If retrofitting mast partners (that's what the deck opening is called) plan on some reinforcement (there may already be something to help distribute the load of the mast step on deck, but make sure it's enough). My boat has a bit of a collar that is glassed in, perhaps 1/2" above deck level, perhaps a bit more. If you need to add one, or add to existing reinforcement, make sure to give it a gentle slope and smooth transition around the outer edge to not create hard spots.
On my boat, the thickness works out to where, if the mast is some degrees off vertical, it won't go down, that's how tight the fit is and that's how thick the collar is combined with the deck.
You may need to adjust or create a mast step to receive the bottom of the mast inside the cuddy. The design isn't very particular, anything that can support the weight of the mast plus tension in the rig (say 300# to 500# to be safe) and is strong enough to absorb the peak loads from the hull slamming into a wave. It also needs to keep the mast foot in position, so it can't move forward or sideways, and whatever retains the mast shouldn't be so shallow that the mast foot could jump out if it. Usually, the tension in the rig prevents that, but, again, slamming into waves might make it bounce off anything too shallow.
If there's a support for compression post today, make sure that it's firm (some DSII owners reported issues with the part that's under the cuddy floor not being aligned). Or cut a hole and build directly on the keelson (that's the raised part inside the boat where the keel would be on the outside). You may need to do that if you got a DS1 mast as these are a bit longer (expecting the mast step to be directly on the keelson).
If you make the mast step adjustable in the fore-aft position, you won't need to get the mast rake absolutely correct beforehand. (Mast is generally raked a couple of degrees aft, but getting it dialed in works best with everything in place, that is, after the mast is stepped.)
If you only ever take the mast off at the end of the season or when you need to haul for some other reason, then leave it at that. It'll take two people to step and unstep, and takes a bit of being organized about it, but doable. Key is to control the mast at two points, so it stays vertical while not on the ground.
I trailer, so I'm benefiting from a clever little device some previous owner rigged.
Simple to make: one disk resting on the mast partners, one hinge, one wooden block and a bit of sheet metal. (And a small strip of aluminum as a guard to prevent trapping the jib sheet). Plywood backing plate below deck, bolts with fender washers.
You stick the mast foot in, tilt up the mast (single-handed if you''re tall), then lower it once it's vertical.
Simple and effective, gets you the benefits of a hinged mast without cutting it.
PS: and the disk is a great place to mount various fairleads. I have one for a spinnaker downhaul (foreguy), a spinnaker halyard and third one for a jib halyard tensioner.