Diamond Head

Few landmarks define Oahu's skyline as completely as Diamond Head, and the neighborhood that has grown up at the base of its volcanic crater is among the most prestigious on the island. Homes here sit along a dramatic stretch of coastline with direct access to some of Oahu's finest surf breaks, including the legendary Cliffs, a favorite among serious surfers and ocean lovers alike. The energy and amenities of Waikiki are within easy walking or cycling distance, yet Diamond Head itself feels calm, residential, and distinctly removed from the high-rise scene. Gather's luxury vacation rentals in Diamond Head place you in private oceanfront and ocean-view homes that reflect the quiet prestige this neighborhood has long been known for.