Is the powerset of every Dedekind-finite set Dedekind-finite?
I think this statement can be written in $\textbf{Set}$: If every mono (=injection) $f: A \to A$ is iso (=bijection), then every mono $g: 2^A \to 2^A$ is iso.
(Please edit if necessary)
Does the answer depend on some Choice principle?
Off-hand I don't see a referent to this. The Wikipedia entry for Dedekind-infinite only states that the powerset of a D-infinite set is D-infinite. (I tried searching Math.SE with the obvious keywords and faced ~5k entries).
No: Suppose $X$ is infinite. Then there is a surjection from the collection $Fin(X)$ of finite subsets of $X$ onto $\omega$, namely, $Y\mapsto|Y|$. Since $Fin(X)\subseteq\mathcal P(X)$, we get a surjection from $\mathcal P(X)$ onto $\omega$.
But if there is a surjection $\varphi$ from $A$ onto $B$, then there is an injection from $\mathcal P(B)$ into $\mathcal P(A)$, namely $Y\mapsto \varphi^{-1}(Y)=\{a\in A\mid \varphi(a)\in Y\}$.
In particular, $\mathcal P(\omega)$ (and therefore $\omega$) injects into $\mathcal P(\mathcal P(X))$ for any infinite set $X$. That is to say that $\mathcal P(\mathcal P(X))$ is always either finite, or D-infinite.
On the other hand, it is consistent that there are D-finite infinite sets $A$ such that $\mathcal P(A)$ is also D-finite. For example, any amorphous set $A$ is like this. Recall that $A$ is amorphous iff it is infinite but any subset of $A$ is either finite, or has finite complement in $A$.
The reason here is that if $A$ is amorphous, then there is no surjection from $A$ onto $\omega$. But one can check that the following are equivalent for any $X$:
So, if $A$ is amorphous, $\mathcal P(A)$ is D-finite. See this blog post of mine for this result, due to Kuratowski.