Paradise for Sale

Finding the Old Hawaii on the island of Lāna’i

Hawaii – the name alone is enough to conjure up visions of idyllic sandy beaches bordering crystalline waters just steps from world-class malls, resorts and restaurants. Most would-be travelers tend to think first of Honolulu on the island of Oahu, known for its famed Waikiki Beach and the island’s North Shore, home to international surfing competitions. Newlyweds may make it to neighboring Maui for a helicopter view of its dormant volcano and stunning waterfalls. Few, though, have ever heard of Lāna’i, much less visited the sixth largest of the Hawaiian Islands, the least accessible to the public.


While nearly five million tourists visited Oahu in 2012, just 72,000 made it to the tiny island of Lāna’i. The lucky few that do, however, experience a version of Hawaii unlike any other, a magical step back in time, worlds away from the glitz and glamour of its better known sister islands. Visitors may come for the pair of award-winning Four Seasons resorts and secluded, hard-to-get-to beaches but they come back for the slow-paced way of life, a permanently faded photograph of Old Hawaii. Even among perpetually relaxed Hawaiians, Lāna’i is known as the place to get away from it all.

Lāna’i, pronounced as three syllables, not two (“lanai is a porch, Lāna’i is the name of our island,” says Simon Seisho Tajiri, Program Manager at the Lānaʻi Culture & Heritage Center) is 98 percent privately owned with the remaining two percent owned by the state of Hawaii. In fact, for the last century and a half, the fate of its population (3,102 at the last census) has been inextricably intertwined with the will of a succession of individuals, still called “landowner” by locals.


Purchasing Power

The late 1800s saw the island used for ranching under Walter M. Gibson. In addition to bringing mormonism to Lāna’i, he also imported more than 50,000 sheep and goats which were left to graze freely, quickly decimating the native cover, forever changing the natural water recharge processes.

“Within memory of the last generation, there were still native trees and plants on the island. Now, 150 years later, we’re still dealing with the after effects of [Gibson’s] decision to bring sheep and goats to the island. Some of the ancient place names are tied into our identity as to what it means to be Lāna’i. Had we understood that better, we might have been better at preserving it,” Simon says with a hint of wistfulness.


James Dole then purchased Lānaʻi in 1922, turning practically the entire island into one gigantic pineapple farm. At one point, it’s said that the 141 square mile island produced 75 percent of the world’s pineapples, employing the majority of Lāna’i’s workforce and earning it the moniker of “Pineapple Island.” The plantations attracted workers from all over, including Japan, China, the Philippines and Portugal, explaining why most locals bear physical features of multiple ethnicities. A lingering legacy is found in Hawaiian jokes which poke fun at all the minorities, but with the meanest reserved for podagees, Pidgin for “Portuguese,” who were often the plantation supervisors.

“I remember working on the plantations in summers,” recalls Lāna’i native Warren Osako of the grueling work of picking pineapples by hand. “It was hard work, but fun, because you got to work with your friends. The plantations provided a lot for the community.” The entire population working together created an unusual camaraderie. “There was a whistle that blew at 6am when it was time to go to work and then again at 8pm to tell everyone to go to sleep,” remembers Sammy, another Lāna’i native.


The entire population still lives in the seven square mile of Lāna’i City, an orderly grid built around Dole Park, anchored by a few grocery stores, restaurants and souvenir shops. There are no traffic lights, malls or fast food joints on the island. Most of the houses are small, square, clapboard affairs, known as “plantation houses,” arranged in “camps” named after the various ethnicities who came to the island to work. Haole Camp (haole is Hawaiian for “foreigner”) or more colloquially, Snob Hill, is still used to refer to the part of town where plantation managers and supervisors lived away from the workers in nicer homes.

In the mid-80s, the island came under the control of billionaire David Murdock. Foreseeing the decline of the pineapple industry, Murdock set to building two luxury hotels, effectively redeploying the entire workforce into the service industry.


“We didn’t feel that it was a positive move, but we had no choice,” says Warren. “When the plantations closed, if you wanted a job, [the hotels] were it. Either that, or move away.”

Constance Cabiles, born and raised on Lāna’i, was part of the group that opposed the transition from pineapples. “We were worried that our way of life would change,” she recalls. “You want progress? Go to Maui or Oahu. We were worried that it would lead to stoplights, more people, and all that.”

