Well Booked

For one self-managed Hawaiʻi vacation rental

Know what your rental keeps.

Bring rental income, expenses and Hawaiʻi lodging taxes into one place. Review what belongs to the rental, keep the receipts behind it, and see what remains after recorded costs.

Early access · Setup and transaction review still take work today.

An example Well Booked dashboard with sample numbers: revenue, stay result before other property costs, estimated tax, a monthly chart and a short list of things that need attention.

why we built it

The payout is only part of the picture.

The booking paid out. Then came the mortgage, supplies, repairs and lodging taxes. Some purchases shared a receipt with your own groceries.

Well Booked brings those records together so you can work through the questions behind the numbers: what was for the rental, what it cost, and what's still missing.

See the costs. Keep the evidence.

E komo mai!

Coffee's in the left cupboard, beach towels are in the lanai bin, and the sunset is best from the bluff. We're a text away.

— your hosts

The coffee's there because Well Booked said it was time to reorder.

the work to get clear

From scattered records to a clearer picture

the questions

  • What did the rental earn after costs?
  • Which part of this receipt was personal?
  • Is this a purchase, a refund or a transfer?
  • What lodging tax still needs paying?
  • What evidence will my CPA need?

what you can review

  • Income and recorded rental costs together
  • Itemized receipts with personal and rental splits
  • Charges alongside their purchase records
  • Tax periods alongside recorded payments
  • Exports with receipts and open questions

how it works

Bring it in. Review it. Understand it.

  1. Bring the records together

    Connect bank and card accounts through Plaid. Connect Lodgify or import an Airbnb earnings report, and upload or import your receipts.

  2. Work through the exceptions

    Check categories, split personal and rental purchases, and review receipt matches. Save rules for repeat bills. Missing evidence and ambiguous charges still need your attention.

  3. Read the numbers and share the records

    Review income, recorded costs and tax periods. Export the year's records and receipts for your CPA, along with the items that still need resolving.

The goal is less detective work. Today, you still make the calls.

built around the rental's money

The records behind the result

Start with income, purchases and taxes. Supplies and turnover tools are there when you need them, alongside the financial records.

Purchases and receipts

What was for the rental?

  • Review purchase categories, accounting treatment and receipt evidence
  • Split imported store receipts line by line: rental, personal or shared
  • Bills you share with your home split at their usual share
  • Export recorded purchases, available receipts and the audit trail

Income and taxes

Every stay, and what's owed.

  • Lodgify connections and Airbnb report imports, with fees, cleaning and payouts
  • Hawaiʻi GET, state TAT and county TAT calculations for review
  • Each filing period's due date, what guests were charged next to what's owed, and your payments
  • Stay results after recorded fees, cleaning and tax

Supplies and turnovers

Know before the coffee runs out.

  • In use and spare, on hand and on order, for linens, coffee and paper goods
  • Shopping lists and reorder dates based on recorded stock and usage
  • A turnover checklist on your phone, step by step and timed, with what to bring and what to buy
  • A product catalog to help organize repeat purchases

Financial picture

What does the rental contribute?

  • Cash flow, cap rate, debt coverage and break-even occupancy, from the rental's own money
  • A typical year with what-ifs for rates, occupancy, cleaning and a manager
  • Revenue by month, occupancy against your plan, and how close you are to earning back what you put in
  • Keep-or-sell scenarios using the assumptions you enter

our story

Made on Kauaʻi, by a host

Well Booked started as the spreadsheet behind one vacation rental on Kauaʻi's North Shore: a tab for the CPA, one for the mortgage, one for every payout and one for every roll of paper towels.

It is still being built around the real work of running that rental. Getting records reconciled takes more effort than it should. Early access is a chance to improve that with other owners facing the same problem, starting with one Hawaiʻi rental at a time.

  • Hawaiʻi first

    GET and TAT calculations, filing periods and due dates. You review, file and pay separately.

  • Works alongside your booking tools

    Keep listing, pricing and messaging where you do. Bring the financial records into Well Booked.

  • Your bank sign-in stays with your bank

    Connections go through Plaid; Well Booked never sees your password.

good questions

Questions hosts ask

Who is it for?

An owner doing the books for one vacation rental in Hawaiʻi, especially when personal and rental purchases share a bank account or a store receipt. That's the starting point we're building around.

Will it reconcile everything for me?

No. Connected bank feeds bring in charges, and saved rules can handle repeat bills. You still review categories, personal versus rental splits, receipt matches and exceptions. Setup and reconciliation take work today. Reducing that work is our priority during early access.

How do receipts get in?

You can upload receipts, import Costco and Amazon orders using a browser bookmark, or import Home Depot purchase history from its Details and Summary CSV exports. Importing an order is a step you take; it isn't an automatic search of your email. Review the items and which are for the rental before recording them.

Does it file or pay my taxes?

No. Well Booked helps track Hawaiʻi GET and TAT by stay and filing period, alongside recorded payments. You review the records, file and pay separately. A calculated amount to reserve doesn't move money into savings.

Can my CPA use the records?

You can export income, categorized purchases and receipt evidence for your CPA, with open items to review. The package is only as complete as the records you've entered and checked. Your CPA decides the final accounting and tax treatment.

What about Airbnb, Vrbo and Lodgify?

Keep your booking tools. Well Booked doesn't list your property, set prices or message guests. Stays can come from a Lodgify connection or an Airbnb earnings-report import. There isn't a direct Vrbo connection today.

Does it work outside Hawaiʻi or for several properties?

The bookkeeping tools may be useful elsewhere, but the focus today is one Hawaiʻi vacation rental. Other states' lodging taxes and views across a portfolio aren't built yet.

Is my bank information safe?

Bank and card connections go through Plaid, so Well Booked never sees your bank password. It reads transactions and balances. Connection keys are stored encrypted, and you can disconnect an account at any time.

What does it cost?

Pricing isn't set. Well Booked is a working app built for one owner's rental and is now in invite-only early access. Nothing is charged, and we'll discuss pricing before that changes.

e komo mai

Let's talk story.

Run one vacation rental in Hawaiʻi? Tell us how you keep the books and where you get stuck. We read every request and reply personally.

Request early access

mahalo for reading this far