Hyper = hard+ to easyish insane [median hyper difficulty is 21tp]
Another = moderate insane to difficult insane[median another difficulty is ~41tp]
Extra = difficult insane or post-insane [~100 maps, median extra difficulty is ~56tp]
SS = difficult insane or post-insane [16 beatmaps , median is 59tp]
Sky Star = same [17 maps, median 66tp]
0108 = some difficult insanes, some post-insanes, and some end-game maps. [22 maps, 21 if you don't count atama no taisou twice, median 73]
Oh, didn't realize SS refers to Star Stream which is seperate from SkyStar may be seperate. Either way, they both mean ****ing hard.
Honestly, the difficulty varies a fair amount for each difficulty, and even similiar difficulty maps may be doable or not doable depending on your strengths. Just try the maps and see for yourself.