The energy spectrum of spin-orbit coupled states of individual sub-surface boron acceptor dopants in silicon have been investigated using scanning tunneling spectroscopy (STS) at cryogenic temperatures. The spatially resolved tunnel spectra show two resonances which we ascribe to the heavyand light-hole Kramers doublets. This type of broken degeneracy has recently been argued to be advantageous for the lifetime of acceptor-based qubits [Phys. Rev. B 88 064308 (2013)]. The depth dependent energy splitting between the heavy-and light-hole Kramers doublets is consistent with tight binding calculations, and is in excess of 1 meV for all acceptors within the experimentally accessible depth range (< 2 nm from the surface). These results will aid the development of tunable acceptor-based qubits in silicon with long coherence times and the possibility for electrical manipulation. Meanwhile, rapid progress in scanning tunnelling microscopy (STM) based lithography has paved the way towards atomically precise placement of dopant atoms [3]. While phosphorous donors in silicon remains among the most compelling candidates for dopant-based quantum computing to date, other impurity systems have recently drawn considerable attention. In particular, boron acceptors could provide a pathway towards electrically addressable spin-qubits via spin-orbit coupling [4] analogues to electrically driven spin manipulation in gate defined electron [5,6] and hole [7] quantum dots in III-V materials. Compared with other spin-orbit qubits, acceptors in silicon have several advantages: gates are not required for hole confinement and each qubit experiences the same confinement potential; furthermore the holespin decoherence, due to the nuclear spin bath, can be effectively eliminated by isotope purification of the silicon host.Unlike the ground state of donor-bound electrons in silicon, the acceptor-bound hole ground state is four-fold degenerate, reflecting the heavy-hole/light-hole degeneracy of the silicon valence band. Recent theoretical work has suggested the regime of long lifetimes for acceptors with a four-fold degenerate ground state is only accessible for small magnetic fields [4]. Interestingly, this work also suggests that symmetry breaking due to strain or electric fields could yield longer-lived qubits based on acceptor-bound holes at higher magnetic fields. The symmetry breaking perturbation of biaxial strain [4] renders the lowest two (qubit) levels within a Kramers degenerate pair, such that they do not directly couple to electric fields. Quantum confinement could provide a similar form of protection. In this Letter we demonstrate that the symmetry-reduction of a potential boundary renders the lowest two levels Kramers degenerate and heavy-hole like. Recent transport spectroscopy studies of an individual acceptor embedded in nano-scale transistors have shown that for acceptors ∼10 nm away from an interface the bulk-like four-fold degeneracy is maintained [8]. Here we demonstrate that the presence of a nearby interface (<2 nm) lift...