OTA Distribution Lead (Remote)

Company Overview

At Heavenly Vacations by Casago, we believe the best vacations begin with local expertise and genuine hospitality. Proudly serving the Hawaiian Islands, our team is passionate about creating exceptional experiences for both homeowners and guests through personalized service, trusted relationships, and an unwavering commitment to excellence.

Our culture is rooted in the spirit of aloha, where integrity, respect, stewardship, and service guide everything we do. We believe in treating every property as if it were our own, building lasting relationships through trust and transparency, and working together to create memorable experiences that keep guests returning year after year.

Backed by the resources of the trusted Casago network while maintaining our local ownership and personalized approach, Heavenly Vacations offers the opportunity to build a rewarding career with a team that is passionate about hospitality, community, and making a meaningful difference every day.

Position Summary

Heavenly Vacations by Casago is seeking a detail-oriented and tech-savvy OTA Distribution Lead to oversee the quality, accuracy, and optimization of our vacation rental listings across major online travel agencies, including Airbnb, Vrbo, Booking.com, Expedia, and other distribution channels.

In this role, you'll combine hands-on channel management with leadership of a small team of 1–2 OTA specialists. You'll ensure our properties are presented accurately and competitively across each platform, optimizing listing content, photography, amenities, and merchandising to improve visibility and booking performance.

You'll be the team's go-to resource for OTA best practices, listing quality, and channel-related issues while collaborating with internal teams to keep property information consistent across our distribution network.

If you understand what makes a vacation rental listing stand out, enjoy digging into the details, and know your way around major OTA platforms, this is an opportunity to take ownership of a highly visible part of our business.

Key Responsibilities

• Lead and support a small team of OTA Distribution Specialists, providing guidance, training, and quality oversight

• Create, maintain, and optimize vacation rental listings across Airbnb, Vrbo, Booking.com, Expedia, and additional distribution channels

• Ensure property descriptions, photos, amenities, policies, and other listing details are accurate, compelling, and consistent

• Review listing performance and identify opportunities to improve visibility, conversion, and booking potential

• Apply OTA-specific best practices to strengthen property positioning and merchandising across channels

• Coordinate listing photography and image presentation to showcase properties effectively

• Troubleshoot listing, content, and channel-related issues and work with internal teams to resolve discrepancies

• Monitor OTA platform updates, requirements, and best practices and adapt listings accordingly

• Conduct routine listing audits to maintain high standards for accuracy and presentation

• Collaborate with operations, reservations, revenue management, and other teams to ensure distribution information remains current

• Help develop efficient processes and standards for managing a growing portfolio of vacation rental listings

• Develop and maintain an ongoing relationship with each Travel Agent Representative to ensure active promotions and offers are enabled, perform monthly account overview calls, and optimize account performance.

Required Qualifications

• 2+ years of experience managing vacation rental, hotel, or hospitality listings across OTA platforms

• Hands-on experience with major channels such as Airbnb, Vrbo, Booking.com, and/or Expedia

• Strong understanding of OTA listing optimization, content quality, photography, amenities, and merchandising

• Exceptional attention to detail with the ability to identify inconsistencies and errors across multiple listings

• Strong written communication and organizational skills

• Comfortable working across multiple technology platforms and learning new systems

• Ability to prioritize competing tasks and manage a high volume of property information

• Ability to work independently in a remote environment during the required 8:00 AM–5:00 PM Pacific schedule

Preferred Qualifications

• Previous experience leading, training, or mentoring a small team

• Vacation rental property management experience

• Experience working with a Property Management System (PMS) or channel manager

• Experience with Guesty is a plus

• Familiarity with listing performance metrics, conversion optimization, or revenue management concepts

• Experience managing photography, property descriptions, or other hospitality marketing content

• Knowledge of OTA connectivity, distribution workflows, or troubleshooting channel integrations

Compensation & Benefits

Annual Salary

• $56,000–$64,000

Benefits

• 1 Week Paid Vacation after 1 Year, 2 Weeks Paid Thereafter

• Single Payer Health insurance paid for by company

• Dental insurance

• Vision insurance

• Optional Supplemental Insurance

• 401K

• Opportunity to participate in Professional and Life Educational Seminars

• Employee recognition programs

Schedule

• Full-Time | Remote

• Monday–Friday; 8:00 AM–5:00 PM PDT