Kapaa Winter Rentals & Holiday Homes

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

• Romantic & Breathtaking Oceanfront Kauai Condo
• Spring Specials!, Wkly Disc. & Promos 5 star Reviews! F403 Top Floor 2 BR/3 BA
• Top Floor Penthouse Ocean & Pool View 2 Cal King Beds Best Reviews In Waipouli
• Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool
• Waipouli Beach D-303 2 Heavenly Cal King Beds We Pay Resort Fee's - Best Reviews
• It's All About the View! Oceanfront, A/C, Elevator
• A Welcoming Beachfront 2BR/2BA, Vacation Home, W/D, AC, STEPS TO BEACH!
• Beautiful Spacious Oceanfront Condo on Wailua Bay
• Waipouli Beach Resort Extra Large Unit! Luxurious Decor! Sleeps up to 8*
• Waipouli Beach Resort #F204 - Ocean View 2 Master Bedroom + 3 Bath Condo w/Pool

The average cost for winter rentals in Kapaa is $499 per night. Kauaiohanavacationrentals has a wide list of great winter places to stay near Kapaa 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 Kapaa that allow you to bring your pet or dog:

• H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
• Waipouli Beach Resort B101
• Kauai Plantation Hale Suites by Coldwell Banker Island Vacations
• Luxury Ocean Front Property! Ocean& pool view. B204

See all pet-friendly vacation rentals in Kapaa on Kauaiohanavacationrentals

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

As of 2026, the data from Kauaiohanavacationrentals shows that there are over 777 private swimming pools or indoor pools accommodations near Kapaa along with other great amenities.