From Hollywood to the Hacienda: The Secret World of Celebrity Timeshare Owners in Mexico

The Allure of Mexico: Where Stars Trade Red Carpets for White Sands

Let’s be honest: if you could swap paparazzi flashes for Pacific sunsets, wouldn’t you? That’s exactly what a growing constellation of celebrities has done—quietly investing in Mexico’s most exclusive timeshare resorts and private villas. But this isn’t just about sipping margaritas in Cabo (though, let’s face it, the margaritas are muy bueno). It’s about a new kind of ownership—one that blends privacy, luxury, and a dash of Mexican magic.

Today, we pull back the velvet rope and reveal where the world’s most famous faces own a slice of paradise, why they chose Mexico, and what their choices say about the evolution of vacation ownership. Spoiler: you might just find yourself craving a timeshare faster than you can say “guacamole.”

Cabo: The Celebrity Capital of Timeshare Chic

If Los Angeles is the city of angels, Los Cabos is the city of A-listers on holiday. Just a two-hour flight from Hollywood, Cabo has become the unofficial playground for the rich, the famous, and the “I-just-want-to-relax-in-peace” crowd.

Casamigos: Where Tequila and Timeshare Collide

Let’s start with the most legendary of all: Casamigos. This isn’t just a tequila brand—it’s a real estate love story. George Clooney, Rande Gerber, and Cindy Crawford famously built side-by-side homes in the exclusive El Dorado Golf & Beach Club, naming their compound “Casamigos” (House of Friends). The vibe? Think private beach, infinity pools, and the kind of neighborly drop-ins that involve Oscar winners and supermodels.

Kaia Gerber, Rande’s daughter and a supermodel in her own right, is often spotted here with friends like Austin Butler. Their Instagram feeds are a masterclass in FOMO—poolside selfies, sunset strolls, and the kind of effortless glamour that makes you wonder if you should start practicing your runway walk.

“Los Cabos is located just a short plane ride from LA, which makes flying friends and family to their homes easy. While each house is technically separate, they entertain between the two.”

Galavante.com Source

The Queen of Cabo: Jennifer Aniston

Locals call her “La Reina de Cabo.” Jennifer Aniston is a regular at the One&Only Palmilla, a resort so exclusive that even the guacamole feels like it has a VIP pass. Aniston’s love affair with Cabo is legendary—she’s brought along everyone from Courteney Cox to Jimmy Kimmel, and her presence has helped cement the region’s reputation as the ultimate celebrity escape.

“Jennifer Aniston, lovingly called ‘Queen of Cabo’ by locals, is a regular at One&Only Palmilla.”

RadarOnline Source

Jennifer Aniston and Jason Bateman had a best friend vacation in Cabo https://t.co/xMHWzXGWwa pic.twitter.com/VtZkhBxvXf

— Travel + Leisure (@TravelLeisure) January 4, 2018

The Kardashian-Jenner Effect

Where there’s sun, there’s a Kardashian. Kim, Kourtney, and Khloe have all been spotted in Cabo, often at the Viceroy Los Cabos or the ultra-private El Dorado Golf & Beach Club. Kylie and Kendall Jenner have even ventured further south to Costa Careyes, staying at the jaw-dropping Ocean Castle Sol de Oriente—a villa so stunning it makes even their Instagram followers do a double-take.

Kim Kardashian in Bikini on the beach in Cabo #KimKardashian #Kardashian pic.twitter.com/RQ1ZVnxEjX

— KarJennerArchives (@KarJennerPhotos) January 15, 2020

Will Smith, Selena Gomez, and the New Wave

Will Smith once showcased his $25,000-per-night Cabo villa on social media, while Selena Gomez has made Los Cabos her go-to for bachelorette parties and New Year’s celebrations. Justin and Hailey Bieber? They’re regulars at Viceroy Los Cabos and Nobu Hotel, proving that the next generation of stars is just as smitten with Mexico’s Pacific coast.

Beyond Cabo: Riviera Maya, Tulum, and the Rise of the Caribbean Cool

While Cabo gets the headlines, Mexico’s Caribbean coast is quietly becoming the new “it” destination for celebrity timeshare owners and luxury seekers.

Neil Patrick Harris and the Riviera Maya

When Neil Patrick Harris wanted to celebrate his husband’s birthday, he chose the Fairmont Mayakoba in the Riviera Maya. The resort’s blend of privacy, family-friendly amenities, and eco-chic design has made it a magnet for stars like Paris Hilton, Justin Bieber, and Drew Barrymore.

“Neil Patrick Harris joined the list when he and his family traveled to Fairmont Mayakoba for his husband’s birthday. The resort has a whole host of pools, private spaces, and activities fit for the whole fam.”

Galavante.com Source

It seems @ActuallyNPH found paradise! 🌴 🍹 👨‍👨‍👧‍👦

The actor spent a week with his kids at @BT_Mayakoba where they “sipped, spa’d, sunned and swam”. That sounds legen…𝑤𝑎𝑖𝑡 𝑓𝑜𝑟 𝑖𝑡…dary.

