Ok back from my trip to Costa Rica and thought I would share my experiences.
Prostitution is legal in Costa Rica and kept very much above board as in hotels will encourage prostitutes to punt for business in their bars and if you bring back a girl the hotel will take her passport (carrying id is mandatory there) for 2 reasons: 1. to ensure she is over age and 2. for security i.e. if she steals or there is a problem then the passport can be with held. I had no problems with any of the girls I saw but was sensible and kept valuables locked up.
There are streetwalkers but these are generally transsexuals.
Pimping is illegal in Costa Rica and most girls work independently but I did meet a few people, male and female, who wanted to introduce me to their friend and one time I did see a family drop off Mum to go working - the husband and kids wishing her a good night.
All prices are in USD as Costa Ricans set their prices by the dollar.
In San Jose first stop should be Hotel Del Rey in the evening.
External Link/Members OnlyI didn't get a chance to visit the hotel this trip but did my last trip and it was great. Packed with girls (probably about 300 working girls) it has been described as the largest meat market in the world and by all accounts is still going strong. Costa Rica's smoking in public laws put me off booking a room there this time (plus it is very popular with Americans and hard to book).
I did however go here a couple of times:
External Link/Members OnlyIt is a lot quieter than Del Rey and the girls don't hassle you. I did pick up a nice girl here and she took me back to Hotel La Oficina which charges $10 for 3 hours and does provide condoms.
It is a shit hole and in a not so good area of town but when I went no one else (thankfully) was using the hotel and hailed a cab soon after the girl had left.
While in San Jose I stayed with a friend who lives near the university and used craigslist to meet a student a couple of times in my friend's flat. Although she charged me $150 for an hour and a half I didn't mind as she was able to meet after classes around lunchtime.
However, the best place for me wasn't in San Jose but in Jaco which is on the Pacific coast and very popular with Americans, very touristy but very good fun.
External Link/Members OnlyYou need to phone to book a room at this hotel which starts at $150 and is very popular so unless it is a Monday or a Tuesday don't expect to show up without a reservation and expect a room. Recommend the Ocean view and pool view rooms as the Courtyard is the parking lot and can be noisy as everyone leaves.
The pool bar is where the action happens here and it starts filling up from about 7pm and by 9pm there are about 200 working girls on any given night (I visited Tuesday to Friday nights and found Tue/Wed nights to be best). There is a mix of girls from Costa Rica, Nicaragua, Dom Republic and Colombia. But the best thing is there are only about 40/50 guys at the bar so it is a 4 or 5 girls to one guy ratio! By 1am it is shut and everyone gone so if you've booked a pool side room you will get some sleep.
It was so good I came back the following week to be sure it was as good as I thought it was.
Although most will say the price is $150 for an hour the usual price is $100 and most girls will sell at that price - one girl offered me $80. I did pay $150 but only because she was very hot and another $120 for the same reason but all others I paid $100. I even arranged a foursome at another hotel from 3 girls I met here for $200. And another girl I paid $350 for 24 hours.
In Jaco I also stayed at Copacabana Hotel because it was smoker friendly.
External Link/Members OnlyHotels at Jaco are overpriced so expect to pay more for less. Jaco is small and you can walk everywhere but if needed taxis will take you about town for about $2. The girls don't mind going back to your hotel from Cocal but do expect the return taxi to be paid. Copacabana had some working girls drop by all day but when in Jaco, Cocal remains the best choice.
I did stop by the Beatle Bar for a couple of beers but it was very quiet and the girls pretty average looking. This bar was formerly where the prostitutes would ply their trade but a change of ownership killed that scene off and now all the girls go Cocal.
Sex and oral is with a condom with little variation from that service, Costa Rica doesn't have the same services as Europe. Speaking some Spanish helps a lot as the girls usually only speak little or no English beyond $100.
I hope this is useful and post if you have any questions?
And Costa Rica is good for scenery and wildlife too.