Hopeless= without hope, because there seems to be no possibility of comfort or success: ‘In an agony of hopeless grief’
Hopeless is usually used to describe a situation, not a person: ‘The firemen tried to get the blaze under control, but it was hopeless.’ When you say that a person is hopeless, you mean that they are unable to do something skillfully: ‘He’s hopeless at remembering names.’
To describe someone who feels that they have little or no chance of success, especially because they have already experienced failure or disappointment, use dispirited, dejected, disheartened, discouraged, despondent or demoralized: ‘Having lost ten matches in a row, the team felt completely demoralized.’