Lola.com

What Lola.com does

Lola.com is an AI-powered travel companion platform that operates as a wholly-owned subsidiary of Booking Holdings Inc. Originally founded in 2015 as a corporate travel management company, Lola.com was acquired by Booking Holdings in 2025 and has since been repositioned around a conversational AI travel product. The platform uses an agentic AI architecture with a natural-language chat interface that plans, books, and manages travel across hotels, flights, restaurants, rides, activities, and events. Its core technical differentiator is direct integration with Booking Holdings' portfolio of sister brands (Booking.com, Priceline, Agoda, KAYAK, OpenTable, Rentalcars.com, FareHarbor) for real-time inventory, verified pricing, and live booking within the conversation, supplemented by a two-step privacy-first email/calendar parsing system that extracts structured itinerary data from Gmail and Google Calendar. A Dual-Layer Traveler Profile combines user-supplied data (frequent flyer numbers, passport, preferences) with an AI-generated preference layer that improves recommendations over time, while human-in-the-loop controls require explicit user approval before any booking or charge. Revenue is generated through a tiered subscription membership model (Lola Insider free, Insider Plus monthly, Insider Pro annual) plus transaction fees/commissions on bookings routed through Booking Holdings sister brands and third-party providers (Uber, Clear, SeatGeek, GetYourGuide, Viator, Hertz, Expedia Group). The product is currently distributed via direct-to-consumer digital channels (lola.com website, mobile apps) in a limited invite-only phase, targeting individual travelers as the primary segment with a secondary business/corporate traveler segment.

Name

Lola.com

Legal name

Lola Agent LLC

Website

https://lola.com

Company type

Private

Founded year

2025

Operating status

Operating

Headcount range

51–100 employees

Short description

Lola.com is a Booking Holdings subsidiary offering an AI-powered conversational travel companion that plans and books trips across hotels, flights, restaurants, rides, and activities via direct integration with Booking Holdings' brand portfolio, monetized through tiered subscription memberships.

Ownership category

akta.pro rank

Product category

AI Travel Planning Software

NAICS

Travel Agencies (561510)

akta.pro primary industry

Hotel & Accommodation Booking Platforms (THALAFAB)

akta.pro secondary industry

Online Booking & Reservation Platforms (B2B/B2C) (THALAMAA)

Keywords

• Conversational AI travel
• AI travel booking
• Travel membership platform
• AI travel assistant
• Subscription travel service

Headquarters

HQ city

Boston

HQ country

United States

HQ region

North America

Offices3 records

Markets served

GTM type

B2C

Offering type

Software

Cost components

Technology or R&D, Personnel, Marketing or Sales, Infrastructure, Operations

Revenue model

1. Subscription Memberships: Lola charges membership fees on a monthly or annual basis for full access to the service. Three tiers exist: Lola Insider (free), Insider Plus (paid with discounts/credits), and Insider Pro (VIP premium tier with human agent support). The subscription model provides recurring revenue from members seeking enhanced travel perks and access.
2. Transaction Fees from Bookings: Lola facilitates bookings across hotels, flights, restaurants, rides, and activities through integration with Booking Holdings sister brands and third-party service providers. Revenue is generated through transaction fees or commissions on bookings made through the platform.
3. Freemium Model: Lola offers a free tier (Lola Insider) that provides real-time inventory, verified prices, and personalized recommendations. This free tier attracts users and drives conversion to paid Insider Plus and Insider Pro tiers with premium benefits.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels3 records

Core offering

Lola is an AI-powered conversational travel companion that lets members plan and book hotels, flights, restaurants, rides, and activities through plain-English chat. The platform combines a dual-layer traveler profile, Gmail and Google Calendar parsing, and direct real-time integrations with Booking Holdings sister brands (Booking.com, Priceline, Agoda, KAYAK, OpenTable, FareHarbor, Rentalcars.com) to deliver personalized, live bookable travel options within the conversation. It is sold as a tiered subscription membership — Lola Insider (free), Insider Plus, and Insider Pro — with transaction fees on completed bookings.

Product overview

Lola.com is an AI-powered travel companion platform offering a single conversational interface for trip planning and booking across multiple categories (hotels, flights, restaurants, rides, activities). The platform operates on a tiered subscription model with three membership levels: Lola Insider (free), providing real-time inventory and personalized AI recommendations; Insider Plus, adding Genius-level hotel discounts (15-20%), Uber credits, and Clear airport benefits; and Insider Pro, offering VIP curb-to-room service including Uber Black transfers, Clear Plus gate concierge, priority dining at 65,000 restaurants, and human travel agent access. All tiers leverage Lola's direct integration with Booking Holdings sister brands (Booking.com, Priceline, Agoda, KAYAK, OpenTable, FareHarbor) for real-time pricing and live booking capabilities. The product is currently in limited invite-only phase.

Differentiator

Problem solved

Functional benefit

Brands

• Lola Insider: Free tier providing real-time inventory, verified prices, and personalized recommendations
• Insider Plus
• Insider Pro

Products and services

• Lola AI Travel Companion AI-powered conversational travel companion that plans, recommends, and books hotels, flights, restaurants, rides, and activities through plain-English chat, with real-time pricing and live booking via Booking Holdings sister brands and Gmail/Calendar itinerary parsing. Targeted at individual consumer travelers.
• Lola Insider Plus Paid monthly membership tier offering Genius-level hotel discounts of 15-20%, Uber credits, and Clear airport security fast-track access, applied automatically without codes. Targeted at consumer travelers seeking tangible travel perks.
• Lola Insider Pro Premium annual VIP membership offering curb-to-room service including priority dining at 65,000 restaurants via OpenTable, Uber Black airport transfers, Clear Plus Concierge to the gate, and access to a human travel agent on call. Targeted at high-value consumer travelers.

