Discover winter rentals Kihei - We found 4513 exact matches
About Kihei Winter Rental on Hawaii.Villas
Planning a winter vacation in Kihei? Discover 4513 places to stay, ideal for family trips, group getaways, or wedding retreats.
At HawaiiVillas, explore a wide range of accommodations in Kihei, HI perfect for your winter escape. Our listings feature private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, all equipped with top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Winter accommodations in Kihei start at US $554, with popular options including cabins, bungalows, and privately owned rental homes. Planning a snowboarding adventure? We offer numerous snowboard-friendly ski resorts, chalets, and cabins available for short-term or extended stays, whether for a weekend getaway or a longer retreat.
HawaiiVillas provides great deals for travelers seeking rentals in Kihei. To secure your winter vacation home, visit HawaiiVillas, use our filter options to specify your travel dates, property type, and desired amenities. Choose from a comprehensive list of winter vacation rentals hassle-free. Explore our interactive map to discover all lodging options in and around Kihei and unlock exclusive deals.
Frequently Asked Questions About Kihei Winter Rentals
What are the top rated Winter Rentals in Kihei?
There are a lot of options in Kihei. If you plan on staying in the Kihei area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Kihei:
- Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
- Stunning Views from only double lanai Penthouse unit.
- 5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
- Hotel-zoned Oceanfront Comfort on a Budget 2bed 2ba condo - NEW LISTING!
- Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
- Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
- Hale Ili Ili #A, Panoramic Oceanfront Unit, Steps from Charley Young, A/C
- Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
- Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean & Sunset Views!
- One of highest # of five star reviews, 1 of largest units, best panoramic views
How much does it cost to rent a place to stay near Kihei in the wintertime?
The average cost for winter rentals in Kihei is $554 per night. Hawaii.Villas has a wide list of great winter places to stay near Kihei that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Kihei that allow pets?
Yes, here are the top cottage/chalet rentals in Kihei that allow you to bring your pet or dog:
- Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
- Calming Coastal Vistas
- Modern & Polished Oceanfront Vistas
- Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
See all pet-friendly vacation rentals in Kihei on Hawaii.Villas
Do you have any winter rentals in Kihei that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Kihei to find what works for you.
Are there winter accommodations in Kihei that have indoor swimming pools?
As of 2025, the data from Hawaii.Villas shows that there are over 4513 private swimming pools or indoor pools accommodations near Kihei along with other great amenities.
Do any winter holiday rentals in Kihei have hot tubs?
About 4513 holiday rentals in Kihei boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Kihei?
Yes, there are many luxury places to stay in Kihei for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Kihei with all the best amenities for your next trip.
