multiple reservations for hilton hotel for 8 days of stay?

Does anyone has any experience on using mileage to stay on Hilton properties (hotel or inn or resort etc)?

Our family has several type of mileage accounts, such as United Airline and Hilton Accounts.

Here is the situation. Will be traveling for 8 nights. Want to use mileage before our miles expired on those accounts.

Unfortunately, no one mileage account can covered all 8 nights stay. We intended to stay those 8 nights at one hilton properties.

Thought that we could book

3 nights with Daddy's United Airline mileage account, from July 3 to 6

2 nights with Daddy's Hilton mileage account, from July 6 to 8

1 nights with Mommy's United Airline mileage account, from July 8 to 9

1 nights with 1st child 's United Airline mileage account, from July 9 to 10

1 nights with 2nd child 's United Airline mileage account, July 10 to 11

Booking isn't the problem. But we don't wish to check in and out so many times. Do you know if Hilton will allow us to continue our 8 nights without having to check out until July 11?

Thanks.