Here is the full list of all 42 Holyday City: Reloaded achievements. It takes around 200 hours to unlock all of the achievements on Windows.
City Facilities 1200 total
Play 999 hours.
Play 148 hours.
Reach 580 Trophies
Hire the Manager "Audrey, The Mystic"
Increase your Profit Paradox to Lvl 50
Buy 60 Aquarium items
Reach Town Lvl 26 (Holyday City)
Buy the 96th Upgrade
Obtain All the Marina Items
Unlock the Airport (Reach town lvl 22)
Obtain the Scuba Gear from the Marina
Unlock the City Aquarium
Reach 365 Trophies
Buy the 36th Upgrade
City Facilities 555 total
Sign a Contract with all Agents
Hire the Manager "Diego, the Young"
Reach Town Lvl 31 (Skyline City)
Unlock the Marina (Reach Town lvl 14)
Obtain The Golden Watch Prestige Item
Upgrade your Port to Lvl 20
Do the Investment "Cooling System"
Get your 1st Lab Profit Paradox
Go max level in all Time Paradoxes in the Atomic Lab
Sign your 1st Contract
Buy at least 1111 of each Business
Reach 150 Trophies
Unlock the events (Reach Town lvl 5)
Play 24 hours.
Do the Investment "Scale Economy-o-meter"
Upgrade your Port to Lvl 2
Get 1 of each time paradox in the Atomic Lab
Buy at least 333 of each business
Play 2 hours
Hire the Manager "Jimmy, The Advertiser"
Reach Town lvl 2
Buy your 1st Upgrade
Get 1 City Facility
Reach 50 Trophies
Buy 1 of each Business
Reach 10 Trophies