The first diagram shows the enthalpy of formation of the compounds relative to the elements (which use to be molecules already). In that case, as cyclohexatriene doesn't exist, its expected enthalpy of formation can't be measured and has to be estimated somehow, for instance by extrapolation from cyclohexene and cyclohexadiene. The step between them happens to be a dehydrogenation. The diagram aims to show that benzene is not a triene, but a "resonating" compound (its electrons are static, don't be mislead by the imperfect term).
The second diagram compares activation energies for an ion that may be a step of some reaction mecanism. This doesn't link directly with the enthalpy of formation of the compound.
"Stability" is used as a synonym for enthalpy of formation. Misleading but established choice. Reactivity can't be predicted from the heat of formation. For instance benzene (ΔH>0) is inert while nitroglycerine (ΔH<0) goes boom.
One should also realize that molecules react at a few atoms, while their enthalpy of formation is a global property. If an alkyne carries for instance carboxylic acid functions, the molecule's enthalpy of formation can be negative, but the triple bond stays reactive.
So rather than "an alkene is reactive", something like "a double bond is reactive" would be better - keeping in mind that neighbour atoms influence the reactivity a lot, and that reactivity depends on what action you plan.