Search Kailua-Kona Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Kailua-Kona

Private Cottage In The Rain Forest TA065882726401

10.0 out of 10, Exceptional, (138)
"Perfect getaway. Amazing nature. Lovely animals. 10/10 no complaints at all. "
Private Cottage In The Rain Forest TA065882726401

Cozy Vintage Inspired Hawaiian Guest Cottage

2.0 star property
10.0 out of 10, Exceptional, (1)
"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, (39)
"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, (81)
"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!

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

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!

Stunning, Romantic Cottage on Slope of Hualalai

10.0 out of 10, Exceptional, (200)
"The property is beautiful and the hostess is extraordinarily attentive to detail."
Stunning, Romantic Cottage on Slope of Hualalai

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

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

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.

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

10.0 out of 10, Exceptional, (68)
"It was very cute and clean. The location was amazing walking distance to the beach and restaurants. The hosts were also so friendly and kind. "
1 Mile to Magic Sands Beach: Kailua-Kona Cottage

1 Mile to Magic Sands Beach: Kailua-kona Cottage

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

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!

Oceanfront Kona Home w/ Beach Access & Views!

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

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!

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

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

Ocean-view Kailua-kona Escape w/ Private Pool!

3.0 star property
Ocean-view Kailua-kona Escape w/ Private Pool!

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

Frequently asked questions

Are there any family-friendly cottages in Kailua-Kona?
Yes! Consider Honl's Beach Hale 3 Bedroom Cottage, a top base for exploring the outdoors in Kailua-Kona. This family-friendly cottage has a 3-star rating and includes useful amenities such as WiFi and an oven. Kailua-Kona has loads of family-friendly attractions to discover that'll entertain the kids. Magic Sands Beach and Kailua Pier guarantee a fun day out for all ages.
Why book your cottage in Kailua-Kona with Expedia?
We think that vacations should be a piece of cake, so if you're on the lookout for cottages in Kailua-Kona at an affordable price, Expedia has got your back. Keep costs down and check in to a thrifty option far from the hustle and bustle, or splurge on a 5-star cottage to spoil your loved ones.
How can I find cheap cottages in Kailua-Kona?
The quickest way to score cheap cottages in Kailua-Kona is with Expedia's handy filter tool. Narrow down your search by budget, star rating and amenities to secure unbeatable prices with only a few clicks.