For longtime residents, there was much to lose.


Small Town Mentality

“Lāna’i is unique. It’s incredibly quiet and it’s slow paced. Few of us lock our doors at night. You can park your car in the middle of the street, leave your keys in and not worry about it,” says Simon. “It’s really community living. You went to school with the same classmates from K to 12. There was a strike in the ’50s for seven months, but the people were able to sustain themselves without company pay, hunting and fishing and pooling resources together.”

Warren agrees. “It’s a different sense of place here. Pretty much everyone knows everyone. If I see someone’s child in trouble, I’m going to help. A lot of people in the community would do that. I have AAA as my backup when I travel, but don’t need it here. My friends are my AAA. When my car broke down, a friend picked me up. Another friend did the repairs. When growing up, if I did something wrong, by dinner time, my parents were going to know about it.”


Mikala, a single mother of one, opines on the quality of life in small town Lāna’i. “In other large communities, you spend most of your time stuck in traffic. Here, you walk your okole (butt) to work, to the store. If there are three people in line at the bank, you’d go, ‘Shucks! Why so many people?’ But you use the time you save to gather with friends and family, to get to know where you live.”

Oahu transplant Yasha Anne agrees that Lāna’i is a great place to raise her children. “I couldn’t have picked a safer place to live. This here is not real. It’s overly safe. This is not reality, but it’s a reality that I want for myself.”


However, on an island where a gallon of gas costs USD5.80 and a gallon of milk can cost upwards of USD12, residents are keenly aware of the drawbacks to size and isolation. When the “rock fever” gets too much, residents can hop a ferry to the Wal-Mart and movie theaters that beckon seductively on Maui or take a 30 minute flight to experience city life on Oahu. “But who wants to deal with all that?” asks Auntie Irene, as she deftly strings a lei of orchids for tourists. “Anytime I go off island and come back, I breathe a sigh of relief.”

On the more serious side, Simon notes that “like any community where it’s paradise, it also comes with its problems.” Key infrastructure is lacking. Expectant mothers must travel elsewhere to deliver their babies. The only choice for higher education is the community college in the center of town, a small building where students take online distance learning courses, often video conferencing with a handful of other kids from the neighboring islands of Maui and Kauai. “I wasn’t used to being off island,” recalls Simon. “I remember feeling lost in a McDonald’s on Maui. What’s a Dollar Menu? Growing up on a small island, there’s an unfamiliarity with the outside world. Some have trouble leaving the island or staying in college.”


“You know everyone, but the downside is everyone also knows everyone’s business,” adds Yasha Anne.

On the influx of off-island workers, Simon echoes the sentiment of many that “as more people are coming in, that small town vibe is slowly changing. That level of trust is also changing. With many of these people who are coming now, I don’t know them, or know who their families are.”

The Company You Keep

The way things are headed, the people of Lāna’i may need to brace for a veritable tsunami of change. The island once again changed hands in 2012, now belonging to Larry Ellison, billionaire CEO of Oracle and the third richest man in America. In the year or so since taking over ownership, Ellison has received a mostly favorable reception from the people whose lives are so closely tied into whatever plans he may have for Lāna’i. “When Murdock was leaving the island, a lot of infrastructure closed down, lots of people were laid off,” recalls Simon. “But when the island was purchased, we saw a lot more activity, landscaping, construction and renovation.”


“This landowner is making a lot more changes very quickly. But it’s good to see that he’s putting the community before the business,” says Yasha Anne. “The community pool [which had been closed for years] was restored and the park redone before work was done on the resorts.”

However, plans for the island go far beyond the cosmetic. The island’s newspaper recently highlighted draft plans which include building a large research university, a tennis academy, a third resort, and a desalination plant amongst other projects, creating many more jobs and housing but doubling the island’s population. The last time that many people lived on the island was before it had contact with the West.


Constance, who opposed the last major transition, admits that “after we saw how it all worked, we were grateful. People who had left the island could come back now that there were jobs. We were being trained in a new industry we could use.”

“The Company has been really good about holding at least three to four very informative town meetings a month on updates,” says Yasha Anne. “People feel they have a say. We can see that in the near future, so much is going to change. We just have to cross our fingers that the change will be for the good.”

