Jaime Schilling, stuck in his Seattle apartment last year with pandemic restrictions largely still in place, saw a way out.
A fundraising specialist with Heifer International, a nonprofit organization responsible for donors in Northern California and Hawaii, she no longer needs to be in a specific location because most of the personal work goes by the wayside.
So when he found out about and was accepted into a program called Movers and Shakas (named after the common thumb and pinky hand sign in Hawaii), it aimed to lure remote workers with the promise of a free flight to Hawaii. Exchanged to work with local nonprofits and organizations, Schilling jumped at the chance. He could work remotely and maybe meet some Hawaiian donors when it was a little safer to do so.
He spent the next six weeks in Honolulu and elsewhere doing his usual day job. In her spare time, she helped a local nonprofit increase its marketing efforts to attract more dollars for its mission of helping farmers get their goods to a wider market.
“I’ll never look at an island vacation … the same way again,” said Schilling, who spends weekends with other remote workers restoring traditional Hawaiian fish ponds and cleaning beaches.
The remote work associated with the pandemic has allowed some people to rocket across oceans and time zones while continuing to work and live life in ways previously unimaginable. But this freedom has come with both benefits and costs for people and their locations, especially as companies begin to call many remote workers back into the office.
Nowhere is this more evident than in Hawaii, which has seen an influx of far-flung migrants fleeing the mainland US during the pandemic.
When COVID-19 put the brakes on the archipelago’s massive tourism sector, remote workers provided an infusion of dollars into the ailing economy. But on Hawaii’s Big Island in Honolulu and elsewhere, outsiders, many from San Francisco, have had countless other influences, from buying up all the $5 Costco chickens to helping drive up already unaffordable housing prices that, like outsiders, have soared. bought unprecedented houses.

Remote work allowed Jaime Schilling to relocate to Hawaii during the pandemic. He has since moved to San Francisco, but stays in touch with members of the cohort who work with nonprofits while in Hawaii.
Lea Suzuki / ChronicleThe most recent IRS data available shows that 434 people traveled from San Francisco to Hawaii when they filed their 2019 tax returns. The information includes tax returns received between 2019 and mid-July 2021. That’s compared to 249 who previously made the jump when they filed their 2018 returns.
The numbers aren’t nearly a full accounting of people traveling from the city to Hawaii early in the pandemic, but reflect increased flight there as offices close and remote work ramps up.
According to Hawaii’s economy and tourism officials, there is no accurate data set on how many people come to the islands specifically to work remotely. But it doesn’t take a spreadsheet to see the lasting impact left by every remote worker visiting or moving to the islands during the pandemic.
Many remote workers come to the islands with good intentions. This is not always enough.
Just ask locals like Rechung Fujihira, co-founder and CEO of co-working space Box Jelly in his hometown of Honolulu. Remote work has brought a new mix of people from all over through its doors to meet. And to grab a surfboard from the Box Jelly collection and hit the waves. “Most of the people who move here are my friends, I meet them through work,” Fujihira said.
Telecommuting has also allowed some Hawaiians who work on the mainland to return home temporarily or permanently and be closer to their families, he said. Fujihira’s space began filling up with significantly more remote workers in the spring of 2021, including more day shifts than before, a boon for business.
But there can be a gap between intended and real impacts, especially when it comes to housing.
Many, if not all, come from the tech industry and can afford expensive housing on the island, Fujihira said.
“People with more purchasing power can come in and buy houses easily. That part makes me sad,” he said, adding that many locals have been forced to leave the islands due to housing shortages and rising prices. Las Vegas is a fairly common destination for locals who migrate to the mainland, often referred to as the “ninth island.”
Like the Bay Area, Hawaii has struggled with a severe, region-defining housing shortage for decades. But the pandemic changed work on the islands to a different mechanism, because people no longer had to come to the office.

