The youngest of the media and millionaire dynasty, who shares the same name as his great-grandfather, creator of the luxury hotel chain, has also captured the attention of the press on several occasions, although for reasons different from the glamour of his sisters.
Conrad is the black sheep of the marriage formed by Richard (70) and Kathy Hilton (70), who have a fortune of 350 million dollars. Conrad is a well-known figure to judges and police officers, as in 2014 he began to have issues with drugs, disorderly conduct, probation violations, and serious insults.
The most publicized incident occurred in the summer of that year when, after being accused of smoking marijuana and tobacco in the bathroom of a flight from London to Los Angeles, he decided to assault the flight attendants for reprimanding him. He pleaded guilty to a misdemeanor assault charge and was placed on probation.
Subsequently, he was sentenced to two months in jail for violating probation and for continuing to use substances such as cocaine, marijuana, and synthetic cannabinoids. Various treatments in rehabilitation clinics proved ineffective. He has also been arrested for violating a restraining order from one of his ex-girlfriends and for allegedly stealing his father's Bentley. For these and other acts, he has undergone psychiatric evaluation.
Since late 2024, he has been dating actress Emma Kenney.
The other male sibling, Barron (36), has his head on straight. In 2016, he met the German socialite Tessa Gräfin von Walderdorff on the Caribbean island of St. Barth's, whom he married on the same island two years later.
Despite being an actor and director, and unlike his sisters, he prefers anonymity and enjoys his family life privately. The heir has two children, Milou Alizée and Caspian Barron.
In 2022, the couple wanted to start their own business venture by founding Hilton Estates Group, which, according to Forbes, was "a kind of cutting-edge event production company seeking to enhance the profile of properties that are declining in the market." Shortly after, the domain was put up for sale. However, they did invest a portion of their fortune in Eva Longoria's business called Casa del Sol Tequila.
Of the four great-grandchildren of the founder of the Hilton hotels from his son Barron, the one who has made the most of his surname is Nicky (42), who in 2015 married into another of Forbes' top dynasties, James Rothschild (40). The civil ceremony took place, as expected, in the gardens of Kensington Palace in London.
They met at the wedding of another wealthy individual, Petra Ecclestone -daughter of F1 tycoon Bernie Ecclestone- who said "I do" to her now ex-husband, James Stunt, at Lake Como in Switzerland.
The former model and designer has built a beautiful family with three children, Lily-Grace (9), Teddy Marilyn (8), and Chasen (3). The family primarily resides in a 460-square-meter penthouse in NoHo. They later purchased a neogeorgian mansion in Long Island for 2.7 million dollars.
Everything about Paris has been told and what was left to tell, she has already revealed. The latest news is that she has accepted her husband, Carter Reum's proposal (45), to remarry after five years. The couple has two children, Phoenix Barron (3) and London Marilyn (2).
Five months after their Malibu residence caught fire in the devastating California wildfires in January 2025, the couple purchased a super mansion in Beverly Park - the most exclusive area of Beverly Hills - for 63.1 million dollars. Previously owned by actor Mark Wahlberg (54).