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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 $200/night
~ Pele’s Secret Garden ~ an amazing experience! My home is registered with the County of Hawaii as a Short Term Vacation Rental STVR-19-346928...
From $302/night
Aloha! This Beautifully Updated (March 2026) Large one bedroom condo unit is Tastefully redone to complement its Natural Surroundings. Located close...
From $391/night
Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool and Tropical Gardens - Newest Listing! Your Dream Vacation on Beautiful Kauai...
From $138/night
Welcome to Tropical Retreat Guest HouseEscape to your own peaceful tropical retreat in beautiful Hilo, Hawaiʻi.Surrounded by lush tropical gardens,...
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...
From $140/night
Beautiful island style cottage with sunset views and tropical garden. If you want to experience true Hawaiian living in an eco-friendly natural, non...
From $717/night
Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by...
From $408/night
Our comfortable, third-floor, south shore condo is right ON the ocean so you will SEE --and HEAR-- the sound of the surf as soon as you open your...
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.