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.
Reach 580 Trophies
City Facilities 1200 total
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
Play 999 hours.
Buy the 36th Upgrade
Hire the Manager "Diego, the Young"
Play 148 hours.
City Facilities 555 total
Reach Town Lvl 31 (Skyline City)
Unlock the Marina (Reach Town lvl 14)
Sign a Contract with all Agents
Upgrade your Port to Lvl 20
Obtain The Golden Watch Prestige Item
Do the Investment "Cooling System"
Get your 1st Lab Profit Paradox
Go max level in all Time Paradoxes in the Atomic Lab
Play 24 hours.
Sign your 1st Contract
Buy at least 1111 of each Business
Reach 150 Trophies
Unlock the events (Reach Town lvl 5)
Upgrade your Port to Lvl 2
Do the Investment "Scale Economy-o-meter"
Get 1 of each time paradox in the Atomic Lab
Buy at least 333 of each business
Reach Town lvl 2
Get 1 City Facility
Hire the Manager "Jimmy, The Advertiser"
Buy your 1st Upgrade
Buy 1 of each Business
Play 2 hours
Reach 50 Trophies
Reach 10 Trophies