Makawao Winter Rentals & Holiday Homes
Discover winter rentals Makawao - We found 16 exact matches
About Makawao Winter Rental on Travel The Horizon
Planning on a winter vacation in Makawao? Discover 16 places to stay in Makawao, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Travel The Horizon, we have a wide range of listings for accommodations in Makawao, 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. Travel The Horizon winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Makawao winter accommodation starts at US $622, and the most popular properties in Makawao 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, Travel The Horizon will make your winter trip memorable.
Travel The Horizon offers a great deal for travelers planning on renting a place in Makawao, to enjoy these benefits and to book your winter vacation homes, go to Travel The Horizon 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 Makawao and unlock even more amazing deals.
Frequently Asked Questions About Makawao Winter Rental
How much does it cost to rent a place to stay near Makawao in the wintertime?
The average cost for winter rentals in Makawao is $622 per night. Travelthehorizon has a wide list of great winter places to stay near Makawao that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Makawao that allow pets?
Yes, here are the top cottage/chalet rentals in Makawao that allow you to bring your pet or dog:
- Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
- God's Peace of Maui
- Gods Peace Of Maui
- Rustic yet modern Upcountry retreat with breathtaking views!
See all pet-friendly vacation rentals in Makawao on Travelthehorizon
Do you have any winter rentals in Makawao that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Makawao to find what works for you.
Are there winter accommodations in Makawao that have indoor swimming pools?
As of 2026, the data from Travelthehorizon shows that there are over 16 private swimming pools or indoor pools accommodations near Makawao along with other great amenities.
Do any winter holiday rentals in Makawao have hot tubs?
About 16 holiday rentals in Makawao boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
