Waialua Winter Rentals & Holiday Homes
Discover winter rentals Waialua - We found 74 exact matches
About Waialua Winter Rental on Big Island Hawaii Rental
Planning on a winter vacation in Waialua? Discover 74 places to stay in Waialua, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Big Island Hawaii Rental, we have a wide range of listings for accommodations in Waialua, HI that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Big Island Hawaii Rental winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Waialua winter accommodation starts at US $657, and the most popular properties in Waialua are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Big Island Hawaii Rental will make your winter trip memorable.
Big Island Hawaii Rental offers a great deal for travelers planning on renting a place in Waialua, to enjoy these benefits and to book your winter vacation homes, go to Big Island Hawaii Rental filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Waialua and unlock even more amazing deals.
Frequently Asked Questions About Waialua Winter Rental
What are the top rated Winter Rentals in Waialua?
There are a lot of options in Waialua. If you plan on staying in the Waialua area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Waialua:
- Beautiful Oceanfront Hideaway
- BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire
- Likely, THE Most Peaceful & Beautiful in the North Shore Estate
- Spectacular Executive Beachfront Retreat
- Beach Front Estate w/Guest Cottage, Sandy Beach, Heated Pool/Spa: Please Inquire
- Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony
- Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/Hot Tub
- Beachfront Cottage on North Shore Oahu, Sleeps 4, $295/Night
- CALL TO BOOK. AVAILABLE Beachy Hawaiian Cottage on the North Shore. 2 bed-1 bath
- Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
How much does it cost to rent a place to stay near Waialua in the wintertime?
The average cost for winter rentals in Waialua is $657 per night. Bigislandhawaiirental has a wide list of great winter places to stay near Waialua that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Waialua that allow pets?
Yes, here are the top cottage/chalet rentals in Waialua that allow you to bring your pet or dog:
- Beach Front Large Home On the Ocean. Shorter stays can be arranged. Gorgeous
- Vacation beach home for sun and fun
- Beachfront private guest suite on the ocean. Ask about 2 week stays.
- Contemporary Hawaii Living, Calm North Shore Beach
See all pet-friendly vacation rentals in Waialua on Bigislandhawaiirental
Do you have any winter rentals in Waialua that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Waialua to find what works for you.
Are there winter accommodations in Waialua that have indoor swimming pools?
As of 2026, the data from Bigislandhawaiirental shows that there are over 74 private swimming pools or indoor pools accommodations near Waialua along with other great amenities.
