This study examines litter accumulation and associated soil fertility islands under kūpaoa (Dubautia menziesii) shrubs, common at high elevations in Haleakalā National Park (Maui, Hawai’i). The main purposes were to: (i) Analyze chemical and physical properties of kūpaoa leaf-litter, (ii) determine soil changes caused by organic-matter accumulation under plants, and (iii) compare these with the known pedological effects of silversword (Argyroxiphium sandwicense) rosettes in the same area. Surface soil samples were gathered below shrubs, and compared with paired adjacent, bare sandy soils; two soil profiles were also contrasted. Litter patches under kūpaoa covered 0.57–3.61 m2 area and were 22–73 mm thick. A cohesive, 5–30-mm-thick soil crust with moderate aggregate stability developed underneath litter horizons; grain aggregation was presumably related to high organic-matter accumulation. Shear strength and compressibility measurements showed crusts opposed significantly greater resistance to physical removal and erosion than adjacent bare soils. As compared to contiguous bare ground areas, soils below shrubs had higher organic matter percentages, darker colors, faster infiltration rates, and greater water-retention capacity. Chemical soil properties were greatly altered by organic matter: Cations (Ca2+, Mg2+, K+), N, P, and cation-exchange capacity, were higher below plants. Further processes affecting soils under kūpaoa included microclimatic amelioration, and additional water input by fog-drip beneath its dense canopy. Substrate modifications were more pronounced below D. menziesii than A. sandwicense. Organic matter and available nutrient contents were higher under shrubs, where soils also showed greater infiltration and water-retention capacity. These trends resulted from contrasting litter properties between plant species, as kūpaoa leaves have higher nutrient content than silversword foliage. Different litter dynamics and reproduction strategies may also explain contrasting soil properties between the monocarpic rosettes and polycarpic kūpaoa. By inducing substantial substrate changes, Dubautia shrubs alter—or even create—different microhabitats and exert critical control on alpine soil development at Haleakalā.