Maui4,164 rentals · avg $684/nt · ★ 4.84The all-rounder: the most beaches, resorts and condos in Hawaii, from Kaanapali and Kapalua in the west to Kihei and Wailea in the south.KaanapaliKapaluaKiheiWaileaMaalaeaHanaExplore Maui
Kauai1,609 rentals · avg $763/nt · ★ 4.85The garden island: the North Shore's mountains and Hanalei Bay in summer, sunny Poipu in winter, and the Coconut Coast in between.PrincevilleHanaleiPoipuKapaaExplore Kauai
Oahu949 rentals · avg $643/nt · ★ 4.80City and beach: walk everywhere in Waikiki, or trade the bustle for Ko Olina's calm lagoons and Turtle Bay on the North Shore.WaikikiHonoluluKo OlinaTurtle BayExplore Oahu
Big Island1,669 rentals · avg $681/nt · ★ 4.86Volcanoes and sunshine: Kona's oceanfront condos at the best prices in Hawaii, and the Kohala Coast's white-sand resort beaches.KonaKohala CoastWaikoloaMauna LaniExplore Big Island