STAYSkift · 1h ago
Kayak Co-Founders Launch Lola — Booking Holdings’ New AI Assistant: Exclusive

Executive Brief
The 30-second read
Booking Holdings has launched Lola, an AI-driven travel assistant developed by the co-founders of Kayak. The platform integrates a membership model with human concierge support to unify fragmented booking experiences into a single interface.
- 01Lola utilizes a specialized AI assistant built from the ground up for travel management
- 02The service combines automated technology with professional human concierge oversight
- 03A subscription-based membership model replaces traditional transaction-heavy booking structures
- 04The initiative aims to consolidate disparate travel apps into one unified trip management solution
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Booking Holdings has spent years trying to stitch a trip together across separate apps. Lola wagers one assistant built from scratch, with a membership model and human concierge service, can finally hold it together.