Financing Reality for Legacy Timeshare HOAs
By: Anton Safonov, Head of Finance
The Reality and Risks of Deferred Maintenance
Across the country, timeshare HOA boards are confronting an uncomfortable truth – aging buildings, new legal requirements, and a more demanding travel market require money, often more than an association has planned for. Owners want attractive, competitive resorts and stable maintenance fees. Storms, wildfires, and rising insurance costs don’t wait for budgets.

The Reality and Risks of Deferred Maintenance
Across the country, timeshare HOA boards are confronting an uncomfortable truth – aging buildings, new legal requirements, and a more demanding travel market require money, often more than an association has planned for. Owners want attractive, competitive resorts and stable maintenance fees. Storms, wildfires, and rising insurance costs don’t wait for budgets.
As a Board Member, you should have a thorough understanding of what is truly driving the capital needs at legacy resorts, why traditional lending can be elusive, and how disciplined, strategic management can maximize every dollar – while protecting your owners, your assets, and your nonprofit mission.
What Deferred Maintenance Really Looks Like
Board members rarely set out to ignore repairs. In most legacy associations, deferred maintenance often creeps in because fees were artificially held low to please owners. The intent is understandable. The impact is not. Routine items – HVAC, roofing, windows, soffits, stairwells, life-safety systems, flooring – not addressed for a year, then two, then five. Cosmetics become dated, depressing rental values. More importantly, components that quietly protect the building’s integrity age beyond their useful lives. Deferred maintenance is not a moral failing; it’s the compound interest of hard choices postponed.
I often meet conscientious boards that underestimate the cost to keep a resort current. Some directors own multiple weeks and personally shoulder large annual assessments. Their perspective matters, but it can inadvertently tilt a board toward maintaining low fees even when conditions demand increases. Treat your resort like the collectively owned home it is: if you starve reserves and operating budgets, the property will reflect it, and the market will punish it.
Safety and Duty of Care: The Stakes Are Real
The most visible reminders come from tragedies we all wish had never happened. Following the collapse of Champlain Towers South in Surfside, Florida, lawmakers accelerated inspections and increased reserve requirements. Timeshare associations are subject to many of the same physical realities, including water intrusion, concrete deterioration, compromised waterproofing, outdated fire suppression systems, and failing egress components. These are not merely aesthetic defects. They are life-safety issues that can create liability exposure far beyond the cost of the work.
Boards carry a fiduciary duty to act in the best interests of the association and its members. If a guest or owner is injured because a neglected building system failed, litigation can follow. Ignoring reserve studies, delaying obvious repairs, or letting inspections lapse places the entire community at risk. The surest way to control legal exposure is to prevent the conditions that create it by funding, planning, and executing essential work.
Market Realities: Geography and Seasonality Matter
Consider two resorts on the same stretch of the Daytona Beach shoreline. One kept pace with capital needs and guest expectations; the other deferred. When a hurricane rolls through, both suffer damage, but the well-maintained property reopens faster, collects from insurance with fewer disputes, and retains rental traction during the long shoulder season. The deferred property takes longer to stabilize. Usage drops. Owners get frustrated. Delinquencies climb. That same pattern repeats in mountain, desert, and inland markets – only the triggers differ: heavy snow, wildfire smoke, or tornado outbreaks.
Seasonality impacts everything. Properties with long shoulder seasons have more time to generate rental income. Short-season destinations must win every week they’re open. In either case, modern travelers compare photos, reviews, and amenities in seconds. If your interiors feel tired or your systems are causing service failures, your occupancy and ADR will quickly reveal it.
Why Traditional Banks Often Say No
A common misconception is that associations can simply borrow like a hotel or apartment building. Banks examine a legacy timeshare and see fractured ownership – fifty-one deeds per unit, each with different payment and usage patterns. From a lender’s perspective, collateralizing that asset is a complex and expensive process. Foreclosure remedies are cumbersome. Servicing costs are higher. Many mainstream lenders stay in the lanes where they know conventional multifamily, retail, or single-family.
That doesn’t mean financing is impossible – it just means underwriting is specialized. Associations that present strong fee collections, documented rental performance, and disciplined governance stand a better chance with the small number of banks and specialty financiers who understand the product. You must be prepared to demonstrate stability with three- to five-year histories – not optimistic projections.
Traditional lenders often overlook the unique structure of timeshare HOAs, leaving many associations without the capital they need to maintain safety, quality, and owner confidence. But there are solutions.
In Part Two, we’ll explore how strategic planning, specialized financing, and professional management rooted in transparency and owner stewardship can help legacy resorts regain stability and thrive for years to come.
