I visited Waiheke Island, the 'Hamptons of New Zealand,' where Taylor Swift has vacationed and the ultra-rich reside. Take a look around.

The author at the Mudbrick Vineyard and Restaurant.
Business Insider's author visited Waiheke Island, where celebrities like Taylor Swift and Bill Gates vacation.Monica Humphries/Business Insider
  • Waiheke Island, off the coast of Auckland, New Zealand, is a vacation spot for the rich and famous.

  • The island is home to ritzy vineyards and million-dollar properties.

  • In addition to wealth, it has unspoiled beaches, beautiful views, and delicious food.

Waiheke Island, off the coast of Auckland, New Zealand, is known to attract a wealthy crowd.

In 2017, Vogue journalist Amy Louise Bailey coined Waiheke Island, the "Hamptons of New Zealand," and called it an "escape that is high-end but low-key."

I was eager to see if Waiheke lived up to its Hamptons reputation, so on a trip to Auckland in 2022, I planned a two-night getaway to the island. Take a look at what I discovered.

A bird's eye view of Waiheke Island, New Zealand.
A bird's-eye view of Waiheke Island, New Zealand.Fiona Ritchie/Getty Images

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In the summer of 2022, I traveled to Waiheke to see what exactly entices affluent vacationers and residents to the island.

The view of Auckland, New Zealand, from a ferry.
The view of Auckland, New Zealand, from a ferry.Monica Humphries/Business Insider

And while rich vacationers often take private jets and boats to the island, that wasn't the case for me. Instead, I joined residents and visitors on a 40-minute ferry ride from Auckland.

The ferry was my first indicator that the island is a place for the wealthy. My round-trip ticket on the Fullers360 ferry cost $50, and, according to The New Zealand Herald, it was one of the most expensive public ferries in the world at the time, costing locals $250 monthly.

As the ferry departed from Auckland, the city's harbor and Sky Tower faded into the distance. A little over half an hour later, a lush, green island speckled with homes came into view.

The ferry station in the Waiheke Island terminal.
The ferry station in the Waiheke Island terminal.Monica Humphries/Business Insider

I disembarked from the ferry and set out to explore Waiheke. Although the island is 36 square miles, the western half is more developed, with a concentration of wineries and homes.

My first stop was Mudbrick Vineyard, where I planned to do what Vogue says locals, tourists, and wealthy visitors do — sip wine.

The entrance to the Mudbrick Vineyard and Restaurant.
The entrance to the Mudbrick Vineyard and Restaurant.Monica Humphries/Business Insider

Waiheke Island is home to more than 30 wineries, and thanks to the region's micro-climate, Syrah and Cabernet blends thrive in Waiheke's environment.

Mudbrick Winery is one of the island's most popular places to taste these varieties. Celebrities like Taylor Swift, Eva Longoria, Cindy Crawford, and Shailene Woodley have all visited the vineyard.

As I pulled into the parking lot, I understood why the winery entices such remarkable names. The vineyard had grand views overlooking Te Haruhi Bay.

The Mudbrick vineyard.
The Mudbrick Vineyard.Monica Humphries/Business Insider

I tasted six wines, which included Chardonnays, Syrahs, and red blends. It cost $22.

The wines had bold flavors, and I spent the afternoon wandering through the property's rows of vines, fields of lavender, and forests of fruit trees.

After visiting a celebrity-loved winery, I hoped to catch a glimpse of where the wealthy stay on Waiheke Island, too.

A real estate company advertises homes for sale on Waiheke Island.
A real-estate company advertises homes for sale on Waiheke Island.Monica Humphries/Business Insider

You won't find any Hiltons, Marriotts, or large hotels on Waiheke. There's a handful of boutique hotels, but most visitors book vacation homes for their trip.

Dotted along the coast are these rental properties, many of which cost millions of dollars. Realestate.co.nz reports that the island's median asking price for a home was $2.5 million this past year.

While real-estate prices have fluctuated in the past five years, Waiheke is one of the places where homes have more than doubled in price this past decade.

I headed first to Cable Bay Lane, which is home to ritzy vacation properties like Fossil Cove, the property where Lady Gaga stayed when she visited the island.

A helicopter at a vineyard on Waiheke Island.
A helicopter at a vineyard on Waiheke Island.Andrew T Hall/Shutterstock

Today, Fossil Cove costs more than $6,000 a night with a minimum 7-night stay. The stay includes daily butler service, Champagne, and transfers from the ferry wharf or helipad.

