Hili Billing vs SquareKeeper Property

Hili Billing keeps estimates, owner approvals, vendor invoices, and payment approval together on a maintenance work order. Vendors post estimates and invoices, while property teams review them against the work performed. Owners can approve or decline through a private link without an account or login. The system records who posted or changed billing information and who approved it, preserving a history that cannot be overwritten. Human review remains required: the Assistant may flag mismatches but does not approve or pay bills by default. Starter is free for light use and includes the full product, with no integrations listed. Pro costs $29 a month and adds property-management and field-service integrations plus Zapier automations. Business costs $399 a month and includes integrations, assisted onboarding, and priority support. Enterprise uses custom pricing, onboarding, and terms. Hili says the web product is invitation-only during private beta, with no free trial.

SquareKeeper Property combines parking, maintenance, staff, security, and tenant and vendor portals for commercial property management. Its modules connect operational work: a tenant maintenance request can become a work order carrying its address, photos, and priority. Maintenance Manager tracks costs, subtasks, work history, and before, progress, and after photos. Operations Manager provides a ranked property exception view, project and compliance tracking, tenant files, and a scheduled daily wrap. Employee Manager can use a worksite radius and phone GPS to check clock punches when enabled. Vendors can upload insurance certificates, W-9s, and licenses, submit quotes and invoices, and check in through a browser portal. Parking Manager scans plates, issues notices with photo evidence, and supports offline patrols using a cached vehicle registry. The Office Assistant reads live records and the manual, cites checked records, and asks for confirmation before creating work. There is no free plan; a 30-day trial is offered. Paid monthly plans start at $49 a month.