You shouldn't because oaks normally have tap roots, which go straight down, but I am not certain about live oaks. You might want to check with an local arborist to make sure.

Here is a link that might be useful: Propagating Perennials

The existance of tap roots continues to be one of the persistant myths about trees.

Some trees 'may' have tap roots (especially when young), but the primary (essential to the plant) part of the root system consists of wide spreading, fibrous, and shallow growth. Live Oaks, in particular, devote most of their root system to an area of soil not much deeper than 12 inches. 6 inches is normal.

Those oaks are quite close to your pool, considering that the root system will extend many times beyond the reach of the canopy.

Even if the roots don't invade the pool, I would be afraid they would crack the concrete apron around it. Live oak roots grow large and run along the surface. They may grow under and swell up under the concrete pation area.

Here is a very interesting link to an excellent Live Oak description . Check it out .

The link :http://edis.ifas.ufl.edu/ST564

"Be sure that adequate soil space is given to Live Oak. Although roots will grow under curbs and sidewalks when planted in confined soil spaces allowing the tree to thrive in urban sites, in time, they lift sidewalks, curbs and driveways. This may be a small price to pay for the bountiful shade cast by a row of healthy trees."

I had a 30,000 gallon gunite pool destroyed by the roots of two live oaks which my neighbor naively planted at the very edge of his property, within a couple of feet of my pool and pool equipment.

Haven't had any root damage and my pool has been around since 1979. Getting all of the leaves out of it is a constant chore since it isn't screened.

leaf guards on skimmer returns and pool net secured to diving board near water return catch most of our leaves