It can be very late, but at least it can help someone. The way I did this is as follows:
UIFont *fontUsed = [UIFont systemFontOfSize:17];
NSDictionary *dictFont = [NSDictionary dictionaryWithObject:fontUsed forKey:NSFontAttributeName];
NSString *strTextToShow = @"text that has to be displayed but without $$$$";
CGRect rectForSimpleText = [strTextToShow boundingRectWithSize:CGSizeMake(154, 258) options:NSStringDrawingUsesLineFragmentOrigin attributes:dictFont context:nil];
NSString *strTextAdded = [NSString stringWithFormat:@"%@ $$$$", strTextToShow];
CGFloat oldHeight = rectForSimpleText.size.height;
CGRect rectForAppendedText = [strTextAdded boundingRectWithSize:CGSizeMake(154, 258) options:NSStringDrawingUsesLineFragmentOrigin attributes:dictFont context:nil];
CGFloat newHeight = rectForAppendedText.size.height;
if (oldHeight < newHeight) {
strTextAdded = [strTextAdded stringByReplacingOccurrencesOfString:@"$$$$" withString:@"\n$$$$"];
}
[lblLongText setText:strTextAdded];
lblLongText IBOutlet of UILabel CGSizeMake(154, 258) - UILabel, . , , .