Wailea-Makena Winter Rentals & Holiday Homes
Discover winter rentals Wailea-Makena - We found 1243 exact matches
About Wailea-Makena Winter Rental on Hawaii.Villas
Planning a winter vacation in Wailea-Makena? Discover 1243 places to stay, ideal for family trips, group getaways, or wedding retreats.
At HawaiiVillas, explore a wide range of accommodations in Wailea-Makena, 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 Wailea-Makena start at US $1,068, 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 Wailea-Makena. 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 Wailea-Makena and unlock exclusive deals.
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Frequently Asked Questions About Wailea-Makena Winter Rentals
There are a lot of options in Wailea-Makena. If you plan on staying in the Wailea-Makena area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Wailea-Makena:
- Romantic, Luxury, Sensual Retreat - Couples Only
- Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- 🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- nNEW KITCHEN REMODEL! Amazing View!
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
- 125+ 5star REVIEWS SAYS IT ALL! All upgraded/vaulted ceil/Golf & Ocean view!
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Ho'olei at Grand Wailea
- Grand Champions by KBM
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
See all pet-friendly vacation rentals in Wailea-Makena on Hawaii.Villas
About 1243 holiday rentals in Wailea-Makena boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
