Question 1

How does Halekeep pricing compare with Hostaway?

Accepted Answer

Halekeep starts at $59/month with a 7-day free trial and no charge today. Hostaway’s public pricing uses a listing-band calculator and describes tailored pricing based on the number of listings and the selected plan, rather than publishing one universal monthly price for every operator.

Question 2

Does Halekeep offer AI-assisted repricing like Hostaway?

Accepted Answer

Yes. Halekeep’s published pricing workflow reviews live comps, makes nightly recommendations, and keeps the operator floor protected. Hostaway’s public dynamic-pricing material describes automated rate recommendations based on market demand, seasonality, and other booking signals.

Question 3

What should I expect from AI guest messaging in each platform?

Accepted Answer

Halekeep drafts replies from conversation, reservation, and property context across Airbnb, Vrbo, Booking.com, and direct bookings, with human approval before sending. Hostaway’s public AI-tools material describes AI-assisted guest communication and tools for drafting or automating replies; review the linked page for the exact automation controls that fit your workflow.

Question 4

How do Halekeep and Hostaway approach turnovers and vendor dispatch?

Accepted Answer

Halekeep’s published turnover workflow dispatches a vetted cleaner after checkout, keeps the assignment attached, uses photo-backed inspection, and routes repair issues. Hostaway’s public task-management material documents assigning and tracking cleaning and maintenance tasks, but the reviewed public page does not establish an external vendor-dispatch network or the same photo-backed inspection workflow.

Question 5

Does Hostaway sync with QuickBooks or Xero?

Accepted Answer

Halekeep’s published accounting workflow supports QuickBooks and Xero reconciliation context. Hostaway’s public integrations material supports a QuickBooks Online connection; the reviewed Hostaway public sources do not establish native Xero sync, so confirm the current integration list before choosing it for a Xero-led close.

Question 6

Which platform fits an independent STR host or boutique manager?

Accepted Answer

Halekeep is positioned for independent hosts and boutique managers who want pricing, guest messaging, turnover dispatch, photo inspection, and accounting context connected around the reservation. Hostaway’s public materials describe a broader property-management platform with listing-band pricing, channel and operations tools, AI features, and accounting integrations, which can fit teams standardizing a wider PMS workflow.