Search To-Hawaii.com
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 $404/night
Banyan Tree Penthouse Condo 402 is a spacious, ocean front condo with an ocean view that will leave you breathless. Located on the quiet 4th floor,...
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 $895/night
Mahana 919 is a 2 bedroom, 2 bath spacious corner unit with the most outstanding view at the Mahana and on the whole island - It is also one of the...
From $1,899/night
Escape to the breathtaking North Shore of Oahu and indulge in island luxury at its finest. This stunning 3-bedroom villa at Turtle Bay Resort offers...
From $563/night
This custom designed Hawaiian plantation style cottage is located just steps from Poipu Beach Park and Brennecke’s beach on a quiet dead end street....
From $326/night
Imagine - warm tropical climate, the sounds of the ocean waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect...
From $335/night
Aloha! Come and enjoy Hale Ho’ola. Our “House of Healing”, situated atop a bluff overlooking the beautiful blue Pacific is a corner unit so private,...
From $709/night
Our unit in the Beach Villas at Ko Olina is located on the top 11th floor of the Beach Tower. The Beach Tower is one of two towers in the Beach...
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.