Apply to Revenue Manager
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. As local experts, we understand that every home, every owner, and every guest is unique, and we take pride in delivering thoughtful, attentive care at every step.
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
We're seeking a data-driven Revenue Manager to lead pricing strategy and revenue optimization across our growing portfolio of 80+ luxury vacation rental properties in Kauai. This remote role requires a strategic thinker with deep technical expertise in revenue management systems, particularly Wheelhouse, who can translate complex market data into actionable pricing strategies that drive measurable occupancy and RevPAR growth. You'll work independently to configure dynamic pricing models, analyze booking trends, build performance dashboards, and deliver insights that directly impact property performance and owner satisfaction. The ideal candidate thrives in analytical work, values precision and consistency, and brings proven experience optimizing vacation rental portfolios through sophisticated revenue management practices.
Responsibilities
Lead end-to-end revenue strategy across 80+ properties using Wheelhouse—dynamic pricing, rate optimization, minimum stays, and availability controls
Configure and optimize Wheelhouse settings to drive occupancy improvements and RevPAR growth
Develop pricing frameworks for new properties during Q2 portfolio expansion
Analyze market conditions, pacing data, and booking velocity to adjust pricing strategy proactively
Build and maintain performance dashboards tracking occupancy, ADR, RevPAR, conversion rates, and portfolio KPIs
Conduct regular property-level reviews to identify revenue opportunities and underperforming assets
Deliver monthly performance analysis and strategic insights to leadership and Owner Relations team
Benchmark performance against competitive properties and market conditions
Partner with Owner Relations to provide data-driven insights they communicate to homeowners
Collaborate with ownership on revenue forecasting, budgeting, and strategic planning
Provide strategic guidance on new property onboarding, pricing recommendations, and market positioning
Scale revenue management processes and systems to support portfolio growth
Maintain deep expertise in Wheelhouse and Guesty integration, ensuring data accuracy and system integrity
Required Qualifications
3+ years of revenue management experience in vacation rental operations or property management companies
Proven track record of year-over-year occupancy and RevPAR improvements across vacation rental portfolios
Advanced proficiency with Wheelhouse revenue management system (hands-on configuration experience required)
Strong working knowledge of Guesty PMS or equivalent modern property management systems
Experience managing portfolios of 30+ vacation rental properties
Strong analytical skills—ability to work with complex datasets, booking trends, and market dynamics
Excellent communication skills—ability to translate data into clear, actionable insights
Self-motivated, organized, and comfortable working independently in a remote environment
Authorized to work in the United States
Compensation & Benefits
Annual Salary $60000 - $75000
Bonus
Performance Bonuses, Professional Development Assistance
Benefits
Paid time off such as PTO, sick days, and vacation days
Health insurance
Dental insurance
Vision insurance
Telecommuting options
Schedule
M-F Although Can be flexible for the right candidate