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