East HK Island 4* always get the Harbour Plaza North Point. No free Airport Express shuttle, and it's a long taxi ride from the Hong Kong station. Either take a hotel shuttle (HK$140/120 per person), or the A12 Cityflyer bus ($45).
West HK Island 5* usually gets the Marriott. Great location in Central. Free Airport Express shuttle or short taxi ride from AE station. Or A11 Cityflyer bus.
West HK Island 4* usually gets the Cosmopolitan. Poor transportation. Basically have to take taxi from AE station. Or use hotel shuttle.
Tsim Sha Tsui 5* usually gets the Sheraton. Great location. Free shuttle or short taxi ride from AE Kowloon station. Or A21 Cityflyer bus.
Tsim Sha Tsui 4* used to get the Kowloon Hotel, but few recent success bids. Across the street from Sheraton.
Central Kowloon 5* always get the Harbour Plaza. Poor location to get to the airport. Fairly long taxi ride to AE Kowloon station, but there is free AE shuttle.
Central Kowloon 4* usually gets the Eaton. Short taxi ride from AE Kowloon station, or take the free shuttle with a short walk. Or use Cityflyer A22.
There are hotel shuttles from the airport. HK Island is around $140 from airport, $120 return. Kowlon is $120/100. Two companies run them, so among them there should be a departure every 15 minutes to each area.