‘The Company’ she refers to is Ellison’s Pulama Lāna’i which oversees development on the island, including the businesses, the water company and the wastewater treatment company. While the two luxury properties are actually managed separately by Four Seasons, many of the locals simply call all of Ellison’s endeavors ‘The Company’.


To most visitors, the face of The Company is the pair of five-star Four Seasons resorts, routinely garnering accolades for top resorts in Hawaii and beyond. Located 1,600 feet above sea level in the upcountry of Lāna’i, Four Seasons Resort Lāna’i, The Lodge at Koele is modeled after a hunting lodge, complete with wood burning fireplaces in the Great Hall and expansive grounds which feature croquet, stables, a sporting range and a Greg Norman designed golf course. Twenty minutes away is the Four Seasons Resort Lāna’i at Manele Bay, set on a cliff overlooking a stunning bay where huge pods of spinner dolphins routinely play for hours.

With a combined 338 rooms, two golf courses and a host of restaurants including a recently opened Nobu, it’s not surprising that the average visitor to Lāna’i is anecdotally wealthier than the average Hawaii tourist, spending just over USD300 per day, compared to USD214 for Oahu and USD186 for Maui.

Off the perfectly manicured grounds of the stunning resorts, Lāna’i’s wild side beckons. With only 30 miles of paved roads (mostly between the resorts, the city and the airport), a four-wheel drive vehicle is a must to see the raw beauty of the island. The words “Not accessible” stamped across some of the off-road routes on the Jeep Safari map from Dollar Rent A Car as well as a handwritten “Bumpy” scrawled along one particular stretch of road presages the rough driving conditions ahead. But visitors who brave the dusty, boulder-strewn paths are rewarded with some of the most stunning views of any of the Hawaiian islands ranging from totally undeveloped beaches to views of neighboring Molokai and Maui and the Pacific beyond to guava forests with the occasional Axis deer or Mouflon sheep.


“The terrain is all dirt roads, rocks, sand and hills,” says Yasha Anne of Dollar. “But other than sometimes getting stuck in the sand, visitors don’t get into much trouble. Jeep rentals are expensive (starting at USD139 per day) because they have to be brought in from off island and major maintenance has to be done on Oahu, but they’re the only way to see some of the sights like Polihua Beach which has some of the roughest terrain but is breathtaking.”

Daredevils might brave Kahekili’s Leap, a rock ledge 80 feet above the sea where warriors during King Kamehameha’s reign showcased their machismo by jumping into the shallow blue waters below. Or for an otherworldly experience, Keahiakawelo (also known as Garden of the Gods) with its unusual moonscape of rich, red volcanic earth and rocks juxtaposed against a deep blue ocean backdrop is a popular stop. Lāna’i’s history can also be found along its rugged coastline – faded old churches and ancient Hawaiian petroglyphs – and its warm hospitality among the fishing shacks that dot the deserted beaches. Owned by locals, the rustic, weathered houses are left open for all to enjoy. Homemade signs welcome strangers, with the simple request to clean up afterwards.

Whether that paradisiacal spirit of community can survive with all the changes on the horizon is yet to be seen. However, Simon notes with optimism: “There’s been a lot said about visitors changing Lāna’i. But visiting Lāna’i with its chill vibe and community ethos will change you, too.”

Q & A

Oi sat down with Alice Bouman, Resort Manager for the Four Seasons Lodge at Koele, which perennially finds itself on lists of the world’s best places to stay.

It’s unusual to have two properties so close to each other. How does this affect the guest experience?

For guests, it means they don’t have to carry money. They can use facilities at both locations and just sign everything to their room. We also offer a seamless stay. Halfway through their trip, they can change properties and we’ll have the key and their luggage waiting for them without having to fill in any additional forms. It’s like an island hop without hopping islands because each property has a very different identity and provides a different experience. There are microclimates here, which means that we can be between 10 – 15 degrees cooler than down at Manele Bay.

Usually, service-oriented people are drawn to the hospitality industry. Here, it wasn’t by choice. What have the challenges been?

You’re right that people didn’t have a choice. Pineapple picker #1 became server #1. But as times have changed and more employment options became available like in healthcare or in the school system, more and more of the staff have chosen to be in hospitality. Our two properties have about 650 employees and 70 percent of our staff are truly from here. Unemployment on the island is like one percent. Positions open up and I can’t fill them locally at the moment because the one percent that aren’t working aren’t working for a reason.

