Of course it is mostahab that the Haajj (pilgrim) repeat it when he wakes up...
Of course it is mostahab that the Haajj (pilgrim) repeat it when he wakes up, after each of the daily obligatory prayers, when getting on a vehicle, or going up or down a hill, etc. It is also recommended to repeat it during the night (Sahar), even if the muhrim was in the state of Janaabah or Haydh. In the case of Umrah it is recommended that he does not stop it until he can see the houses of the city of Makkah, when he should stop.
In the case of the Hajj, it is recommended that one does not stop it until midday of the Day of Arafah – the 9th day of Dhil-Hejjah – when should stop. It is obligatory to recite the talbiyah in the correct Arabic pronunciation. It is not sufficient to pronounce it with a variant accent or pronunciation if one can recite it correctly. If one cannot recite it correctly, someone else should help him to recite it by dictating to him.
If there was no such person, he should recite whatever he can, and as a mostahab precaution, he should pronounce it with the variant accent together with reciting the translation (of the talbiyah) as well as getting an agent to recite the talbiyah on his behalf, after he had done it himself. A dumb must perform the talbiyah by making gestures with his fingers, and moving his tongue at the same time.
It is not mandatory to perform the talbiyah immediately when the two ihraam garments are worn and the niyyah stated, even though it is as a precaution. If one says it after a [short] delay, his ihraam is valid. If the Haajj (pilgrim) forgot to say the talbiyah at the place of the ihraam, which is the miqaat, and remembered the oversight after crossing the miqaat, it is obligatory for him to go back to the miqaat to perform it.
If it was not possible for him to go back, he should say it where he is. If, after entering the Haram, the factor preventing him from going back was eliminated, then he must leave the Haram, if possible, and perform the talbiyah, otherwise, he should do so where he is. If he had committed one of the forbidden acts of ihraam before saying the talbiyah, he is not liable to a kaffaarah – compensation – even if had crossed the miqaat.
If he doubted whether the talbiyah he had done is correct or not, he should presume that it is correct. If he doubted whether he did perform the talbiyah or not, and he had not crossed the miqaat, he should presume that he had not, and it is obligatory for him to perform the talbiyah then.