Search To-Hawaii.com
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 $441/night
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates...
From $187/night
This is a an amazing 1 bedroom 1 Bath ground floor unit with plenty of space. It has been fully renovated with beautiful furnishings inside and out....
From $240/night
We invite you to enjoy the peaceful, old-Hawaiian feel of Kauai’s North Shore and the upscale yet understated elegance of Princeville with a visit to...
From $350/night
Please know we are awaiting your arrival at Lae Nani. Are you ready to relax?! Come to Kauai and stay at Lae Nani 513! Whether you want to lay on the...
From $1,199/night
Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three...
From $745/night
Please be sure to read the reviews. Prior guests truly tell the story. This beautiful multi-million dollar property is directly oceanfront with a 180...
From $224/night
You're gonna love your Kona Reef Beachfront getaway. Imagine the big smile on your face when you walk through the door of this lovely renovated,...
From $115/night
The property is a one-acre lot with a small mango orchard (30 trees), fruit trees (lime, lemon, orange and avocado) and a beautifully manicured...
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.