#1: Level of support
Hiking boots do a great job in holding your ankle in place, thus offering great ankle support which are helpful especially on rough terrains. However, due to the stiffness of the shoe, your walking movements will also have to accommodate the structure of the shoe. To prevent any blisters, break into your shoes before embarking on any hikes or treks.
Hiking shoes offer much less ankle support, but they are softer and more flexible. These are usually more suitable for nature hiking trails in Singapore including MacRitchie Trails, Bukit Timah Nature Reserve, etc. To enjoy a little more ankle support, opt for high cut hiking shoes.