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PERMITPADDLERHawaiʻi STR Compliance
Honolulu · Hawaiʻi

A compliance studio for the Hawaiʻi short-term rental.

Track every TVR, STRH, NUC, STVR permit and county tax in one calendar — across all four counties.

PermitPaddler codifies every county ordinance, GE Tax cycle, TAT, county TAT, smoke-detector deadline, and permit renewal into one calendar — for every property you own. Built in Hawaiʻi, by operators who file these returns themselves.

Begin a free trialBook a call
Or get the free 2026 Hawaiʻi tax calendar →
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01 — Philosophy

Hawaiʻi tax + permit compliance is not a deliverable. It is a slow accumulation of receipts — confirmation numbers, smoke-detector certs, posting checks, audit-log entries that a county inspector might or might not ever ask to see.

We built PermitPaddler the way we wished someone had built it for us: each county's actual ordinance codified into rules; each filing tracked from the day the property exists; reminders that fire before penalties accrue, not after. Laulima — many filings, one calendar.

02 — Coverage

Four counties. One ledger.

01Bill 9 · §19.65
Maui
TVR, STRH, B&B Home. Annual renewal. MCTAT 3% on top of state TAT 10.25% + 4.5% GE.
02Bill 41 · ROH §21-10.1
Oʻahu
NUC for legacy STRs. Resort-zone only otherwise. 30-day minimum. OTAT 3%.
03Bill 108 · HCC §25-4-6.2
Big Island
STVR registration. Grandfathered uses. HCTAT 3% + 4.25% GE (county surcharge 0.25%).
04Title 8 Ch. 11
Kauaʻi
TVR certificate. VDA vs non-VDA. KCTAT 3%. Posting in every listing, 24-hr contact.
03 — Free tools

Use it before you sign up. No card.

01 — Tool
2026 Tax & Permit Calendar
Every GE Tax, TAT, county-TAT, and permit-renewal anchor for 2026 — printable, by county. Sourced from current statute.
Download free
02 — Tool
Permit & compliance checker
Pick your county. See every permit type that applies, posting requirements, compliance items, and tax obligations. Instant.
Check a property
03 — Tool
Hawaiʻi STR tax calculator
Enter monthly gross receipts + county. Get the exact GET + TAT + county-TAT breakdown using current statutory rates.
Calculate tax
04 — Tool
Late-fee estimator
Missed a filing? Estimate HRS §231-39 penalty + interest exposure before the county does it for you.
Estimate penalty

Also free: every Hawaiʻi STR permit type, by county · iCal feeds per county · blog

04 — The build

Native code. AI-fluent. Yours to keep.

01
Compliance calendar
Every permit renewal, GET / TAT / county-TAT, smoke detector cert, insurance renewal — one timeline per property. iCal feed scoped per rental for cleaners + property managers.
02
AI document parser
Drop your TVR cert, GE Tax confirmation, or insurance COI. Claude reads it, classifies it, and pre-fills the matching record so you don't retype dates.
03
Penalty estimator + audit trail
Every overdue filing shows estimated HRS §231-39 exposure. Every mutation is logged for compliance defense. Export CSV for your CPA in one click.
05 — Pricing

Three plans. Founding rates locked for life.

Single
$79/month
1 property. Full county rule engine. Reminders + audit log.
Management
$199/month
Up to 50 properties. CSV import. Team invites. Co-branded client emails.
Enterprise
$499/month
Unlimited properties. White-label. API access. Priority support.

14-day free trial. No credit card. Full feature comparison →

06 — Begin

Stop losing weekends to filings.

Add your property. We'll seed 12 months of GE / TAT / county-TAT filings and your county's compliance checks automatically. 14-day trial. No card.

07 — Questions

Common questions.

Does it cover all 4 Hawaiʻi counties?+

Yes — Maui, Honolulu (Oʻahu), Hawaiʻi County (Big Island), and Kauaʻi. Each county's permit nomenclature (TVR, STRH, NUC, STVR, B&B Home, Resort-zone) and tax cadence (GET, TAT, MCTAT/OTAT/HCTAT/KCTAT) is in src/lib/county-rules.ts. When an ordinance changes, the rule engine updates and every filing schedule re-derives.

What's in the free trial?+

14 days. No credit card. Add one property and the full 12-month tax calendar + county compliance checks get seeded automatically. Send yourself a permit-renewal reminder. Try the AI document classifier. Cancel any time.

Can I import from a spreadsheet or Hostfully/Guesty export?+

Yes — CSV bulk import is included on Management ($199/mo, up to 50 properties) and Enterprise ($499/mo, unlimited). Required columns: nickname, address1, city, zip. The rest auto-detects from ZIP or maps from common Hostfully/Guesty column names.

How accurate is the AI document parser?+

Claude reads your TVR cert / GE Tax confirmation / insurance COI and extracts permit number, expiry, payment confirmation, etc. Always shown for your review before saving — every field is editable. If a parse is wrong, fixing it takes a click; the original document stays attached.

What happens if I cancel?+

CSV export is one click — properties, permits, tax filings, compliance log. Your data is portable. No lock-in. We don't keep your data after cancellation.

More answers in the Help & FAQ →