In the end, Miley chooses Jake leaving Jesse upset and heartbroken. Then in the Season 4 episode, Been Here All Along, Jesse returns and asked Miley out on a date since she broke up with Jake in Its the End of the Jake As We Know it and she happily accepted.

Whos Hannah Montanas boyfriend?

Jake Ryan Hannah Montana/Significant others

Why did Miley end up with Jesse?

In the end, she tells Jesse that there is just something between her and Jake that is special and chooses him over Jesse. Later, in Its the End of the Jake as we Know it, Miley discovers Jake cheated on her and breaks up with him for good, allowing Miley to finally go out with Jesse.

Did Lily and Oliver end up together?

At that moment, something clicked between them and they ended up falling for each other. Although they have had occasional downhill moments, Oliver and Lilly became extremely loving towards each other and they remained a couple for the rest of the series.