https://regulations.comparent.com/regulations/hawaii/kailua/ Recent short-term rental regulatory updates for Kailua, HI. Fri, 05 Jun 2026 22:16:30 GMT https://regulations.comparent.com/regulations/hawaii/kailua/ Honolulu's STR enforcement team expanded operations to the Windward Oahu coast including Kailua, conducting systematic audits of listing platforms and issuing citations to operators in residential zones not eligible for STR use. Tue, 01 Oct 2024 00:00:00 GMT hawaii-kailua-2024-10-01 https://regulations.comparent.com/regulations/hawaii/kailua/ Honolulu conducted a compliance sweep of registered Bed-and-Breakfast operations in Kailua, verifying that all active B&Bs have current registration, host-present operation, and comply with the two-room and two-guest-per-room limits. Sat, 01 Jun 2024 00:00:00 GMT hawaii-kailua-2024-06-01 https://regulations.comparent.com/regulations/hawaii/kailua/ Honolulu's Department of Planning and Permitting updated its STR eligibility map for windward Oahu districts including Kailua, providing clearer parcel-level data on resort and apartment zone designations. Thu, 01 Feb 2024 00:00:00 GMT hawaii-kailua-2024-02-01