Wailuku Winter Rentals & Holiday Homes
Discover winter rentals Wailuku - We found 239 exact matches
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Frequently Asked Questions About Wailuku Winter Rental
What are the top rated Winter Rentals in Wailuku?
There are a lot of options in Wailuku. If you plan on staying in the Wailuku area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Wailuku:
- Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath
- Beautifully Upgraded, Beachfront, Ground Floor.Dream Vacation! #118
- Beautiful Ocean Front condo Free wi-fi. Legal Rental
- Today.Tonight.Turtles.Turtles.Turtles!n
- Gorgeous Oceanfront Complex on Maui! Kanai A Nalu, with FREE parking!
- IMPECCABLE! LUXURY GROUND FLOOR OCEANFRONT. 50' FROM THE SEA TURTLE SANCUARY!
- IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!
- Welcome to our luxury one bedroom Eco-Friendly Honeymoon Suite condo.
- Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway
- Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *
How much does it cost to rent a place to stay near Wailuku in the wintertime?
The average cost for winter rentals in Wailuku is $432 per night. Travelthehorizon has a wide list of great winter places to stay near Wailuku that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Wailuku that allow pets?
Yes, here are the top cottage/chalet rentals in Wailuku that allow you to bring your pet or dog:
- Oceanfront 3rd Floor Unit at Maalaea Kai Complex
- Spectacular luxury , modern oceanfront condo Maalaea-Kihei ,Maui
- Maalaea Banyans by Coldwell Banker Island Vacations
- Romantic Beachfront Getaway
See all pet-friendly vacation rentals in Wailuku on Travelthehorizon
Do you have any winter rentals in Wailuku that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Wailuku to find what works for you.
Are there winter accommodations in Wailuku that have indoor swimming pools?
As of 2026, the data from Travelthehorizon shows that there are over 239 private swimming pools or indoor pools accommodations near Wailuku along with other great amenities.
