I argue here that preventing a large iceberg from melting is absurdly cheap per unit area compared to just about any other way of making new land, and it's kind of crazy to spend money on space exploration and colonization before colonizing the oceans with floating ice-islands.
It's not just about the maintenance requirements, it's also about the durability of the land and cost per unit area.
Seawater will destroy normal concrete over decades, so is not suitable. But there is a substitute, geopolymer concrete.
You can make floating platforms at sea using geopolymer concrete which is costed at about $200/m^3 for a compressive strength of 50MPa and about a 5MPa tensile strength (though you can improve that with reinforcement bars).
The problem with this is that you are paying $200 per cubic meter. If you want a really solid floating island that sits many meters above the ocean, each square meter of land will require multiple meters of concrete underneath it even with a mostly hollow structure. So you are paying over $1000 per square meter for your land assuming that is is 50-100 meters deep and has a 90% void fraction.
The Troll A Platform cost $1.2bn (corrected for inflation) for about a 250 x 250 meter useable area which works out at about $20bn per square kilometer of land area, or $2000 per square meter.
It has a dry mass of 683,600 tons of mostly concrete, which is about 10 metric tons of concrete per square meter of useable land area. For a 100km x 100km floating island that would be $20 trillion. It would use 100 gigatons of concrete, which is 1/5th of the total amount of concrete ever made by humans (550 gigatons).
Basically you are paying premium prices for this and I don't think it is economically feasible.
As for maintenance I think both ice and geopolymer concrete are going to be relatively cheap to maintain per unit area for very large islands. With ice the main worry is localized failure of your cheap bottom insulation job. But a small fleet of automated robotic submarines and a grid of temperature sensors can probably keep that in check. Remember you are already paying $ hundreds of billions for this so maintenance is going to be a rounding error.