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
Reach 580 Trophies
Hire the Manager "Audrey, The Mystic"
Increase your Profit Paradox to Lvl 50
Buy 60 Aquarium items
Obtain All the Marina Items
Reach Town Lvl 26 (Holyday City)
Buy the 96th Upgrade
Obtain the Scuba Gear from the Marina
Unlock the Airport (Reach town lvl 22)
Unlock the City Aquarium
Reach 365 Trophies
Sign a Contract with all Agents
Play 999 hours.
Buy the 36th Upgrade
Reach Town Lvl 31 (Skyline City)
Hire the Manager "Diego, the Young"
City Facilities 555 total
Play 148 hours.
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
Play 24 hours.
Reach 150 Trophies
Unlock the events (Reach Town lvl 5)
Get 1 of each time paradox in the Atomic Lab
Get 1 City Facility
Buy at least 333 of each business
Do the Investment "Scale Economy-o-meter"
Upgrade your Port to Lvl 2
Reach Town lvl 2
Buy your 1st Upgrade
Hire the Manager "Jimmy, The Advertiser"
Buy 1 of each Business
Play 2 hours
Reach 50 Trophies
Reach 10 Trophies