Top destinations for vacation rentals in Hawaii

Top destinations for vacation rentals in Hawaii

Whether you’re chasing waterfalls along the Road to Hana, exploring ancient lava tubes in Hawaii Volcanoes National Park, learning to surf at Waikiki Beach, or watching the sunset over Hanalei Bay, Hawaii is the essence of a tropical paradise. There are Hawaii vacation rentals for every occasion, from budget-friendly condos and beachside studio apartments, to architect-designed mansions and sprawling farm estates.

Hawaii vacation rentals in Oahu

Trendy studio apartment in Oahu with tropical decor

Melt into vacation mode on Oahu, an island where you can snorkel with rainbow-colored fish, swim in jewel-toned bays, and bask on golden beaches. The island offers a dizzying lineup of Hawaii vacation home rentals, from oceanfront estates in Diamond Head to mellow apartments on the North Shore. On the east coast, Lanikai vacation rentals put you just steps from one of the island’s best beaches.

Molokai vacation rentals

Famously laid-back, Molokai is all about slowing down the pace and slipping into island time. Spend your days exploring postcard-perfect beaches, hiking through ancient forests, and discovering Hawaii’s rich indigenous culture. Don’t leave without sampling the island’s locally-grown macadamia nuts and homemade guava ice cream. Molokai offers a good selection of resort condos, as well as private cottages set in a lush tropical gardens.

Hawaii vacation rentals in Maui

With attractions like the Road to Hana and Haleakala National Park, Maui is one of Hawaii’s most visited islands. Check into a serviced resort condo or experience the Valley Isle through a local lens with Hawaii vacation house rentals. After a day of sightseeing, unwind with pineapple wine and fresh-baked banana bread on your private porch. Resorts like Kaanapali are strewn with gorgeous Hawaii luxury vacation rentals.

Hawaii vacation rentals in Kauai

Kauai vacation rental home with pool and tropical garden

Kauai is a vision of rainforest-clad mountains and emerald green valleys. No building can be taller than a coconut palm, which means the island swaps high-rise hotels for low-lying resorts and homes. Find some of the best rentals in towns like Poipu, Princeville, and Kapaa. Vacation homes in Hawaii are a great excuse to stock up at local markets and prepare your own island-inspired feasts.

Honolulu Hawaii vacation rentals

Honolulu sits pretty on Oahu’s south shore and offers a taste of Hawaii’s urban scene. There’s fantastic shopping at the Ala Moana complex, historic Victorian-era architecture to admire, and a handful of art museums to visit. Honolulu is a bastion for affordable Hawaii rentals and offers a huge selection of condos and apartments. Kitchenettes make it easy to save on eating out and prepare your own Hawaiian poke bowls.

Waikiki Hawaii vacation rentals

Condo with ocean views and sun terrace in Waikiki, Hawaii

Waikiki is one of Hawaii’s glitziest neighborhoods, fringed by a crescent-shaped beach lined with swaying palms. Waikiki rentals put you within strolling distance of the beach and a plethora of shops, cafes, bars, and restaurants. Most condos are in high-rise buildings which means views of the Pacific Ocean and Diamond Head volcanic crater are easy to come by. You’ll also enjoy access to swimming pools and other resort-style facilities.

Hawaii vacation rentals Big Island

The Big Island offers incredible diversity, with a highlight reel of gorgeous beaches, dramatic volcanic landscapes, and ancient Hawaiian history. Waikoloa vacation rentals showcase the sun-drenched Kona Coast and are a great base for exploring the island. Puako vacation rentals are also popular, many offering stunning ocean views and the chance to spot humpbacks breaching offshore. Enjoy a whirlwind stay or live the dream with long-term Hawaii rentals.

Plan your Hawaiian adventure with our family-friendly destination guides