What are the top rated Winter Rentals in Hilo?

There are a lot of options in Hilo. If you plan on staying in the Hilo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Hilo: <a href="/property/elegant-1937-home-steps-away-from-black-sand-beaches/HA-321696728" class="class="static-page-link"">Elegant 1937 Home Steps Away from Black Sand Beaches</a> <a href="/property/oceanfront-orchid-room-hilo-beach-house-inn/HA-1217179211" class="class="static-page-link"">Oceanfront Orchid Room - Hilo Beach House Inn</a> <a href="/property/family-luxury-villa-w-pool-hilo-5-min-from-the-beach/HA-3212873644" class="class="static-page-link"">Family luxury villa w/Pool Hilo — 5 min from the beach!</a> <a href="/property/pineapple-loft-downtown-hilo-wac/HA-3213023541" class="class="static-page-link"">Pineapple Loft - Downtown Hilo wAC</a> <a href="/property/remodeled-condo-in-the-heart-of-hilo-with-pool-lanai-walkable-location/HA-3213632578" class="class="static-page-link"">Remodeled condo in the heart of Hilo with pool, lanai &amp; walkable location</a> <a href="/property/hale-kawehi-b-b-guesthouse/EP-6949613" class="class="static-page-link"">Hale Kawehi B&amp;B Guesthouse</a> <a href="/property/waterfront-in-heart-of-hilo-1-block-to-hotels-built-on-pond-w-fish-turtles/HA-321663493" class="class="static-page-link"">Waterfront in heart of Hilo, 1 block to hotels. Built on pond w/fish &amp; turtles.</a> <a href="/property/cozy-2br-1ba-apt-in-waiakea-villas-with-work-space/HA-3212747834" class="class="static-page-link"">Cozy 2br 1ba Apt in Waiakea Villas with work space</a> <a href="/property/spectacular-views-gorgeous-home-in-hilo-with-pool/HA-3212304069" class="class="static-page-link"">Spectacular Views! Gorgeous Home In Hilo With Pool</a> <a href="/property/happy-honu-oasis-surf-shack-with-pool-and-a-c/HA-3213702245" class="class="static-page-link"">Happy Honu Oasis, Surf shack with pool and A/C</a>

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

The average cost for winter rentals in Hilo is $497 per night. Bigislandhawaiirental has a wide list of great winter places to stay near Hilo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

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

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

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

As of 2026, the data from Bigislandhawaiirental shows that there are over 61 private swimming pools or indoor pools accommodations near Hilo along with other great amenities.

Winter Rentals in Hilo:【 GREAT PRICES 】

Gorgeous! The Waterfall Retreat At Reed's Island

From US $543

9.6 (156 Reviews)

House

Gorgeous! The Waterfall Retreat At Reed's Island

Air Conditioner
Parking
TV

Hilo Winter Rentals & Holiday Homes

Discover winter rentals Hilo - We found 61 exact matches

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