he could make.
Why the Hilton Brothers Aren't "Famous" Like Paris
It’s a valid question. How do you grow up in that house and not end up on a reality show?
Basically, the Hilton family fortune doesn't work the way people think it does. Their grandfather, Barron Hilton (the elder), famously left 97% of his $2.3 billion fortune to the Conrad N. Hilton Foundation. He wasn't interested in creating a generation of "trust fund brats."
This meant the siblings actually had to work. Paris and Nicky leveraged their names to build brands. Barron II went into the family business of real estate. Conrad, unfortunately, seemed to struggle with the weight of the expectations that come with that name.
The Dynamic Today
The relationship between the siblings seems solid, at least from the outside. Paris is constantly posting about how much she loves her brothers. When Barron and Tessa have a new baby, Paris is the first one in the comments with the "sliving" emojis. She’s protective.
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There’s a clear divide in the family now. You have the "public" Hiltons (Paris, Nicky, and Kathy) and the "private" ones (Rick, Barron, and Conrad). It seems to be a survival strategy. To stay sane in that world, you either have to own the spotlight or run as far away from it as possible.
What You Should Know About the Hilton Legacy
If you’re trying to keep track of the family tree, it helps to remember that these guys aren't just "Paris Hilton's brothers"—they are part of a massive business lineage.
- Work Ethic: Despite the "socialite" label, the family generally expects the kids to have a career.
- Privacy is Currency: For the brothers, staying out of the tabloids is a sign of success, not failure.
- The Comeback: There’s always a chance for a Conrad Hilton comeback, but it would likely be through a quiet business venture rather than a reality TV show.
The Hilton name carries a lot of baggage. For Barron, it’s been a ladder to a successful career in real estate and a stable family life. For Conrad, it’s been a heavier burden to carry.
Next Steps for Staying Updated
If you want to keep tabs on what the Hilton family is up to without sifting through gossip rags, the best bet is to follow Barron Hilton II on Instagram for the "wholesome" family side of things. For the business side, keep an eye on Hilton & Hyland’s high-end listings in Los Angeles, as that’s where the real power moves are happening. If you’re looking for news on Conrad, it’s likely you won't find much unless he makes a formal return to the public eye, as the family has been very intentional about protecting his privacy in recent years.