First the positives.
The location is fantastic! A 3-minute walk to Waikiki Beach, with options to rent cheap surfboards along the way, passing two ABC stores, and our favorite poke shop to boot (Maguro poke). If being close to the beach is important to you, this place is a definite candidate.
Communication with Chris was clear, accurate, and easy to follow. Check in was a breeze.
The apartment is a reasonable size for two people, although you could squeeze in a third at a pinch (there is a sofa bed). There are two balconies, one of which is large enough for an afternoon Mai Tai in the sun. Neither view is worth reporting, but they are handy too for drying off swimwear, etc.
To cap it all, the apartment is reasonably priced given its location.
Now the negative.
I can only assume the cleaner earns $200 an hour. Despite a significant cleaning fee the apartment is pretty grubby, particularly the bathroom, and I can't imagine there is more than a few minutes spent preparing it between renters.
The apartment generally is in need of significant refurbishment. A reasonable investment would make the place a whole bunch better.
That said, if the above occurred, maybe.Chris would be justified in charging more money.
Overall, I would stay again, based purely on the price and location.