What are the top rated Winter Rentals in Waianae?

There are a lot of options in Waianae. If you plan on staying in the Waianae area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Waianae: <a href="/property/oceanfront-beach-condo-amazing-views/HA-321473811" class="class="static-page-link"">Oceanfront Beach Condo-Amazing views</a> <a href="/property/corner-unit-beachfront-condo-with-wrap-around-lanai-at-makaha/HA-3211294894" class="class="static-page-link"">Corner Unit Beachfront Condo with Wrap-around Lanai at Makaha</a> <a href="/property/makaha-ocean-view-3-bedroom-1-bath-family-friendly/HA-321829615" class="class="static-page-link"">Makaha ocean view - 3 bedroom, 1 bath - Family friendly!</a> <a href="/property/ocean-front-paradise-in-paradise/HA-321858816" class="class="static-page-link"">Ocean Front Paradise in Paradise</a> <a href="/property/makaha-ocean-view-2-bedroom-1-bath-family-friendly/HA-3213116636" class="class="static-page-link"">Makaha Ocean View - 2 bedroom, 1 bath - family friendly</a> <a href="/property/beachfront-makaha-condo-breathtaking-ocean-views-summer-specials/HA-3213141382" class="class="static-page-link"">🌊 Beachfront Makaha Condo, Breathtaking Ocean Views, SUMMER SPECIALS! ☀️</a> <a href="/property/unique-top-of-the-line-ocean-view-in-makaha/HA-3213699289" class="class="static-page-link"">Unique, Top of the Line Ocean View in Makaha</a> <a href="/property/4br-near-beach-pool-spa-gym-free-parking-bbq/HA-3213618462" class="class="static-page-link"">4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ</a> <a href="/property/kalo-homes-the-vista-villa/HA-3214352623" class="class="static-page-link"">Kalo Homes - The Vista Villa</a> <a href="/property/affordable-luxury-tropical-ohana-in-million-gated-comm-pingpong-foosbal-rec-area/HA-3213294367" class="class="static-page-link"">Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area</a>

How much does it cost to rent a place to stay near Waianae in the wintertime?

The average cost for winter rentals in Waianae is $622 per night. Bigislandhawaiirental has a wide list of great winter places to stay near Waianae that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Waianae that allow pets?

Yes, here are the top cottage/chalet rentals in Waianae that allow you to bring your pet or dog: Genuine & Affordable 1250 sqft Big Beach-front Corner Unit Makaha Villa by AvantStay Mountain Ocean Views @ Marbella Lane - Pōmaika'i Ocean Love Nest Permitted Hawaiian Princess - High floor, amazing view, ocean, turtles, sunsets See all <a href="/all/usa/hawaii/waianae/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in Waianae</a> on Bigislandhawaiirental

Do you have any winter rentals in Waianae that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Waianae to find what works for you.

Are there winter accommodations in Waianae that have indoor swimming pools?

As of 2026, the data from Bigislandhawaiirental shows that there are over 274 private swimming pools or indoor pools accommodations near Waianae along with other great amenities.

Winter Rentals in Waianae:【 GREAT PRICES 】

Genuine & Affordable 1250 sqft Big Beach-front Corner Unit

From US $418

9.4 (155 Reviews)

Condo

Genuine & Affordable 1250 sqft Big Beach-front Corner Unit

Air Conditioner
Parking
Pool

Waianae Winter Rentals & Holiday Homes

Discover winter rentals Waianae - We found 274 exact matches

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