Doesn't seem fair especially if they're in otherwise good health.
It’s fair to current and prospective policyholders. If everybody could wait to sign up for insurance until just before they face the highest risks, the insurance market would collapse, and (if the remnants of the market even existed) premiums would be sky high.
Thank goodness the government ensures there’s some baseline insurance (MediShield Life) and a public medical system with lots of subsidies, and they work pretty well for citizens. But the government has to make MSL compulsory in order to keep the risk pool stable, and the government subsidizes MSL premiums if/as necessary.
There are a couple other insurance programs that are typically available no matter what risks you face. For example, everybody who is a CPF member is automatically signed up for the Dependants Protection Scheme (DPS), which provides a little bit of life insurance. Even those who are ordinarily uninsurable get and can keep DPS. You can opt out of DPS, but once you opt out there’s no guarantee you can get life insurance. The near future CareShield Life (CSL) will be broadly similar, but CSL will be phasing in. Another potential example is NTUC membership, which includes a little bit of life insurance — but please read the T&Cs carefully.
Employer-provided group insurance coverage is typically available to all employees and, in some cases, to the employer’s retirees as well (although that’s now much less common than it used to be). And that’s another possible solution here, if your loved one is able and willing to work for such an employer. MSL paired with employer-provided hospitalization insurance should work rather well for stays in public hospital B2+ ward at KKH, for example, or even potentially a higher ward category.
I happen to believe that MSL ought to be more generous, or at least there ought to be a “MSL Plus” that’s similar to the DPS (opt-out). As an example, I’d like to see MSL offer some real, meaningful prescription drug coverage. True, unsubsidized MSL premiums would likely need to increase, but that’s OK in my view. You’re certainly free to express your views on possible MSL improvements if you wish.
As mentioned, you can also lay a strong financial foundation to help your loved one. Make sure there’s a decent or better CPF LIFE income stream in your loved one’s future (or present), and MediSave (which earns a nice 4% interest rate) is available, too. I would focus on those parts of CPF in that order, and if somebody can claim tax relief for top ups, that’s even better. Hospitals, doctors, and clinics always accept cash — it’s very useful stuff — and frequently, at least partially, accept MediSave dollars from any relative’s MediSave Account.