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