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: <a href="/property/waimanalo-beach-cottages-2-min-walk-to-the-beach/HA-32147138" class="class="static-page-link"">Waimānalo Beach Cottages 2 min walk to the beach!</a> <a href="/property/hale-waimanalo-beachfront-home/HA-3213612238" class="class="static-page-link"">Hale Waimanalo Beachfront Home</a> <a href="/property/family-fun-or-just-relax-and-say-aaah-max-6-5-minute-walk-to-beach/HA-121965534" class="class="static-page-link"">Family fun or just relax and say aaah! Max 6, 5 minute walk to Beach !</a> <a href="/property/tropical-waimanalo-home/HA-3212319791" class="class="static-page-link"">Tropical Waimanalo Home</a> <a href="/property/remodeled-beachfront-home-w-ocean-views-covered-lanai-ac-15-min-from-kailua/HA-3212476388" class="class="static-page-link"">Remodeled Beachfront Home w/Ocean views covered Lanai &amp; AC - 15 min from Kailua</a>

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 $1,081 per night. Bigislandhawaiirental 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 Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to Beach House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath See all <a href="/all/usa/hawaii/waimanalo/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in Waimanalo</a> on Bigislandhawaiirental

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 Bigislandhawaiirental shows that there are over 29 private swimming pools or indoor pools accommodations near Waimanalo along with other great amenities.

Winter Rentals in Waimanalo:【 GREAT PRICES 】

Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689

From US $1,394

10.0 (57 Reviews)

House

Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689

Air Conditioner
Parking
TV

Waimanalo Winter Rentals & Holiday Homes

Discover winter rentals Waimanalo - We found 29 exact matches

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