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Featured Cottages in Kailua-Kona

Private Cottage In The Rain Forest TA065882726401

10.0 out of 10, Exceptional, (112)
"This is a great place to stay with you and one significant other. Beautiful sights and sounds, while still being close enough to town to go in if you want. Great launching point for adventures."
Private Cottage In The Rain Forest TA065882726401

Kailua-Kona Cottage < 1 Mile to Magic Sands Beach!

10.0 out of 10, Exceptional, (58)
"The cottage was delightful, well appointed, comfortable and very convenient. We enjoyed our stay there and would certainly consider renting it again if our travels take us to Kona."
Kailua-Kona Cottage < 1 Mile to Magic Sands Beach!

Stunning, Romantic Cottage on Slope of Hualalai

10.0 out of 10, Exceptional, (188)
"This property is a true retreat. The house was well beautiful and stocked. It is in such a peaceful location that we felt like we had a secret little private oasis. The property manager was fabulous as well! Would definitely stay here again."
Stunning, Romantic Cottage on Slope of Hualalai

Charming Kailua-kona Apartment Near Hiking & Golf!

3.0 star property
9.0 out of 10, Wonderful, (4)
"Very nice place but no A/C. This is a downer for a 58 y/o menopausal woman. But, it really wasn’t a problem because it cools down at night and there were plenty of fans!"
Charming Kailua-kona Apartment Near Hiking & Golf!

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

3.0 star property
9.0 out of 10, Wonderful, (2)
"朝はニワトリに起こされ、夜はカエルの鳴き声が響き、空を見上げれば満天の星!自然の中にいるみたいで素敵でした。"
Breezy Kailua-kona Bungalow w/ Lanai & Ocean View!

Charming Kailua-Kona Apartment Near Hiking & Golf!

9.4 out of 10, Exceptional, (9)
"We were here to work, and the property was pleasant and quiet. The only drawback was poor internet."
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!

Craftsman Cottage on 6 forested acres

9.8 out of 10, Exceptional, (80)
"Absolutely OUTSTANDING in all respects! The property is lovely in the cloud forest. The house is extremely clean and well maintained, especially for the environment. Kathryn was excellent and brought fresh eggs for us to enjoy. That being said; first night - Coqui Frogs were a bit hard to handle. Wife was ready to pull a "My Cousin Vinny", except we didn't have a hand gun. By the last night she was actually in love with the forest sounds and misses them at night. We truly hope we are blessed...
Craftsman Cottage on 6 forested acres

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

9.0 out of 10, Wonderful, (11)
"Great location, property manager was incredibly commicative, and the stay was clean. :)"
Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to 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!

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

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

Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village

9.4 out of 10, Exceptional, (38)
"Place was perfect for my husband and I…owner was great to work with and provided everything we needed plus more….if you have a small family this may work for you but two couples this place might not work for you…only one bathroom which is downstairs and no dishwasher but we still loved the place. Are going back for the next several years if we can…."
Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village

Kailua-kona Cottage < 1 Mile to Magic Sands Beach!

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

Oceanfront Kona Home w/ Beach Access & Views!

3.0 star property
Oceanfront Kona Home w/ Beach Access & 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

Bright & Airy Beach House w/ Oceanfront Views

3.0 star property
Bright & Airy Beach House w/ Oceanfront Views

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

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

Superb 1 Bedroom Guest House with180 deg Ocean View.

Superb 1 Bedroom Guest House with180 deg Ocean View.

30-day Stay at Kailua-kona House w/ Hot Tub!

3.0 star property
30-day Stay at Kailua-kona House w/ Hot Tub!

Kona Coast Hideaway w/ Patio & Pacific Ocean Views

3.0 star property
Kona Coast Hideaway w/ Patio & Pacific Ocean 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.
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Other property types in Kailua-Kona

Sea Village

2.5 star property
8.6 out of 10, Excellent, (54)
"It would have been nice to know that the a/c was an additional charge. But over all it was nice"
The price is AU$506
includes taxes & fees
25 Nov - 26 Nov
Sea Village

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1031)
"Very nice condo right on the ocean. Older but bigger units because of it. Well equipped units, clean, great pool an bbq area, sandy beach area. Very attentive and friendly staff!"
The price is AU$697
includes taxes & fees
26 Nov - 27 Nov
Aston Kona by the Sea

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (378)
"Very good hotel, excellent personell"
Kona Reef, A Raintree Vacation Club Resort
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.