Hi-Los seem to have been well built. My main concern with them is that they are now orphans; the company is out of business. Another similar type design with a company that is still in business is Trailmanor. You pull the top parts up manually but springs help make it fairly easy - that's my understanding. (Haven't tried it personally). Another concern about both brands is the expense - they are pricier per square foot than "regular" travel trailers or popups. Otherwise, possibly a good choice for a smaller tow vehicle. (Lack of storage noted.)
Never think of an RV as a financial investment; they all depreciate, and unlike cars, with a few exceptions (Airstream is one), the really old ones aren't worth more as antiques. They are an investment in vacation enjoyment, family time, enjoying nature, seeing the country, and making lasting memories.