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Guest-journey software comparison · 2026

Guestivo vs Oaky

Upsell-specialist platform with strong pre-arrival and in-stay offer flows, deep PMS integrations, and a category-leading position in revenue uplift from add-ons. Sits as the upsell layer on top of the PMS.

Oaky is best for

Independent hotels and groups (40 to 300 rooms) where ancillary revenue from upgrades, late checkouts, F&B add-ons, and partner products is a meaningful line item. Oaky is purpose-built for that lane and delivers measurable per-room ADR lift in case studies.

Oaky is weaker at

Properties whose primary need is messaging or AI concierge, where Oaky is intentionally narrow, and operations under 30 rooms where the upsell-volume math does not justify a dedicated tool.

Pricing position

Oaky

  • Custom Quote-based
    priced by property size, RevPAR, and selected modules source

Oaky does not publish per-tier pricing publicly; the company quotes by property size, RevPAR, and module mix (Oaky pricing inquiry). Public reviews on Hotel Tech Report and Capterra place the entry tier in the mid-three-figures-monthly range for mid-sized properties.

Guestivo

Guestivo includes menu/cart cross-sell prompts inside a broader guest-journey layer with in-app live chat, AI concierge, room service ordering, service requests, and guest-portal content. That is narrower than Oaky's timed offer and campaign tooling, so buyers should compare the exact workflow rather than treating both as equivalent upsell engines. Pricing on the Guestivo site.

Feature comparison

Capability Oaky Guestivo
Upsell engine

Oaky's flagship; Guestivo documents menu/cart cross-sell prompts, not a comparable offer-management engine

Native Partial
Pre-arrival upsell offers (room upgrade, late checkout)

Guestivo documents menu/cart cross-sell suggestions, not timed pre-arrival upgrade or late-checkout campaigns

Native No
In-stay add-on offers

Guestivo supports menu/cart suggestions and guest-request products, but not Oaky-style targeted offer automation

Native Partial
Partner / third-party offers (transfers, activities)

Guestivo supports hotel-configured transfers and activities; no third-party offer marketplace or partner settlement workflow is documented

Native No
Automated pre-arrival messaging

Guestivo sends a transactional online-check-in invitation by email, manually or from the hourly arrival scheduler; no general campaign builder is verified

Partial Partial
Online check-in

Guestivo supports tokenized online/pre-checkin for Apaleo-connected or manually created reservations; verify payment authorization, two-way PMS write-back, and mobile-key scope separately

No Partial
AI concierge No Native
Post-stay review collection

Guestivo is not a dedicated review-collection platform; use a reputation tool when this workflow is primary

Partial No
PMS integrations integration catalog; verify exact PMS Apaleo only (reservations in; folio operations out; no reservation write-back)

Run the numbers on your property

The interactive tool below lets you set your own RevPAR uplift assumption. Use it to sanity-check whether the spend swap makes sense for your room count and ADR.

Interactive · You control the assumptions

Hotel software ROI calculator

Plug in your property numbers and the uplift you think a better-integrated stack would deliver. The output is your scenario, not our claim.

Your scenario

Current annual room revenue

Annual lift at your assumption

Per-room per-month equivalent

This is your assumption, not our claim. We do not promise a specific uplift; we let you set one.

How the numbers connect

  • Annual room revenue = rooms × 365 × occupancy × ADR.
  • Annual lift = annual room revenue × your assumed uplift %.
  • Per-room per-month equivalent = annual lift ÷ rooms ÷ 12.

Background reading on hotel-technology ROI ranges. Use that as context for choosing your own assumed uplift; do not assume any specific number. Hotel Tech Report.

Switching from Oaky to Guestivo

  • Export every Oaky offer, segment, timing rule, price, partner item, PMS mapping, and result before changing tools. Guestivo documentation does not promise an Oaky importer or equivalent pre-arrival targeting.
  • Properties with measurable Oaky-attributable revenue should run a four-week parallel test before fully decommissioning Oaky to confirm Guestivo conversion does not regress.
  • If upsell is the only operational pain and the rest of the guest-journey workflow is fine, the honest recommendation is to keep Oaky and not migrate; Guestivo wins when upsell is one of several jobs the platform should do.

See Guestivo in your own setup

The fastest way to know whether Guestivo fits your property is a 15 minute walkthrough on real reservation data, not a feature list. We pre-load the workflows you would actually run in the first month.

Talk to the Guestivo team

Disclosure: this site is operated by Maciej Dudziak, founder of Guestivo. Comparison content lists alternatives in good faith; the recommendation is yours to make.

Frequently asked questions

When does Oaky stay the right choice over Guestivo?

When ancillary revenue is the property's top operational priority and the depth of Oaky's upsell tooling (offer-flow logic, partner network, A/B testing of offers) is itself the value. Oaky's focus is genuinely sharper than what any bundled guest-journey platform delivers on the upsell axis alone.

How does the pricing compare?

Oaky is quote-based by hotel size, upsell potential, technology, and selected products. Guestivo uses per-room Start/Pro billing. Compare written totals and expected revenue separately: Guestivo's documented menu/cart cross-sell suggestions are not feature-parity with Oaky's pre-stay, front-desk, and in-stay suite.

Does Guestivo replace Oaky entirely?

Only when the required upsell scope is limited to Guestivo's documented menu/cart suggestions and hotel-configured services. Oaky remains materially deeper for pre-arrival targeting, room upgrades, front-desk prompts, segmentation, partner offers, and revenue reporting.

How long does cutover take?

There is no verified standard Guestivo migration duration. Catalogue size, targeting rules, PMS mappings, partner offers, payment paths, and measurement determine the work; use a controlled pilot and preserve an Oaky revenue baseline.

What do I lose by not having Oaky?

Oaky adds pre-arrival room-upgrade campaigns, front-desk prompts, in-stay offers, segmentation, PMS-aware availability, reporting, and partner depth. Guestivo documents menu/cart cross-sell suggestions and configurable guest services, not that full upsell stack.

How this compares to other alternatives

Guestivo and Oaky sit in a wider field. If neither feels right, these are the next obvious places to look.