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Kauai Winter Rentals & Holiday Homes

Discover winter rentals Kauai - We found 5238 exact matches

About Kauai Winter Rental on SunSkiResorts

Planning a winter vacation in Kauai? Discover 5238 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Kauai, HI perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in Kauai start at $778. The most popular properties in Kauai include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in Kauai, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Kauai and unlock incredible deals.

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Frequently Asked Questions About Kauai Winter Rentals

The average cost for winter rentals in Kauai is $778 per night. SunSki has a wide list of great winter places to stay near Kauai that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Kauai that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Kauai on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Kauai to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 5238 private swimming pools or indoor pools accommodations near Kauai along with other great amenities.

About 5238 holiday rentals in Kauai boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Kauai for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Kauai with all the best amenities for your next trip.