📷 : Neil Patrick Harris/IG#RivieraMaya @GoMexCaribbean pic.twitter.com/2CZt1bzoxW

— Riviera Maya (@RivieraMaya) April 22, 2023

Tulum: Boho Luxe for the Creative Set

Tulum is where the barefoot billionaires and yoga-loving celebrities go to unplug. Drew Barrymore and Cameron Diaz have attended yoga retreats at Amansala Resort & Spa, while Demi Moore and Cara Delevingne are known to explore the area’s mystical cenotes. The Papaya Playa Project and Casa Malca (once owned by Pablo Escobar) are favorites for those seeking a blend of history, art, and modern glamour.

Puerto Vallarta and Punta Mita: Old Hollywood, New Luxury

Puerto Vallarta’s celebrity story began in the 1960s, when Elizabeth Taylor and Richard Burton fell in love with the town—and each other—while filming “The Night of the Iguana.” Today, Taylor’s former home is the boutique Casa Kimberly Hotel, and the tradition continues with stars like Britney Spears, Jennifer Lawrence, and the Kardashian clan vacationing in nearby Punta Mita.

Punta Mita, in particular, has become a magnet for tech moguls and Hollywood royalty alike. Beyoncé, Rihanna, Lady Gaga, and even Bill Gates (who bought the Four Seasons Resort) have all been spotted here. The gated community’s privacy, Jack Nicklaus golf courses, and oceanfront villas make it the ultimate “if you know, you know” destination.

The Business of Celebrity Timeshare: Why the Stars Choose Mexico

So, why are celebrities flocking to Mexican timeshares and vacation clubs? The answer is as layered as a perfect taco (see, I promised you a metaphor).

Flexibility, Privacy, and the Club Mentality

Modern timeshare models have evolved from rigid, week-based systems to flexible, points-based programs that allow owners to customize their vacations. For celebrities, this means they can jet in for a quick getaway or host a family reunion without the hassle of traditional home ownership.

The “exclusive club” atmosphere—think private beach clubs, members-only golf courses, and personalized concierge services—offers the kind of privacy and pampering that even the most discerning star craves.

Economic Impact and Community Investment

Here’s a little-known fact: the influx of celebrity and high-net-worth owners has a ripple effect on local economies. Resorts like Las Ventanas al Paraíso and St. Regis Punta Mita don’t just employ hundreds of locals—they fund schools, support environmental initiatives, and help preserve Mexico’s cultural heritage.

Owner Satisfaction: The Numbers Don’t Lie

Historically, owner satisfaction in Mexico’s timeshare resorts has been on the rise. In 1998, satisfaction rates hovered around 72%. Today, nearly half of owners report being “very satisfied,” with many citing improved family communication and increased happiness as key benefits. And while U.S. owners are more likely to exchange or bank their time, Mexican owners are fiercely loyal—returning year after year, often with extended family in tow.

“Owners report that timeshare ownership has positively impacted their lives, including increased happiness and improved family communication, especially among Mexican owners.”

Internal Industry Data

Table: Celebrity Hotspots and Their Famous Fans

The Evolution of Ownership: From Old Hollywood to Instagram Royalty

The timeshare industry has come a long way since the 1990s. Back then, it was all about fixed weeks and hard sells. Today, it’s about flexibility, personalization, and—yes—celebrity cachet. Major hospitality brands like Marriott, Hilton, and Hyatt have entered the market, bringing with them a new level of trust and quality.

Celebrity involvement isn’t just a marketing gimmick; it’s a sign that timeshare ownership has become synonymous with luxury, exclusivity, and smart investing. As one industry leader put it:

“Timeshare products have become more flexible, allowing owners—including celebrities and high-profile individuals—to choose from a variety of properties, time slots, and exchange options. The emergence of exchange services like RCI and Interval International has further increased the appeal by offering more choices and higher-quality experiences.”

A Curious Mexican Gem: Careyes, the Secret Playground

Here’s a nugget for your next trivia night: Costa Careyes, a hidden enclave on the Pacific coast, has quietly attracted celebrities for decades. With its whimsical architecture, private castles, and a community of artists and billionaires, Careyes is where the truly in-the-know go to escape the spotlight. Kylie and Kendall Jenner’s stay at Ocean Castle Sol de Oriente is just the latest chapter in this region’s storied history.

Hasta Mañana

As the sun sets over the Pacific, one thing is clear: Mexico isn’t just a destination—it’s a lifestyle, a community, and, for a lucky few, a home away from home. Whether you’re a Hollywood legend or a family looking for your own slice of paradise, the timeshare model has never been more vibrant, flexible, or—dare I say—cool.

So next time you see a poolside selfie from Cabo or a yoga pose in Tulum, remember: behind every glamorous Instagram post is a story of ownership, community, and the enduring magic of Mexico.