Rechung Fujihira’s Box Jelly coworking space in Honululu has surfboards available for customers to use.
For Marco Garcia/The San Francisco Chronicle“From March 2020 to early 2022, every real estate market across the state had a record number of cash buyers, no sight buyers,” said Rebecca Morton, a broker with Coldwell Banker Island Properties in Kailua-Kona, who oversaw the transactions. On the big island.
Morton, who lives in California, said he moved to the Big Island in the 1990s and has lived there more than half his life. He listed a home that previously sold for $800,000. It went back on the market during the pandemic for $950,000 and eventually sold for over $1 million.
As elsewhere, the market has cooled slightly in recent months due to rising mortgage interest rates. But the median sales price for a single-family home on the Big Island in July was still $456,000, up 7% from the same month last year. According to Coldwell Banker, the average price of a condo increased 11% from last July to $540,000.
Morton said the bulk of his clients come from the Bay Area tech industry. He said many executives have moved to Hawaii during the pandemic, particularly from the mainland.
However, not everyone who poured into the islands during the period of remote work could stay. This also had consequences for the housing market.
Earlier this year, Tesla CEO Elon Musk told employees to return to personal work for 40 hours a week or risk being fired. Other corporate giants, such as Goldman Sachs, have rolled out similar policies during the current phase of the pandemic, making full-time remote work increasingly rare. Apple has begun requiring many employees to return to the office three days a week, while Google has been following the same route for US workers since earlier this year.
“Remote work still exists, but sometimes it’s hybrid, which excludes coming to Hawaii for a month,” said Nicole Lim, Honolulu-based director of Movers and Shakas.
But this does not mean that housing for local residents suddenly opens up. Morton said many buyers keep the properties as short-term vacation rentals, even though they don’t live in Hawaii full-time.
Rising housing prices in Hawaii benefit some local residents. Like many longtime San Franciscans who sold their homes for a tidy sum when one of the tech booms drove up prices, some Hawaii residents did the same.
“During (COVID-19), our real estate markets were flooded with buyers,” said Rebecca Villegas, Hawaii County Councilwoman on the Big Island, whose district includes North Kona on the west coast and stretches inland.
“Families that we have in the workforce and have homes could really make a big profit and move to the mainland,” Villegas said. “The number one indicator is the number of Teslas on the road without license plates.”
One sign of how much full-time remote work has dried up on the mainland is that the Movers and Shakas program that brought Schilling and others to Hawaii has shifted focus in part because of a lack of applicants.
Lim, the group’s director, said the first cohort of the remote work program in January 2021 (Shilling was part of the second) received 90,000 applications for about 50 spots, but there wouldn’t be enough people for one cohort today.
These days, Movers and Shakas operate the Hawaii Talent Onboarding Program, or HITOP. Lim said his focus is to integrate people who move to the islands for a job based there into the local community and culture and convince them to stay in a place where everything from doctors to hotel staff is in short supply.
HITOP works through employers who sponsor workers who want to integrate as new or returning residents in Hawaii, with events focused on cultural education, community service and networking, Lim said. The program includes wearing aloha and giving flower supplies, cultural markers, and visits to Iolani Palace, where Hawaiian monarchs lived before they were overthrown in the bloodless American Revolution.
“We want people to be aware that they may be seen as an outsider, but … it’s not about guilt or shame,” she said.

During the pandemic, remote workers flocked to Hawaii, enjoying views of Waikiki and Diamond Head from Ala Moana Beach Park.
For Marco Garcia/The San Francisco ChronicleAlthough Schilling has since moved to San Francisco to be closer to most of his donors, his work in Hawaii is far from over. At the nonprofit he still works for, the North Shore Economic Vitality Partnership, he has weekly Zoom calls with CEO Kevin Kelly and another member of his cohort, David Buerge, to help with his group’s networking and fundraising campaigns.
“The pandemic has created this strange opportunity,” Kelly said. “Having talent available in the small nonprofit world is really valuable.” That made the difference for Kelly’s group. Beurge helped facilitate her employer’s donation, and she wrote letters to help a bill passed in the last state legislative session to fund a food safety program in line with the group’s goals.
In addition to reaching out to Schilling and Buerge, Kelly, who is from Texas but has lived in Hawaii for decades, said he hopes Lim’s work with remote workers will help attract and keep people on the islands.
“Hawaii is certainly not for everyone,” Kelly said, noting that many people come looking for paradise and are unprepared for the searing tropical heat, harsh terrain and isolation that can result from island living. “It takes a while to get new people, real friends and a community around them.”
But he said nothing compares to the islands.
“You miss your friends when you leave places. Leaving Hawaii was so different that I missed being in Hawaii.”
Chase DiFeliciantonio is a staff writer for the San Francisco Chronicle. Email: chase.difeliciantonio@sfchronicle.com Twitter: @ChaseDiFelice