Necker Island, British Virgin Islands (Photo: Instagram/@virginlimitededition)
Cover Richard Branson’s Necker Island in the British Virgin Islands (Photo:Instagram/@virginlimitededition)
Necker Island, British Virgin Islands (Photo: Instagram/@virginlimitededition)

Inside the ultra-private world where industry titans transform wealth into secluded paradise getaways

In an industry defined by virtual worlds and digital platforms, a select group of technology titans has sought something resolutely physical: private islands. These acquisitions represent not merely luxury purchases but reflections of how wealth generated in the technology sector transforms into tangible holdings beyond the reach of most.

The practical complications —accessibility challenges, infrastructure requirements, environmental regulations, and ongoing maintenance—render islands impractical investments for most. Despite these challenges, certain technology figures navigate this complex terrain, balancing personal visions against environmental stewardship, development ambitions against sustainability requirements, and privacy desires against the realities of managing what amounts to small, private territories in a changing world.

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1. Larry Ellison: Lanai, Hawaii

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Larry Ellison, Oracle co-founder (Photo: WikiCommons/Oracle PR)
Above Larry Ellison, Oracle co-founder (Photo: WikiCommons/Oracle PR)
Larry Ellison, Oracle co-founder (Photo: WikiCommons/Oracle PR)

When Oracle co-founder Larry Ellison acquired 98 per cent of the island of Lanai in 2012 for approximately US$300 million, he assumed control over Hawaii’s sixth-largest island, with implications that extended beyond mere ownership.

The 141-square-mile territory, home to roughly 3,000 residents, places Ellison in a quasi-governmental position, with authority over two Four Seasons resorts, housing stock, and essential infrastructure.

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Lanai, Hawaii Islands (Photo: iStock)
Above Lanai, Hawaii Islands (Photo: iStock)
Lanai, Hawaii Islands (Photo: iStock)

His investments in agricultural technology and renewable energy systems reflect Silicon Valley’s techno-optimism transported to island governance.

Ellison describes Lanai as an “ecological laboratory,” though residents’ reactions to this framing vary considerably, particularly as tourism initiatives intersect with sustainability claims.

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2. Richard Branson: Necker Island, British Virgin Islands

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Richard Branson, Virgin Group founder (Photo: WikiCommons/Exchanges Photos)
Above Richard Branson, Virgin Group founder (Photo: WikiCommons/Exchanges Photos)
Richard Branson, Virgin Group founder (Photo: WikiCommons/Exchanges Photos)

Virgin Group founder Richard Branson, whose business portfolio encompasses transportation systems and communications technology, acquired the then-uninhabited Necker Island in 1979 for US$180,000.

The 74-acre British Virgin Islands property, now valued at approximately US$100 million, illustrates how island ownership can serve personal and commercial purposes. 

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Photo 1 of 2 Necker Island main beach, British Virgin Islands (Photo: Instagram/@virginlimitededition)
Photo 2 of 2 The Beach Pavilion, Necker Island, British Virgin Islands (Photo: Instagram/@virginlimitededition)
Necker Island main beach, British Virgin Islands (Photo: Instagram/@virginlimitededition)
The Beach Pavilion, Necker Island, British Virgin Islands (Photo: Instagram/@virginlimitededition)

While technically private, Necker functions as a high-end hospitality venue commanding rates up to US$65,000 daily.

Caribbean climate vulnerabilities have twice forced Branson to reconstruct substantially—first after a 2011 lightning-induced fire destroyed the primary residence, and again following Hurricane Irma’s devastation in 2017.

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3. Marc Benioff: Hawaii

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Marc Benioff, Salesforce CEO (Photo: WikiCommons/DHSgov)
Above Marc Benioff, Salesforce CEO (Photo: WikiCommons/DHSgov)
Marc Benioff, Salesforce CEO (Photo: WikiCommons/DHSgov)

Salesforce CEO Marc Benioff’s approach to Hawaiian property ownership—including a small island confirmed through public records—diverges markedly from the high-visibility acquisitions of his contemporaries.

Benioff has embedded his island holdings within broader regional commitments, including substantial philanthropic initiatives throughout Hawaii, particularly on the Big Island.

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Waimea Valley, Hawaii (Photo: iStock)
Above Waimea Valley, Hawaii (Photo: iStock)
Waimea Valley, Hawaii (Photo: iStock)

His integration of property ownership with community engagement suggests an alternative to the self-contained dominion model.

Notably, Benioff has largely avoided publicising his island property, contrasting with the attention surrounding other executives’ territorial acquisitions.

