Wailua Winter Rentals & Holiday Homes
Discover winter rentals Wailua - We found 680 exact matches
About Wailua Winter Rental on Hawaii.Villas
Planning a winter vacation in Wailua? Discover 680 places to stay, ideal for family trips, group getaways, or wedding retreats.
At HawaiiVillas, explore a wide range of accommodations in Wailua, 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 Wailua start at US $496, 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 Wailua. 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 Wailua and unlock exclusive deals.
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Frequently Asked Questions About Wailua Winter Rentals
There are a lot of options in Wailua. If you plan on staying in the Wailua area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Wailua:
- Romantic & Breathtaking Oceanfront Kauai Condo
- Spring Specials!, Wkly Disc. & Promos 5 star Reviews! F403 Top Floor 2 BR/3 BA
- Top Floor Penthouse Ocean & Pool View 2 Cal King Beds Best Reviews In Waipouli
- Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool
- Waipouli Beach D-303 2 Heavenly Cal King Beds We Pay Resort Fee's - Best Reviews
- Beautiful Spacious Oceanfront Condo on Wailua Bay
- Waipouli Beach Resort Extra Large Unit! Luxurious Decor! Sleeps up to 8*
- Waipouli Beach Resort #F204 - Ocean View 2 Master Bedroom + 3 Bath Condo w/Pool
- Direct Ocean Front, Top Floor Studio Paradise
- Paradise found-Ocean Front 2 Bdr-Bath-Lanais—Primary bedroom faces ocean FULL AC
- H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
- Waipouli Beach Resort B101
- H302 - Stunning Ocean View Corner Suite at The Waipouli Beach Resort - Sleeps 4
- Luxury Ocean Front Property! Ocean& pool view. B204
See all pet-friendly vacation rentals in Wailua on Hawaii.Villas
About 680 holiday rentals in Wailua boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

























