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