We present 16 new ultrabright H AB 25 galaxy candidates at z ∼ 8 identified over the COS-MOS/UltraVISTA field. The new search takes advantage of the deepest-available ground-based optical and near-infrared observations, including the DR3 release of UltraVISTA and full-depth Spitzer/IRAC observations from the SMUVS and SPLASH programs. Candidates are selected using Lyman-break color criteria, combined with strict optical non-detection and SED-fitting criteria, designed to minimize contamination by low-redshift galaxies and low-mass stars. HST /WFC3 coverage from the DASH program reveals that one source evident in our ground-based near-IR data has significant substructure and may actually correspond to 3 separate z ∼ 8 objects, resulting in a total sample of 18 galaxies, 10 of which seem to be fairly robust (with a > 97% probability of being at z > 7). The UV-continuum slope β for the bright z ∼ 8 sample is β = −2.2 ± 0.6, bluer but still consistent with that of similarly bright galaxies at z ∼ 6 (β = −1.55 ± 0.17) and z ∼ 7 (β = −1.75 ± 0.18). Their typical stellar masses are 10 9.1 +0.5 −0.4 M ⊙ , with the SFRs of 32 +44 −32 M ⊙ /year, specific SFR of 4 +8 −4 Gyr −1 , stellar ages of ∼ 22 +69 −22 Myr, and low dust content A V = 0.15 +0.30 −0.15 mag. Using this sample we constrain the bright end of the z ∼ 8 UV luminosity function (LF). When combined with recent empty field LF estimates at similar redshifts, the resulting z ∼ 8 LF can be equally well represented by either a Schechter or a double power-law (DPL) form. Assuming a Schechter parameterization, the best-fit characteristic magnitude is M * = −20.95 +0.30 −0.35 mag with a very steep faint end slope α = −2.15 +0.20 −0.19. These new candidates include amongst the brightest yet found at these redshifts, 0.5−1.0 magnitude brighter than found over CANDELS, providing excellent targets for spectroscopic and longer-wavelength follow-up studies.