Should i move out of my primary with negative cashflow ?

[Aditya Kohli]

Hey all, i currently live in a townhouse with my partner and we both have stable jobs in tech . Started off as a house hack by renting out by room, but now we would like to have the entire house to us (families visiting, planning for marriage next year ). Our current numbers looks as follows :
Expenses (Mortgage + Reserves ) : 4800
Monthly rent : 4000-4100
Net cashflow : - 800$

We have another short term rental that nets us +500$ every month . Given prices are dropping a bit in our market, Should we wait for 1-2 more years (for rents to catch up) or move out for our next house hack with a small multi-family or SFH with ADU ?
Our short term goal is to acquire assets , and we will use HELOC to fund the same.
Pros for next house hack : Lower living expense, getting another asset 
Cons for next house hack : More debt, almost no liquidity