Honolulu Winter Rentals & Holiday Homes

There are a lot of options in Honolulu. If you plan on staying in the Honolulu area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Honolulu:

• High-end Renovations! Gorgeous, Oceanview, Oceanfront Luxury Suite!
• Ilikai 30-Day Rental Direct Lagoon, Firework, and Ocean Views
• Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!
• Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
• Beach Front Studio With Spectacular Ocean Views
• HAWAII KOLOA KAI at the WAIKIKI BANYAN: OCEAN VIEW & FREE DAILY PARKING
• Oceanview Waikiki condo, free parking! RENOVATED 2025
• Please contact me for specific dates that you may be interested in.
• Aloha Suite Near the Sea III - 2 Block Walk to Beach!
• Luxurious Beachfront Condo with Spectacular Ocean Views! FREE Parking!

The average cost for winter rentals in Honolulu is $491 per night. Pacificislands has a wide list of great winter places to stay near Honolulu that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Yes, here are the top cottage/chalet rentals in Honolulu that allow you to bring your pet or dog:

• Magnificent Ocean View Penthouse, FREE PARKING-n Pool renovation until April 20
• ISLAND COLONY STUDIO 2017
• Waikiki Banyan Condo w/King Bed & Parking, Near Beach
• Deluxe Waikiki Ocean Front Suite - Ilikai

See all pet-friendly vacation rentals in Honolulu on Pacificislands

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

As of 2026, the data from Pacificislands shows that there are over 4181 private swimming pools or indoor pools accommodations near Honolulu along with other great amenities.