Industry Brief

Booking Holdings-backed Lola unveils membership model for AI travel and experiences assistant

Kayak founders Steve Hafner and Paul English share new details on Lola, the new AI assistant they are building with paid memberships, booking capabilities and ad-free recommendations., CredSpark is a powerful, interactive content platform t

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STR Tech Report Research Desk
Sep 29th, 2026
2 min read

Source

PhocusWire

What It Says

Kayak co-founders Steve Hafner and Paul English have introduced a new membership-based model for Lola, an AI-powered travel and experiences assistant backed by Booking Holdings. The platform is designed to assist users with travel planning, dining, and local events.

Lola will feature a three-tiered pricing structure:

  • A free basic tier.
  • A "Plus" membership at $5 per month.
  • A "VIP" membership at $25 per month.

Paid tiers will grant users access to exclusive travel perks, preferred hotel rates, and dining reservations. Crucially, Lola will reject advertising and paid placements to maintain unbiased recommendations.

Why It Matters

The launch of Lola represents a shift toward ad-free, subscription-based AI curation in the travel sector. By removing sponsored listings, the platform aims to build deeper consumer trust than traditional online travel agencies (OTAs). Because Booking Holdings is backing the venture, Lola's development could signal how major distribution channels plan to integrate hyper-personalized, conversational search into the broader lodging and experiences ecosystem.

Useful Signals

  • Subscription over Ads: Lola's business model relies entirely on user subscriptions rather than merchant advertising, prioritizing unbiased recommendations.
  • High-Profile Backing: The project is supported by Booking Holdings and led by the co-founders of Kayak, ensuring strong industry connections and resources.
  • Cross-Vertical Utility: The assistant connects travel, dining, and local events, positioning itself as a comprehensive digital concierge.

STR Tech Report Take

For short-term rental operators and technology vendors, Lola highlights the growing demand for unbiased, AI-driven concierge services. As travelers increasingly turn to conversational AI assistants that bypass traditional search ads, operators must focus on organic visibility, guest satisfaction, and direct-booking channels. Tech vendors should monitor Lola's API integrations, as platforms that successfully feed clean, real-time inventory and local experience data into these emerging AI assistants will hold a significant competitive advantage.

Original Source

PhocusWire: Booking Holdings-backed Lola unveils membership model for AI travel and experiences assistant

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