Search Kailua-Kona Cottage Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Kailua-Kona Cottages

Private Cottage In The Rain Forest TA065882726401

10.0 out of 10, Exceptional, (141)
"The house was beautiful and so peaceful, and the grounds were gorgeous. I loved listening to the frogs singing every night. The hosts were so thoughtful and checked in on us frequently. They also stocked the house with every imaginable amenity. They made a magical trip even more fabulous!amenitya.magical trip even impressed, and"
Private Cottage In The Rain Forest TA065882726401

Stunning, Romantic Cottage on Slope of Hualalai

10.0 out of 10, Exceptional, (202)
"Prestine cottage on a manicure landscape, with full luxurious amenities. Perfect romantic get away.Great location to get around the island.I our host Gale, greeted us as we arrived and gave us a full rundown of her cottage.Everything was picture perfect and we made lasting memories on our visit to the Big Island."
Stunning, Romantic Cottage on Slope of Hualalai

Cozy Vintage Inspired Hawaiian Guest Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very neat and clean little cottage in a nice little quiet neighborhood. Close to airport and coastline of Kona. Shopping and great places to visit are within a short drive. The owner, Andrew, is nearby and always available for suggestions or questions about the area. I highly recommend staying here."
Cozy Vintage Inspired Hawaiian Guest Cottage

Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village

9.4 out of 10, Exceptional, (40)
"The property is at a beautiful spot"
Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village

Craftsman Cottage on 6 forested acres

9.8 out of 10, Exceptional, (84)
"Loved this place - was quiet, secluded, and safe, and nearly 3000' above Kona. Good communication - would definitely stay here again. Looks for the signs to Ohia Rental! "
Craftsman Cottage on 6 forested acres

Charming Kailua-kona Apartment Near Hiking & Golf!

3.0 star property
8.6 out of 10, Excellent, (7)
"We had a wonderful stay in April. The onsite property manager is a delight to chat with, and the apartment was clean, comfortable, and has everything we could need from appliances to beach equipment. We look forward to staying again!"
Charming Kailua-kona Apartment Near Hiking & Golf!

Lovely Kailua-kona Home ~ 2 Mi to Town & Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely place to stay. 1 really tall bed was an adventure to jump into but was fun being so high up off of the ground. The home was really clean and it was a really nice touch with the gift pack. The balcony is really lovely spot early mornings and evenings to chill out on too. "
Lovely Kailua-kona Home ~ 2 Mi to Town & Beach!

Breezy Kailua-kona Bungalow w/ Lanai & Ocean View!

3.0 star property
9.0 out of 10, Wonderful, (2)
Breezy Kailua-kona Bungalow w/ Lanai & Ocean View!

Kailua-kona House w/ Balcony & Ocean Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
Kailua-kona House w/ Balcony & Ocean Views!

2 bedroom 1 bath cottage 10 minutes from beach

8.0 out of 10, Very good, (3)
"Great communication, clean and organized home with the things needed to enjoy Hawaii."
2 bedroom 1 bath cottage 10 minutes from beach

Kailua-kona Coastal Refuge w/ Lanai + Ocean Views!

3.0 star property
Kailua-kona Coastal Refuge w/ Lanai + Ocean Views!

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

10.0 out of 10, Exceptional, (68)
"Really perfect size for a couple, comfortable bed, great shower, location just above Magic Sands through a sweet little pathway. Enjoyed our stay very much!"
1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Private gated Tropical Hawaiian Retreat, 5 minutes to Kailua Kona and the Ocean.

4.0 star property
Private gated Tropical Hawaiian Retreat, 5 minutes to Kailua Kona and the Ocean.

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

3.0 star property
Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

1 Mile to Magic Sands Beach: Kailua-kona Cottage

3.0 star property
1 Mile to Magic Sands Beach: Kailua-kona Cottage

Oceanfront Kona Home w/ Beach Access & Views!

3.0 star property
Oceanfront Kona Home w/ Beach Access & Views!

Charming Kailua-Kona Apartment Near Hiking & Golf!

9.0 out of 10, Wonderful, (14)
"Very comfortable and would stay there again."
Charming Kailua-Kona Apartment Near Hiking & Golf!

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

9.0 out of 10, Wonderful, (11)
"Small but adequate 1br with some view of the coastline overlooking the airport."
Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Kona Coast Hideaway w/ Patio & Pacific Ocean Views

3.0 star property
Kona Coast Hideaway w/ Patio & Pacific Ocean Views

Bright & Airy Beach House w/ Oceanfront Views

3.0 star property
Bright & Airy Beach House w/ Oceanfront Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua-Kona Hotel Reviews