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