I drove down Cable Bay Lane searching for other modern mansions, luxury cars, or helipads. I should've known better. Each home was gated, and there wasn't a celebrity in sight.

The ritzy homes along the rode were gated.
The ritzy homes along the road were gated.Monica Humphries/Business Insider

Fossil Cove, along with the other large and famous properties on the road, had private entrances, tall hedges, and obstructed views of the properties.

After my failed mansion mission, I decided to explore one of the island's pristine public beaches instead. I walked along Little Palm Beach, which is free to visit.

The entrance to Little Palm Beach on Waiheke Island, New Zealand.
The entrance to Little Palm Beach on Waiheke Island, New Zealand.Monica Humphries/Business Insider

The beach was dotted with a mix of large homes, small abodes, and duplexes.

There, I met Chris McCarthny, an architect at Gulf Architects. We chatted about New Zealand food and his favorite wineries. He then pointed to a handful of mansions he designed along the rocky coast.

McCarthny suggested I hike around Owhanake Bay. The cliffs there, he said, allow a better view of Waiheke's multimillion-dollar mansions.

With that in mind, I hopped in my car and headed to Owhanake Bay.

A parking lot at Owhanake Bay.
A parking lot at Owhanake Bay on Waiheke Island, New Zealand.Monica Humphries/Business Insider

As I climbed up and through a forested area, the hiking trail led me to a freshly paved road that had a scattering of large homes.

Thanks to the hike's high elevation, I spotted mansions Waiheke's rich and famous own.

A mansion along the hike.
A mansion along the hike.Monica Humphries/Business Insider

As a visitor, it was enticing to see these pricey homes, but after speaking with locals, I learned that these properties, over-tourism, and visitors like me have pushed permanent residents off the island.

Today, Waiheke has the highest rate of homelessness per capita in the Auckland region, Newsroom reported.

After the hike, I headed to my Airbnb for the evening.

The tiny house was tucked into the cliffside of Waiheke Island.
The tiny house was tucked into the cliffside of Waiheke Island.Monica Humphries/Business Insider

I wasn't staying on Waiheke Island with a celebrity budget, so Fossil Cove was out.

Since the island doesn't have many hotels, I turned to vacation properties listed on Airbnb and Vrbo. That's where I found a tiny house on the coast for $475 for two nights. It had views and privacy and was centrally located.

The only catch was that the tiny house didn't have a proper bathroom, but rather, a porta-potty. Each time I opened the plastic door, I imagined luxuriating in one of the mansions with heated toilet seats, bidets, and running water.

 

The next day, I continued to explore Waiheke and headed to another part of the island, Oneroa Village. It's the island's largest suburb, and home to shops, restaurants, and businesses.

A view of Waiheke's main shopping and dining area.
A view of Waiheke's main shopping and dining area.Monica Humphries/Business Insider

I expected to see designer stores, luxe window displays, and fine dining. Instead, the area was surprisingly quaint. Restaurants served everything from burgers to grand seafood dinners, and there wasn't a designer store in sight.

This laid-back charm was across the whole island. When I first arrived on Waiheke Island, I feared I might feel out of place.

The main street of Waiheke Island in New Zealand.
The main street of Waiheke Island in New Zealand.Monica Humphries/Business Insider

I'm far from able to distinguish between a $20 and $200 bottle of wine, and I'm not one to insist on turn-down service in my hotel room.

But during two days on the island, I discovered much more than hot tubs, six-car garages, and helipads. I realized that I didn't need to be a wealthy traveler to enjoy Waiheke Island.

A vineyard on Waiheke Island, New Zealand.
A vineyard on Waiheke Island, New Zealand.Monica Humphries/Business Insider

On a budget, I was able to walk along free public beaches, chat with locals eager to share their favorite cheap eats, and splurge on wine tastings with stunning views.

While my tiny house was the most expensive part of the trip, finding accommodation wasn't as costly as I imagined. Plus, if I wanted to save more money, I could have taken a day trip to the island instead.

While multimillion-dollar mansions fill Waiheke Island and glamorous vineyards sprawl for miles, the island didn't ooze only glam. I ultimately agreed with journalist Amy Louise Bailey when she wrote that Waiheke was an "escape that is high-end but low-key."

The author in front of the tiny house on New Zealand's Waiheke Island.
The author in front of the tiny house on New Zealand's Waiheke Island.Monica Humphries/Business Insider

As I ferried off the island, I left with a better understanding of the beauty and the challenges that the Hamptons of New Zealand face.

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