
Island Sky Investments
Suite 250 Austin, TX 2–10 employees 1 principals
Last updated by Zailyn
About Island Sky Investments
Island Sky Investments is a real estate operator headquartered in Suite 250 Austin, TX.
Island Sky Investments, founded by Jason Caraway—who has over 20 years in real estate and finance—operates out of Austin, TX, with a development footprint across the U.S. Virgin Islands and the Texas Gulf Coast. The firm targets luxury resort‑style developments, with a focus on fractional-ownership residence clubs, vacation homes, multi‑unit residential, and hospitality projects. Its flagship project, Island Sky Residence Club St. John in Cruz Bay, consists of 10 units—five one‑bedroom and five two‑bedroom residences—designed for up to 100 co‑owners, with construction initiated in early 2023 and expected completion in 2025.
Principals at Island Sky Investments
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