You’ve likely heard the Health Savings Account (HSA) described as the ultimate retirement vehicle. Financial experts often call it the “triple threat” of investing: tax-free contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses. For many, it effectively beats a 401(k) or IRA because it’s the only account that can be completely tax-free from start to finish.
But there is a catch. Actually, there are three.
While the benefits of an HSA are undeniable, the “perfect” retirement account has some serious flaws that rarely make the headlines. If you aren’t careful, these hidden pitfalls can trigger unexpected tax bills, erode your investment returns, or leave your heirs with a massive financial burden.
Here is the reality of HSAs that most brochures won’t tell you—and how you can navigate these traps to keep your retirement savings safe.
The Essentials: What You Need to Know
- The Medicare Trap: Contributing to an HSA while enrolled in Medicare (even retroactively) triggers IRS penalties.
- The Inheritance Bomb: Unlike an IRA, an HSA left to a non-spouse beneficiary is fully taxable in a single year.
- The “Cash Drag”: High fees and mandatory cash minimums can silently eat away at your long-term compound growth.
- 2025/2026 Limits: For 2025, you can contribute up to $4,300 (self) or $8,550 (family). These limits rise to $4,400 and $8,750 in 2026.

1. The Medicare “Clawback” Trap
The most dangerous hidden cost for retirees involves the transition to Medicare. Many seniors assume they can keep contributing to their HSA as long as they are working, even if they are approaching age 65. This assumption can lead to a messy tax situation.
Here is the rule: You cannot contribute to an HSA once you are enrolled in any part of Medicare (Part A or Part B).
The problem arises because most people don’t realize when their Medicare coverage actually begins. If you apply for Social Security at age 65 or later, you are automatically enrolled in Medicare Part A. More importantly, your Part A coverage is often retroactive for up to six months.
How the 6-Month Lookback Rule Burns You
If you retire at age 67 and apply for Social Security or Medicare, your Part A coverage will likely be backdated by six months to ensure you have no coverage gaps. The IRS considers you “enrolled” in Medicare during those six retroactive months.
If you made HSA contributions during that six-month window, the IRS considers them “excess contributions.” You will face:
- Income Tax: You must add those contributions back to your taxable income.
- 6% Excise Tax: You will pay a 6% penalty on the excess amount for every year it remains in the account.
The Fix: If you plan to enroll in Medicare or Social Security after age 65, stop all HSA contributions six months before your application date. This creates a safety buffer that prevents the retroactive coverage from overlapping with your contributions.