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I'm thinking not, at least not for a first name. It just sounds exactly like Kylie and like a cutesy-poo nn for Kyle, a name I don't like anyway.

Kiley is a surname. So, yes, fine for a boy if it's a family name. If not, then it's rather too flimsy and nicknamey.

Sure, especially with this spelling. It's not style but it would work. If you accept occasional misspellings combined with mixing up gender, but considering Kyle and Riley, Kiley shouldn't be too out there.

I’ve known 2, both men.

Don't like it at all, Kylie for a girl is ok

I grew up knowing both male & females named Kylie and Kylee, so it's definitely a unisex name. The Kiley spelling isn't my style as it rhymes with Riley, which I don't like at all

Nope not at all, doesn't work. Kyle is passable.

It is a surname, isn't it? I like it. But its kind of risky. People will misspell it as Kylie, which really ought to be a diminutive of Kyle in the first place. But it sounds really girly. I'd use it as a middle name, if I used it at all.
Its very cute!