Before you are in the air (like picture beside), you need to know which hotel of your choice that having free shuttle from airport to hotel.
Then only you start to select which airline that will arrive at Tokyo airport and the timing as well.
The hotel that I had chosen is “Hotel Mystays Premier Omori” where they provide free shuttle bus from Haneda International Airport to the hotel. And the free shuttle bus schedule pick up passenger at Haneda International airport are at midnight according to timing shown below:-
For me (from Malaysia), travelling with my wife and 3 children (of age 7 years old, 4 years old and 2 years old), had chosen ANA airline that flew from KLIA (Kuala Lumpur International Airport) to Tokyo Haneda airport directly. And our flight arrived around 22:00 pm where it took us only 30minutes to pass through immigration inspection and custom inspection. (Follow the airport map in page 4 to the Hotel Shutter bus station then Wait for the white bus)
You can save quite a good amount of money by selecting correct airlines, flight timing and free shuttle bus to hotel. From this saving, you are able to purchase pocket WiFi where it is the most powerful tool you should have if you are travelling by your own (like me)
Remarks: It is not convenient to take train or sub-way for me because I carried one largest luggage (28”), two medium large luggage (24”) and two cabin / small luggage (20”). Therefore, free shuttle bus is my only choice. Nevertheless, I still highly recommended you choose hotel that provide free shuttle bus.