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Hawaii Vacation Rentals with More Room
A good Hawaii stay starts with the right home base. 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. Look for the space, kitchen, lanai and island setting that fit your beach days, family time, honeymoon or longer stay.
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 $650/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 $191/night
10 day special in September through early December.https://www.youtube.com/watch?v=VigSB3M4z3w The above is the link to a video of my house.Makai...
From $550/night
Your ultimate paradise vacation awaits you at the Ko Olina Beach Villas Resort, Oahu's premier Oceanfront resort. Stay in this beautiful two...
From $336/night
Newly painted interior, New coffee table, two new chairs, new kitchen lights, tile floors.🌺 You are renting directly from the owners Bob & Family. We...
From $175/night
Mahinani's Farm offers a unique experience for visitors to stay in a peaceful location tucked directly between the mountains and the ocean.Our Tiny...
From $275/night
Completely remodeled in 2022, this spacious 799 sq ft one-bedroom unit is located in a quiet concrete building with high ceilings for an open, airy...
From $407/night
*Please review the current quarantine requirements on Kauai at: https://www.kauai.gov/covid-19 before booking.Hanalei Bay Villas #10 - Look no...
From $325/night
$325 per night up to 4 guests. $35 per night for each additional guest. Due to oceanfront location, this unit is located within the Tsunami...
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.