Quantifiable outcome

• 15-20% Genius-level hotel discounts for Insider Plus and Pro members
• +2 more outcomes

Segments2 records

Ideal customer profiles2 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration16 records

AI capability7 records

Feature5 records

Partnerships

16 partnerships are on record, tiered core and supporting.

• Booking.comcoreTechnology or IntegrationLola connects with Booking.com to pull real-time pricing and provide premium VIP loyalty perks to members through direct platform integration.
• PricelinecoreTechnology or IntegrationLola integrates with Priceline to access real-time travel inventory and pricing for flight, hotel, and rental car bookings.
• AgodacoreTechnology or IntegrationLola connects with Agoda to provide members with access to Agoda's hotel inventory and pricing through the conversational interface.
• KAYAKcoreTechnology or IntegrationLola integrates with KAYAK's travel search capabilities to pull real-time pricing and provide comprehensive travel options to members.
• OpenTablecoreTechnology or IntegrationLola connects with OpenTable for restaurant reservation capabilities, enabling members to book dining through the conversational interface with VIP access to 65,000+ restaurants on Insider Pro tier.
• UbercoreTechnology or IntegrationLola provides Uber credits to Insider Plus and Pro members and integrates for airport transfer bookings. Insider Pro includes Uber Black for airport transfers.
• ClearcoreTechnology or IntegrationLola offers Clear airport security benefits to Insider Plus and Pro members for faster airport screening. Insider Pro includes Clear Plus Concierge to the gate.
• SeatGeeksupportingTechnology or IntegrationLola integrates with SeatGeek for event and ticket bookings including concerts and sporting events.
• GetYourGuidesupportingTechnology or IntegrationLola connects with GetYourGuide for tours, attractions, and activities booking capabilities.
• ViatorsupportingTechnology or IntegrationLola integrates with Viator for additional tours, activities, and experiences booking options.
• HertzsupportingTechnology or IntegrationLola connects with Hertz for car rental booking capabilities integrated into travel planning.
• Expedia GroupsupportingTechnology or IntegrationLola connects with Expedia Group as a third-party service provider for travel bookings including hotels, flights, and rental cars.
• Rentalcars.comsupportingTechnology or IntegrationLola connects with Rentalcars.com (Booking Holdings sister brand) for car rental booking capabilities.
• FareHarborsupportingTechnology or IntegrationLola integrates with FareHarbor for tours, activities, and attraction bookings.
• Paul English (Kayak Co-founder)coreStrategic or Co-development PartnerPaul English, co-founder of KAYAK, is collaborating with Steve Hafner on the new Lola AI startup for Booking Holdings. English sold the Lola.com and Lola.ai URLs to Booking Holdings in early April. English is the original creator/owner of the Lola brand and technology.
• Steve Hafner (Kayak Co-founder)coreStrategic or Co-development PartnerSteve Hafner, co-founder of KAYAK, is collaborating with Paul English on the new Lola AI startup for Booking Holdings. Hafner is leading the initiative at Booking Holdings.

Scale indicators3 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• KAYAK: Metasearch and OTA sister brand within Booking Holdings; directly comparable as a travel search and booking platform serving the same individual-traveler base, though KAYAK's model is search-first rather than conversational.
• Booking.com: Booking Holdings' flagship OTA and Lola's primary inventory source; serves the same individual traveler segment with overlapping hotel, flight, and activity booking capabilities, though via traditional search rather than a chat interface.
• Priceline: Booking Holdings sister brand offering flights, hotels, and rental cars; directly comparable to Lola's booking scope across similar consumer travel categories, though Priceline emphasizes express-deal discounts rather than conversational AI.
• Hopper: AI-first mobile travel booking app using predictive pricing and a conversational-style interface for flights, hotels, and cars; one of the closest direct competitors to Lola's agentic consumer travel positioning.

Broad incumbents

• Expedia: Largest US-listed OTA conglomerate offering flights, hotels, packages, and activities with its own AI trip planning features; broad incumbent with overlapping capabilities though not chat-native like Lola.
• Trip.com Group: Global OTA conglomerate operating Ctrip, Trip.com, and Skyscanner with the AI assistant TripGenie; comparable as a broad incumbent actively pushing conversational AI into travel booking.
• Google Travel: Google's integrated travel search, hotel, and flight products (including Gemini-powered trip planning); represents the biggest competitive threat as a free, default-travel-planning entry point inside Google's ecosystem.

Emerging players

• Mindtrip: AI-powered trip planning platform that builds itineraries through a conversational interface; directly comparable to Lola's planning and conversational UX, though narrower in live booking scope.
• Layla: Conversational AI travel planner focused on personalized itinerary generation; comparable to Lola's AI-first planning layer though Layla emphasizes inspiration over live booking.
• GuideGeek: AI travel assistant delivered via messaging platforms (WhatsApp, Instagram); comparable in conversational AI travel UX and consumer targeting, with similar freemium-style positioning.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat4 records

Key risks6 records

Key highlights6 records

Customer concentration

• Xx.com/lolatravel

Compliance2 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles5 records

Funding overview

Funding rounds4 records

Investors6 records

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A2 records

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Lola.com