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4. Paul Allen: Allan Island, Washington

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Paul Gardner Allen, co-founder of Microsoft (Photo: WikiCommons/Miles Harris)
Above Paul Gardner Allen, co-founder of Microsoft (Photo: WikiCommons/Miles Harris)
Paul Gardner Allen, co-founder of Microsoft (Photo: WikiCommons/Miles Harris)

The nominative coincidence of Allan Island predated its 1992 acquisition by Microsoft co-founder Paul Allen.

The 292-acre Washington State property defied the tech industry’s build-and-scale ethos; despite preliminary architectural plans, Allen never constructed a residence during his two decades of ownership.

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Allan Island (on left) from Fidalgo Island, Washington State, USA (Photo: WikiCommons/Walter Siegmund)
Above Allan Island (on left) from Fidalgo Island, Washington State, USA (Photo: WikiCommons/Walter Siegmund)
Allan Island (on left) from Fidalgo Island, Washington State, USA (Photo: WikiCommons/Walter Siegmund)

The island remained largely unaltered when Allen divested in 2013 for approximately US$8 million—less than a third of his initial asking price.

The property’s limited infrastructure—a 2,400-foot airstrip and modest dock without connection to mainland electrical systems—suggests both the practical challenges of island development and, perhaps, shifting priorities for one of technology’s most diversified investors.

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5. Craig McCaw: James Island, British Columbia

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Craig McCaw, founder of McCaw Cellular (now part of AT&T Mobility) and Clearwire Corporation (now part of T-Mobile via the Sprint acquisition)  (Photo: WikiCommons/Warren Mell)
Above Craig McCaw, founder of McCaw Cellular (now part of AT&T Mobility) and Clearwire Corporation (now part of T-Mobile via the Sprint acquisition) (Photo: WikiCommons/Warren Mell)
Craig McCaw, founder of McCaw Cellular (now part of AT&T Mobility) and Clearwire Corporation (now part of T-Mobile via the Sprint acquisition)  (Photo: WikiCommons/Warren Mell)

After selling McCaw Cellular to AT&T for US$11.5 billion, telecommunications entrepreneur Craig McCaw directed a portion of his proceeds toward James Island, acquiring the British Columbia property in 1994 for US$19 million.

The 780-acre Gulf Islands territory presents a case study in postindustrial conversion; its previous incarnation as a Canadian Industries Limited dynamite manufacturing facility yielded to leisure infrastructure, most notably a Jack Nicklaus-designed golf course.

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James Island lies in the Haro Strait between Sidney Island and the coast of Vancouver Island in British Columbia, Canada (Photo: WikiCommons/Andrew Harvey)
Above James Island lies in the Haro Strait between Sidney Island and the coast of Vancouver Island in British Columbia, Canada (Photo: WikiCommons/Andrew Harvey)
James Island lies in the Haro Strait between Sidney Island and the coast of Vancouver Island in British Columbia, Canada (Photo: WikiCommons/Andrew Harvey)

McCaw’s island represents the telecommunication industry’s particular affinity for tangible assets—a pattern observed among several early mobile network pioneers who translated spectrum rights into territorial holdings.

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6. Ted Turner: St. Phillips Island, South Carolina

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Ted Turner, CNN founder (Photo: WikiCommons/LBJ Library)
Above Ted Turner, CNN founder (Photo: WikiCommons/LBJ Library)
Ted Turner, CNN founder (Photo: WikiCommons/LBJ Library)

CNN founder Ted Turner’s decades-long tenure as proprietor of St. Phillips Island concluded in 2017 with its US$4.9 million transfer to South Carolina state ownership.

The 4,680-acre barrier island exemplifies Turner’s environmental philosophy: throughout his ownership, development was consciously limited to a single solar-powered residence and minimal docking facilities—a deliberate restraint unusual among media magnates. 

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The Turner House at St. Phillips Island (Photo: Instagram/@scstateparks)
Above The Turner House at St. Phillips Island (Photo: Instagram/@scstateparks)
The Turner House at St. Phillips Island (Photo: Instagram/@scstateparks)

The property’s subsequent incorporation into Hunting Island State Park, with strictly regulated public access, represents a distinctive endpoint in the private island trajectory: the return to the public domain.

Turner’s divestiture at a price below market expectations suggests motivations beyond capital appreciation, aligning with his documented conservation priorities.

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Jennifer Choo
Regional Managing Editor of Tatler Homes, Tatler Malaysia
Tatler Asia

Jennifer Choo is Regional Managing Editor of Tatler Homes, covering architecture, interior design, and art across Asia. Based in Malaysia, she oversees regional content on luxury residential design and contemporary art collections. Legally trained but choosing to pursue her passion for design, she previously led notable design publications and worked as an interior stylist and art consultant for property developers, design firms, and private clients.