Discover winter rentals Waialee - We found 198 exact matches
About Waialee Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Waialee, HI perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Waialee. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Waialee and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Waialee Winter Rentals
What are the top rated Winter Rentals in Waialee?
There are a lot of options in Waialee. If you plan on staying in the Waialee area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Waialee:
- Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!
- 'Sunset Hale' Close to Beach
- SUNSET BEACH FRONT LUXURY RENTAL WITH A/C. n72 JET JACUZI SPA COMING NOV/2025
- Enjoy this Lovely Tropical Paradise!
- Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
- Walk to Pipeline Rocky Point and Waimea
- Haleiwa oceanfront inquiry special rate options
- Smokie Acre Blossoms - North Shore Oahu, Sunset Beach
- Epic Forest View, A/C, Fruit Trees, Beach 5m drive
- ON THE SAND! Chuns Reef Beach House - Oceanfront Studio - A/C - Beach Toys
How much does it cost to rent a place to stay near Waialee in the wintertime?
The average cost for winter rentals in Waialee is $798 per night. Vacation Cottage has a wide list of great winter places to stay near Waialee that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Waialee that allow pets?
Yes, here are the top cottage/chalet rentals in Waialee that allow you to bring your pet or dog:
- 'Sunset Hale' Close to Beach
- Waimea Bay Luxury Estate Views & Hot Tub
- Aloha Surf Cabin - Private Yard & Entrance!
- Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
See all pet-friendly vacation rentals in Waialee on Vacation Cottage
Do you have any winter rentals in Waialee that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Waialee to find what works for you.
Are there winter accommodations in Waialee that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 198 private swimming pools or indoor pools accommodations near Waialee along with other great amenities.
Do any winter holiday rentals in Waialee have hot tubs?
About 198 holiday rentals in Waialee boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Waialee?
Yes, there are many luxury places to stay in Waialee for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Waialee with all the best amenities for your next trip.
