Waimanalo Winter Rentals & Holiday Homes
Discover winter rentals Waimanalo - We found 54 exact matches
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Frequently Asked Questions About Waimanalo Winter Rental
What are the top rated Winter Rentals in Waimanalo?
There are a lot of options in Waimanalo. If you plan on staying in the Waimanalo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Waimanalo:
- Adorable Beachfront Home Located on Secluded White Sand Beach!
- Oceanfront Lanikai Home with Access to Secluded White Sand Beach
- Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking
- Kailua, rental, yard, carport, BBQ, 7 min drive to bch
- Waimānalo Beach Cottages 2 min walk to the beach!
- Kailua view house with infinity pool 9500/month
- NEWLY REMODELED Mansion with Central A/C, Pool & Jacuzzi overlooking the Ocean
- Hale Waimanalo Beachfront Home
- Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking
- 3 Storey Oceanfront Home with Spectacular Views and Access to Secluded Beach!
How much does it cost to rent a place to stay near Waimanalo in the wintertime?
The average cost for winter rentals in Waimanalo is $1,116 per night. Pacificislands has a wide list of great winter places to stay near Waimanalo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Waimanalo that allow pets?
Yes, here are the top cottage/chalet rentals in Waimanalo that allow you to bring your pet or dog:
- Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689
- Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
- Hale Mokulua - Lanikai w/heated pool, spa, steps to Beach!
- Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation
See all pet-friendly vacation rentals in Waimanalo on Pacificislands
Do you have any winter rentals in Waimanalo that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Waimanalo to find what works for you.
Are there winter accommodations in Waimanalo that have indoor swimming pools?
As of 2026, the data from Pacificislands shows that there are over 54 private swimming pools or indoor pools accommodations near Waimanalo along with other great amenities.
