Tokyo is nice, just terribly expensive.
I was there on business trip, so I can't advice on cheap hotels.
Food is somewhat expensive, but prices are put up everywhere, so you can compare.
Terribly expensive? Not really.. Singapore's cost of living has caught up to Japan's.
Anyway, BabyBlade, for AirBNB, I have a recommendation for Shibuya:
Host is amazing, he helped us a lot, met us at the JR station to show us to his place. The room is a little small, but the location is close to perfect as it gets. It's about 7-10 mins walk from JR Shibuya (Hachiko exit). We stayed there for only one night, as his place was quite booked, but he took the time off on another day to treat us to lunch.
He didn't have Pocket Wifi when we went, but on his listing now, it states that it is provided. If you're looking for AirBNB host, try to find one who provides Pocket Wifi with their rooms. It's gonna save you a huge hassle for Wifi.. Otherwise, register with Starbucks Japan for Wifi. Do it in Singapore while you have proper connection, coz if you register there, you need Wifi to access your email to confirm your Wifi registration (quite stupid, but ah well, Starbucks provides one of the best Wifi spots in Japan / Tokyo.)
I would recommend staying at Shibuya station or nearby, as the JR line goes to most places (you can get tourist pass if you like, but do your calculations, it might not be worth if you're not using the Shinkansen.)
Use this link to research on your traveling route and timing in Japan: http://www.hyperdia.com/
If it states that the train will be there at 11am, be queuing in line for it before 10.55am. Damn punctual one..
For places to go, must say what you like and what you wanna do. Else, if our interests different, say also no point.
Tip and tricks:
1. If you're collector of stamps (chops), bring a notebook around as all JR stations have a very cute (not all are cute, but quite a lot) stamping station. You might even make friends with some of the Japanese who are on stamping missions.
2. Taxis are too expensive =( Make sure you know when you must leave by to catch the last train. JR station conductors are (IMHO) more friendly than other line conductors. Train maps got 4-5, in Japanese, English and Mix.
Get 1x JR map, 1x Tokyo Map in both languages, best if you can find mixed. Coz a lot of Japanese can't read English, so if you're asking for directions, you need to show them the Japanese map and you look at the English Map. Why get two types of maps? Tokyo subway map shows different lines, but not all the JR stations, and JR map only show JR stations / lines, so you need both to travel efficiently.
3. Drinking and eating is permitted on trains / buses and a lot of places, but talking on the phone or using phone / mp3 to blast music is not. (I quite like this).
4. Don't worry about baggage, there are coin lockers in most stations. Some are INSIDE the stations, some are OUTSIDE, some have both. Plan your schedule, so you can make the most of the coin lockers. 300-600 yen for a day, I think, depending on size.
5. By the way, Tokyo banana is overrated, plus it has a short shelf life. Try other biscuits / confectionery.
Tokyo Tower and Skytree also overrated.
6. You might want to check out
i. Tsukiji Fish Market (Tuna bidding ends before first train starts, we took the first train and missed the tuna bidding. Either cab, or stay nearby or stay there overnight.) Go to Marukita II (second outlet) and try either the High Grade Fatty Tuna bowl, or the Premium Chef Recommendation or something like that. 2800 yen and 3500 yen per bowl.
ii. Studio Ghibli Museum: If you watched Totoro or Howls Moving Castle, go to the Ghibli Museum. Even if you didn't (like me), the place is still amazing.
For DisneySea / Disneyland, I've given recommendation at http://www.mycarforu...-sea/?p=5223002
If you're into limited edition items, get the Shelly Mae bear. Only DisneySea sells. Get her clothes here too, nowhere else sells. Nothing special about the bear though.
Feel free to ask me if you have any specific questions. If you feel super grateful and want to repay my hard work typing all this out and doing research, things I like from Japan include Gunpla aka Gundam Model Kits. I'd be happy with a PG 1/60 Red Frame Astray. http://www.hlj.com/p...t/BAN958463/Gun
Hahahaha... Have fun...