When the first wave of criticism came after Musk presented his Hyperloop concept the argument I found the most compelling was that at those speeds if you change direction very fast or the lateral and vertical accelerations felt by the passenger quickly becomes uncomfortable or even unbearable.
That means that if you have some kind of obstacle on the way, such as a mountain, lake or even a city you can't easily swerve around to avoid it. You either have to anticipate your turn extremely early (huge turn radius) or you basically have to tunnel through it (extremely expensive).
For the same reason if you decide to pass over mountains you might have to start elevating the track well before you meet the slope because you can't brutally change your inclination from 0 to, say, 20 degrees brutally without inflicting a few gees to the passengers. So you'd basically build a ramp to smooth it up, which would also be quite expensive.
Has this been addressed?