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Hawaii Vacation Rentals with More Room
The right Hawaii rental feels good the moment you come back from the beach, open the lanai doors and settle into island time. To-Hawaii.com helps you find vacation rentals across Oahu, Maui, Kauai, Big Island, Molokai and Lanai, from beachfront condos and studios to private homes and luxury villas.
Browse by Island
Start with the island you are visiting, then narrow the search by beach town, resort area, bedroom count and rental type.
Waikiki condos, Ko Olina villas, North Shore homes and beach towns near Honolulu.
View Oahu
Kaanapali condos, Kihei beach stays, Wailea villas and West Maui resort rentals.
View Maui
Princeville, Poipu, Hanalei, Kapaa and scenic rentals near beaches and lush valleys.
View Kauai
Kona Coast condos, Kohala resort villas, Hilo stays and Volcano-area retreats.
View Big Island
Low-key condos and homes near Kaunakakai, Maunaloa and relaxed island scenery.
View Molokai
Quiet rentals for travelers looking for space, privacy and a slower Lanai pace.
View LanaiPopular Rental Areas
See beach towns, resort districts and oceanfront communities before choosing where to stay.
Rental Finder
These island area links help you move through Hawaii rental locations by island, beach town and resort area. Each island has its own mix of resort condos, beach homes, villas and quieter neighborhood rentals.
Oceanfront condos, large homes and holiday dates can sell out well before peak travel weeks.
Look at kitchens, pools, parking, laundry, air conditioning, beach access and sleeping layouts.
Stay near the beaches, tours, restaurants and driving routes that matter most for your trip.
Review final rates, cleaning fees, taxes, house rules and cancellation policies before booking.
Featured Rentals
See featured Hawaii vacation rentals across the islands.
From $189/night
Fresh, remodeled one bedroom, best unit in the building!This double lanai, dual view top floor penthouse is absolutely over the top!NOTE: You may...
From $523/night
SPECTACULAR. Your Luxury Truly AIR CONDITIONED, Oceanfront home awaits. QUIET serene neighborhood... Here is the finest of everything. 3brm 2 1/2...
From $1,001/night
Konea 106, Honau Kai Resort, is a fabulous ground floor unit (2 Bed/1 Bath) located at the center of the resort on the quiet side with a private...
From $385/night
Location, location & location! Or, you could say: Ocean, Ocean & more Ocean. Breathtaking ocean views are captured on the lanai's WEB CAM:...
From $674/night
LOCATION: Hale Poipu is in an unbeatable location in the prestigious Poipu Kai Resort, adjacent to the world-class Grand Hyatt Resort. It’s a great...
From $654/night
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promos:...
From $539/night
Gracious comforts of yesteryears and featured in the coffee table book, The Hawaiian House Now, the home is an historic 1895 structure, modified in...
From $248/night
Probably one of the finest direct ocean views in all of Kailua-Kona. This 3rd floor unit looks straight over the ocean and Kailua Bay. Watch the...
Hawaii Rental Planning Help
Choose the island area, rental type and features that make daily plans easier, from beach time and meals to tours, drives and quiet time back at the rental.
Hawaii vacation rentals include beach condos, oceanview villas, resort residences, private homes, studios, cottages and larger estates for families or groups.
Oahu is a strong choice for Waikiki, Ko Olina and city access. Maui has many resort condos and beach communities. Kauai has quieter north and south shore rentals, while the Big Island has Kona Coast, Kohala Coast and Volcano-area stays.
Yes. Many rentals have kitchens, separate bedrooms, lanais, laundry, parking and resort amenities, giving families and groups more room than a hotel room.
Book early for holiday weeks, summer, winter high season, oceanfront units, larger homes and rentals in popular areas like Waikiki, Kaanapali, Kihei, Wailea, Princeville and Kailua-Kona.
Review the final nightly rate, fees, taxes, cancellation policy, sleeping layout, parking, air conditioning, beach access, pool access and house rules on the partner booking page.