Kailua portfolios frequently hold both long-term residential tenancies and vacation rentals, and those are different regulatory and accounting animals sharing an owner.

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Hawaii rules that apply here
A long-term tenancy sits under the residential landlord-tenant code with its 14-day deposit clock and treble exposure. A transient accommodation does not work that way: revenue is per stay, transient accommodations and general excise taxes apply, and the sums held from guests are not tenant deposits in the statutory sense. Running both through one deposit liability account confuses money that is governed by a statute with money that is not.
The tax treatment is the sharper divergence. Transient accommodation taxes are collected on behalf of the taxing authority and are a liability, not revenue, and they are filed on their own cadence. Posting gross booking income to revenue and backing the tax out later overstates income every period and leaves the liability unreconciled.
Where a property switches between uses, and in this market many do, the change is a dated event with consequences on both sides: the deposit regime that applies, the taxes that attach, and the depreciation character of the asset. We record the switch rather than letting the ledger drift from one model to the other.
Hawaii 521-44 requires the deposit, or a written itemised list of damages and charges, within 14 DAYS of the tenant surrendering the property. Missing it forfeits the right to retain ANY portion, and a tenant may recover up to THREE TIMES the amount wrongfully withheld plus costs. Fourteen days does not allow for obtaining contractor quotes, so any charge has to rest on a pre-established basis rather than a bid nobody can get in time.
The security deposit is capped at one month's rent, and a SEPARATE additional deposit of up to one month's rent is permitted for a tenant keeping a pet. Two distinct amounts with distinct purposes: combining them into a single figure removes the ability to show each sat within its own limit and to apply each to its proper purpose at move-out.
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They should not. A long-term deposit is governed by the residential code with its 14-day clock and treble exposure; guest funds on a transient stay are not tenant deposits in that sense, and mixing them confuses statutory money with non-statutory money.
As a liability collected for the taxing authority, filed on its own cadence, never netted into revenue. Posting gross bookings to income and backing tax out later overstates income every period.
We record it as a dated event, because the deposit regime, the taxes that attach and the depreciation character all change at that point.
Other Hawaii markets, the platforms we work in, and the functions available on their own.
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