Lola.com
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.
- Company typePrivate
- Founded2025
- HeadquartersBoston, United States
- Headcount51–100
- GTM typeB2C
- OfferingSoftware
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.
Lola.com firmographics
Firmographics- 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
Lola.com industry classification
Industry- 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
Where Lola.com is headquartered
LocationHeadquarters
- HQ city
- Boston
- HQ country
- United States
- HQ region
- North America
Offices3 records
Markets served
Lola.com business model
Business model- GTM type
- B2C
- Offering type
- Software
- Cost components
- Technology or R&D, Personnel, Marketing or Sales, Infrastructure, Operations
Revenue model
- 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.
- 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.
- 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
| Model | Billing | Price |
|---|---|---|
| Freemium | Others | Free tier with real-time inventory, verified prices, and personalized recommendations |
| Subscription | Monthly | Paid tier with Genius-level hotel discounts, Uber credits, and Clear airport access |
| Subscription | Annual | Premium VIP tier with full concierge service and priority access |
Go-to-market motion2 records
Distribution channels3 records
Marketing channels3 records
Lola.com product offering
Product offeringCore 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
Companies that use Lola.com
Customer profileSegments2 records
Ideal customer profiles2 records
Lola.com technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Integration16 records
AI capability7 records
Feature5 records
Lola.com partnerships and signals
Strategic signalPartnerships
16 partnerships are on record, tiered core and supporting.
- Booking.comcoreLola connects with Booking.com to pull real-time pricing and provide premium VIP loyalty perks to members through direct platform integration.
- PricelinecoreLola integrates with Priceline to access real-time travel inventory and pricing for flight, hotel, and rental car bookings.
- AgodacoreLola connects with Agoda to provide members with access to Agoda's hotel inventory and pricing through the conversational interface.
- KAYAKcoreLola integrates with KAYAK's travel search capabilities to pull real-time pricing and provide comprehensive travel options to members.
- OpenTablecoreLola 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.
- UbercoreLola provides Uber credits to Insider Plus and Pro members and integrates for airport transfer bookings. Insider Pro includes Uber Black for airport transfers.
- ClearcoreLola offers Clear airport security benefits to Insider Plus and Pro members for faster airport screening. Insider Pro includes Clear Plus Concierge to the gate.
- SeatGeeksupportingLola integrates with SeatGeek for event and ticket bookings including concerts and sporting events.
- GetYourGuidesupportingLola connects with GetYourGuide for tours, attractions, and activities booking capabilities.
- ViatorsupportingLola integrates with Viator for additional tours, activities, and experiences booking options.
- HertzsupportingLola connects with Hertz for car rental booking capabilities integrated into travel planning.
- Expedia GroupsupportingLola connects with Expedia Group as a third-party service provider for travel bookings including hotels, flights, and rental cars.
- Rentalcars.comsupportingLola connects with Rentalcars.com (Booking Holdings sister brand) for car rental booking capabilities.
- FareHarborsupportingLola integrates with FareHarbor for tours, activities, and attraction bookings.
- Paul English (Kayak Co-founder)corePaul 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)coreSteve 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
Lola.com competitors and assessment
Company assessmentDirect 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
Lola.com social profiles
Digital presenceLola.com compliance and trust
Trust signalCompliance2 records
Lola.com financial estimates
Financial estimateRevenue estimate
Valuation estimate
Lola.com leadership team
Management profileNumber of profiles
Profiles5 records
Lola.com funding detail
Funding detailFunding overview
Funding rounds4 records
Investors6 records
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Lola.com M&A and investment
M&A and investmentM&A2 records
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about Lola.com
What does Lola.com do?
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.
Is Lola.com a public or private company?
Lola.com is a private company. It is classified as corporate owned and is currently operating.
When was Lola.com founded?
Lola.com was founded in 2025. It employs 51 to 100 people.
Where is Lola.com based?
Lola.com is headquartered in Boston, United States, in the North America region.
How does Lola.com make money?
Three revenue lines are on record. Subscription Memberships are the primary driver. The others are transaction Fees from Bookings and freemium Model.
Who are Lola.com's main competitors?
Direct peers on record are KAYAK, Booking.com, Priceline and Hopper. Broad incumbents are Expedia, Trip.com Group and Google Travel. Emerging players are Mindtrip, Layla and GuideGeek.
Does Lola.com have an API?
No public API is recorded for Lola.com.
What industry is Lola.com in?
Lola.com's product category is AI Travel Planning Software. Its primary akta.pro industry code is THALAFAB, Hotel & Accommodation Booking Platforms, with a secondary code of THALAMAA, Online Booking & Reservation Platforms (B2B/B2C). Its NAICS code is 561510.