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If you are transferring money which is in your India accounts, there shouldn’t be any tax liability in the US. If it is gains on property sold or rental income or any other type of income which was not already reported in the US, you will have to include that as Income in your form 1040, but you will get foreign tax credit for taxes paid in India. I am not sure on any legal issues.
Chief
None other than the limit imposed by RBI. Also since it's bank to bank there's no tax in the US due to DTAA since its white money in India.
I was doing some research on this few years back. Icici offers online transfer. But it asks for a form to be certified by a CA in India. The form certifies that all the required taxes have been paid in India.
On top of that you may have to pay remaining tax in US. Say you sold a property and paid 10% tax on the gains in India and if the tax rate is 15% in US then you have to pay the remaining 5% tax in US.
This was my understanding but I did not really transfer any money. If anyone had done it I would also be interested in understanding the complete process.