A puddle on a drive is information. It says the ground has moved, or the drainage has silted up, or the surface was laid to the wrong fall in the first place. Resurfacing without knowing which gives you a smart new drive that puddles in exactly the same place by the following winter.
Work out which it is
Puddles directly against the house are the ones to care about, because that water is sitting against the wall below floor level. Puddles in the middle of a drive are an annoyance. Puddles that have appeared recently where there were none suggest settlement, often over a trench where a service was laid or a drain runs.
A long straight depression usually follows a buried pipe. A localised dip near a gully or inspection cover often means the bedding beneath has washed away. Both are worth knowing before you order materials.
Which way the ground falls
Any hard surface next to a house should fall away from it, and a surprising number do not, especially where a drive has been overlaid once or twice and each layer has lifted the level. If the finished surface is now close to the damp proof course, or above it, water has a straightforward route into the wall and no drainage will fix that geometry.
Clear the drainage first
Channel drains and gullies silt up within a few years and nobody checks them. Lift the grating, clear the silt, flush it with a hose and watch whether it takes the water away freely. A great many drainage problems are simply a full channel, and the whole repair is twenty minutes with a trowel and a bucket.
Weeds, moss and jointing
Weeds in block paving are a symptom: the jointing sand has washed out, usually because the surface has been pressure washed too aggressively. Refilling the joints with kiln dried sand does more for the drive's stability than the weeding does, because the sand is what stops the blocks moving under load.
Keep the pressure washer well away from the mortar on paths and steps. It strips sound mortar quickly, and repointing afterwards costs far more than the moss ever did.
When to call someone
Cracking that runs in a continuous line across a drive and up a wall, a dip that keeps deepening over a season, or water appearing inside at floor level are all beyond maintenance. Those are drainage or ground movement questions, and both want someone who will investigate before quoting a surface.