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/beautiful-beachfront-corner-unit-condo-with-wraparound-lanai/HA-3211294894" class="class="static-page-link"">Beautiful Beachfront Corner Unit Condo with wraparound lanai</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/family-oceanview-oasis-hot-tub-sleep-12/HA-3213418091" class="class="static-page-link"">Family Oceanview Oasis, Hot Tub, Sleep 12</a> <a href="/property/support-local-new-makaha-valley-home/HA-3213703802" class="class="static-page-link"">Support LOCAL: NEW! Makaha Valley Home</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>

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 $626 per night. Pacificislands 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 New Tropical Island Ohana near Beach with community Pool Spa Gym PingPong and more @ 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 Pacificislands

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 Pacificislands shows that there are over 275 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 $477

9.6 (154 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 275 exact matches

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