South O'ahu Winter Rentals & Holiday Homes
Discover winter rentals South O'ahu - We found 4088 exact matches
About South O'ahu Winter Rental on Hawaii.Villas
Planning a winter vacation in South O'ahu? Discover 4088 places to stay, ideal for family trips, group getaways, or wedding retreats.
At HawaiiVillas, explore a wide range of accommodations in South O'ahu, 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 O'ahu start at US $488, 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 O'ahu. 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 O'ahu and unlock exclusive deals.
Winter Rental: Explore Top Destinations
- Winter Rental in Arizona
- Winter Rental in Aspen
- Winter Rental in Bachelor Gulch
- Winter Rental in Beaver Creek
- Belmar Winter Rental
- Big Bear Winter Rental
- Big Bear Lake Winter Rental
- Breckenridege Winter Rental
- Broken Bow Winter Rental
- California Winter Rental
- Cape Cod Winter Rental
- Colorado Winter Rental
- Davenport Winter Rental
- Florida Winter Rental
- Florida Keys Winter Rental
Explore More
- Beach Home Rentals
- Business Travel
- Cabin Rentals
- Cottage Rentals
- Cheap Hotels
- Family Rentals
- Group Travel
- Holiday Home Rentals
- Hotels with Suites
- Luxury Rentals
- Monthly Stays
- Oceanfront Vacation Rentals
- Pet Friendly Vacation Rentals
- Vacation Rentals with Pools
- Resort Rentals in South O'ahu
- Short Term Stays
- Ski Chalet Rentals
- Summer Rentals
- Sustainable Travel
- Timeshare Rentals
- Unique Vacation Rentals
- Vacation Rentals
- Villa Rentals
Frequently Asked Questions About South O'ahu Winter Rentals
There are a lot of options in South O'ahu. If you plan on staying in the South O'ahu 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 O'ahu:
- BEAUTIFUL WAIKIKI SHORE 2 BDRM BEACHFRONT CONDO. SPECTACULAR OCEAN/SUNSET VIEWS.
- High-end Renovations! Gorgeous, Oceanview, Oceanfront Luxury Suite!
- Ilikai 30-Day Rental Direct Lagoon, Firework, and Ocean Views
- Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!
- Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
- Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5Broom/4Bath
- Beach Front Studio With Spectacular Ocean Views
- HAWAII KOLOA KAI at the WAIKIKI BANYAN: OCEAN VIEW & FREE DAILY PARKING
- Please contact me for specific dates that you may be interested in.
- Oceanview Waikiki condo, free parking! RENOVATED 2025
- Magnificent Ocean View Penthouse, FREE PARKING-n Pool renovation until April 20
- ISLAND COLONY STUDIO 2017
- Waikiki Banyan Condo w/King Bed & Parking, Near Beach
- Deluxe Waikiki Ocean Front Suite - Ilikai
See all pet-friendly vacation rentals in South O'ahu on Hawaii.Villas
About 4088 holiday rentals in South O'ahu boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

























