South Maui Winter Rentals & Holiday Homes
Discover winter rentals South Maui - We found 4923 exact matches
About South Maui Winter Rental on Hawaii.Villas
Planning a winter vacation in South Maui? Discover 4923 places to stay, ideal for family trips, group getaways, or wedding retreats.
At HawaiiVillas, explore a wide range of accommodations in South Maui, 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 South Maui start at US $608, 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 South Maui. 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 South Maui and unlock exclusive deals.
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Frequently Asked Questions About South Maui Winter Rentals
There are a lot of options in South Maui. If you plan on staying in the South Maui area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in South Maui:
- 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
- Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
- 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
- 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!
- Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
- Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean & Sunset Views!
- 200+ 5 Star Reviews, Premier Front-Row Sunset Views,1 Of Largest Spacious Condos
- Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
- Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
- Kihei Maui Island Style, Beach, Pool, Restaurants Kihei Gardens Estates
- Modern & Polished Oceanfront Vistas
- Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
See all pet-friendly vacation rentals in South Maui on Hawaii.Villas
About 4923 holiday rentals in South Maui boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
