I worked in industry, trying to fit video processing algorithms and filter banks to FPGAs, about a decade ago, so my memories are a bit fuzzy.
The thing about FPGAs is that they are wildly expensive, getting exponentially more so the more you move up the product pallette. They also have a ton of special function blocks (DPRAM, multipliers, shift registers etc), that work differently from vendor to vendor, and even between generations.
Even with HDLs you had to options - either read all the datasheet, the layout and mix of components, and plan your design to fit the hardware - or just wing it and write down what you wanted, and hope for the best - in the latter scenario, the synthesis tool had to figure out how to fit your design best to the hardware, which even if you were mindful of how the chip worked, was still a hit and miss.
When you work in industry and either every cent counts, or you have to design for a fixed target, and somehow you're in the good graces of tooling, finding that changing a small thing suddenly makes your design 3x as big and half as fast is not acceptable.
HLS was this, but on steroids - you never knew what you were going to get, sometimes it worked well, sometimes not at all.
I'm sure tooling has evolved back then but I'd still guess spending the extra engineering effort is often well worth it when your chips cost five figures.