Celebrities That Live in Hawaii – Who Stays and Plays Here?

Celebrities that live and vacation in Hawaii -- many will stay at the Four Seasons
Hawaii Aloha Travel > Blog > Celebrities That Live in Hawaii – Who Stays and Plays Here?

Do you have stars in your eyes? We’re highlighting celebrities who live in Hawaii!

If you could live anywhere in the world, would Hawaii be on your list? We bet it would be!

And you’re not alone. The rich and famous who can afford to live and stay anywhere in the world often choose a home here in Hawaii.

Here’s a look at 10 celebrities in Hawaii and where they live, rent, or simply hang out.

1. Barack Obama: Oahu

There is one U.S. president who was from Hawaii: Barack Obama. Not only did he grow up on Oahu, but he still vacations here with his family. The 44th president of the U.S. typically rented a beach house in Kailua during his presidency, even though he grew up on King St in Honolulu. 

2. Oprah Winfrey: Maui

Oprah Winfrey is one of the most famous celebrities that live in Hawaii. She owns a remote, sprawling ranch on the slopes of Maui’s Haleakala. Here, she’ll often host other celebrities and entertain her many friends. 

Oprah will sometimes post on Instagram from her Maui home, and our guess is she comes here multiple times a year. 

Oprah's house on Maui - celebrities that live in Hawaii
Not only is Oprah Winfrey one of Hawaii’s most popular celebrities, but she’s one of the largest landowners on Maui.

3. Jeff Bezos: Maui

Amazon founder Jeff Bezos recently bought a massive (and massively expensive) Maui Mansion for $78 million. The beachfront property near Makena has a swimming pool, a small beach, a guest house, and lots of privacy. 

4. Beyonce and Jay Z: Oahu

This Hollywood power couple kicks back in a private estate in Kailua, in the same neighborhood where former President Obama vacations. This 15,000-square-foot-plus home sits on 1.5 lush acres with a rock-lined pool, eight bedrooms, and 11 baths, according to HGTV.

Dwayne “The Rock” Johnson also has rented this Kailua home.

5. Willie Nelson: Maui

North Shore Maui residents often see celebrities hanging out in Paia. Willie Nelson is one famous figure who owns a home in the area. He was rumored to own Charley’s bar, though that’s up for debate. However, he did sometimes play music before the bar shut down a few years ago. 

One of his sons is a full-time Maui resident. 

6. Steven Tyler: Maui

Steven Tyler bought a home on Maui in 2012 and is frequently spotted roaming the island’s busy streets. He’s been known to make random appearances playing with famous musicians like Hawaii’s Willie K. and fellow Maui resident Mick Fleetwood. So, if you’re visiting Maui, keep your eyes peeled for one of these celebrities that live in Hawaii.

7. Pierce Brosnan: Kauai

James Bond himself (or, a former James Bond) spends most of his time in his Kauai home, a 5-acre estate on the North Shore. He calls his home a cottage, though we’re sure it’s far more luxe than the rental cottages most of us Hawaii residents have lived in at one time or another. 

8. Britney Spears: Maui

Britney Spears is a frequent Maui visitor, and she often posts on Instagram from scenic Maui locales. In the past, she’s stayed at the Montage Kapalua Bay, a luxe resort in West Maui. However, she has also stayed in rental homes during relaxing vacations with her sons. 

9. Bette Midler

Did you know that Bette Midler was born and raised in Hawaii? She grew up on Oahu but now lives part-time in Kauai, where she owns land on the North Shore. Bette is definitely a treasured celebrity that lives in Hawaii!

10. Rihanna: Oahu

Rihanna is a frequent Oahu vacationer, and she’s stayed in the Paul Mitchell Estate in Lanikai, a luxe home with a pool, Japanese bath house, and guest cabana. 

Vacation Like a Celebrity that Lives in Hawaii

No matter where you go in Hawaii, whether you’re ziplining on Kauai, taking an Oahu Circle Island Tour, or hiking to see the volcano on the Big Island, you never know what celebrities may be here and when. So, keep your eyes open for celebrities that live in Hawaii — they love the islands, too!