A lot of our staff haven’t had exposure to other luxury properties so we spend quite a bit of time training and developing. We want our staff to have their personality shine through.

Four Seasons began operations here under Murdock and now Ellison. How hands-on have the landowners been in regards to how the resorts are run?

Murdock realized pineapple wasn’t making money so he transitioned to hospitality and brought in a lot of infrastructure. To have someone like Ellison with renewed vision and the pockets to support that makes a huge difference. It’s allowed us to do some needed maintenance, but also even in town with the community pool, sports fields and grocery stores all getting a facelift. Houses are being fixed up as soon as someone moves out. It’s no longer okay to have something falling apart. The whole mentality has changed. People are considered important again. It’s provided hope to the island.

Where to Stay & How to Get There

– For more on the fascinating history of Lāna’i, visit the excellent Lāna’i Culture & Heritage Center right in town.

– The only totally off road Jeep rental in the state of Hawaii, Dollar rent A Car has Jeeps and Hummers, the only way to explore the island.

– Set above the gorgeous marine preserve of Hulopo’e Bay, The Four Seasons resort Lāna’i at Manele Bay is a mecca for beach lovers. With 237 oversized guest rooms decorated in tropical chic, the property features a range of water sports including stand-up paddleboard and surfing lessons and world-class dining boasting menu items from around the Hawaiian islands. Doubles start at USD449.

– Just 20 minutes away and close to Lāna’i City is The Lodge at Koele, a stunning property with expansive grounds which house lawn bowling greens, an orchid house, stables and a reflecting pond. All 101 rooms overlook The Lodge’s perfectly manicured gardens, and the floral prints and jewel tones are designed to whisk guests back to the heady heights of the plantation era. Doubles start at USD349.

– Island Air, also owned by Larry ellison, is currently the only way to fly into Lāna’i from Honolulu. Its 64-seat turboprops make the 25-minute flight five times a day. Return flights start at USD130.

Images by James Pham

Share this story, choose your platform!

About the author:

Leave a Comment

Explore the Wonders of Chankanaab Park in Cozumel

If you’re planning a trip to Cozumel, one of the must-visit destinations is the breathtaking Chankanaab Park. This natural wonder offers a unique blend of adventure, relaxation, and cultural experiences, making it an essential part of your itinerary. Whether you’re interested in marine life, ancient ruins, or simply soaking up the sun on a pristine

Read More »

Dolphin Cove: A Premier Experience for Cruisers in Jamaica

Jamaica is a paradise that beckons travelers with its sun-kissed beaches, lush landscapes, and vibrant culture. Among the myriad attractions this beautiful island offers, the best attractions in Jamaica for cruisers shore excursions on your cruise vacation things to do in Montego Bay Jamaica are a highlight that promises an unforgettable experience. At the heart

Read More »

A Guide to the Factors Influencing the Perspective of NBA Teams in 2024

Just like the basketball players themselves, NBA teams need to remain focused on their performance in the future. To accomplish this, essential responsibilities include managing the competition, the professional league, player recruitment and development, media and broadcasting, revenue generation, and worldwide expansion. Importantly, a few factors affect how they view a wide range of topics.

Read More »

Essential Guide to Visiting Macao

Nestled on the southern coast of China, Macao is a unique and utterly fascinating destination. A rare jewel, with its fusion of Eastern and Western cultures and traditions, this former Portuguese colony has become known as “the Las Vegas of the East”. It’s much more than just an entertainment paradise, though.  A trip to Macao is

Read More »

Vietnamese athletes in the Olympics 2024

As 2023 came to an end, Vietnamese sports fans celebrated three remarkable athletes who clinched the official berth for the Paris Olympics 2024 in France. The Vietnam sports authority is hoping to take 12-15 athletes to represent their nation at the Olympic Games in France, but only five have qualified so far. That puts them

Read More »

Momentous Sporting Events in Vietnam

Vietnam has always been known for its resiliency, history, and culture. These qualities are only further exemplified in the sporting events that they hold in the country. This Southeast Asian has been the stage for many milestone moments for the country and the region as a whole. It doesn’t look like Vietnam is about to

Read More »