Princeville Winter Rentals & Holiday Homes

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

• 100% Renovated Luxury Condo with Ocean/Jungle/Mountain/Waterfall Views
• Mid-century Remodeled Spectacular Ocean Views! 10% Discount for Week+ Stays!
• Luxurious Upgraded 2 master BR 2 private BA Fairway views, 200 yards from Ocean
• BEST LOCATION - Spectacular OCEANFRONT Views from EVERY Room - No Stairs
• Very Private location. Amazing View. The Cliffs 6302, 1 Vehicle Parking Included
• A/C, Deluxe, Top Floor, Quiet Development, heated pool, convenient location
• Luxury Home With Spectacular 180 Degree White Water Views & Infinity Edge Pool
• Nihilani Family Condo 11C, Impeccably Decorated, Close to Pool
• The Perfect Relaxation & Beach Destination
• Beautifully Furnished-Great for families 3 Bed, 2 1/2 Bath Nihilani, Princeville

The average cost for winter rentals in Princeville is $637 per night. Pacificislands has a wide list of great winter places to stay near Princeville 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 Princeville that allow you to bring your pet or dog:

• Private pool and jacuzzi oasis; walk to the beach, golf, restaurants, shopping
• Hale Moli home
• Emmalani 423 1 Bedroom Condo by RedAwning
• WORLD CLASS #402 Superior PENTHOUSE, Full AC, 2 Suites, Best Views & Privacy

See all pet-friendly vacation rentals in Princeville on Pacificislands

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

As of 2026, the data from Pacificislands shows that there are over 1732 private swimming pools or indoor pools accommodations near Princeville along with other great amenities.