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Search results; Over 1,000 homes in Kailua-Kona

Guest favorite
Condo in Kailua-Kona
A slice of Aloha in Historic Downtown Kona Hawaii
1 bedroom, 1 bed, 1 private bath
Aug 27 – Sep 1
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4.74 out of 5 average rating, 811 reviews
Top guest favorite
Guesthouse in Kailua-Kona
All About The View!
1 bedroom, 1 queen bed, 1 bath
Sep 20 – 25
4.95 out of 5 average rating, 93 reviews
Top guest favorite
Home in Kailua-Kona
Ocean View, Spacious, & Peaceful 3 BR home in Kona
3 bedrooms, 4 beds, 2 baths
Oct 31 – Nov 5
4.98 out of 5 average rating, 54 reviews
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Farm stay in Captain Cook
Glass House near Capt. Cook Trail
2 bedrooms, 3 beds, 1 bath
Aug 13 – 18
4.97 out of 5 average rating, 230 reviews
Guest favorite
Apartment in Kailua-Kona
Downtown Kona Condo by ocean, walk to everything
1 bed, 1 bath
Aug 16 – 21
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Guest suite in Kailua-Kona
Cozy, Private Studio with an Incredible View!
1 queen bed, 1 bath
Dec 23 – 28
4.95 out of 5 average rating, 702 reviews
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Home in Captain Cook
Oceanview Oasis: Jacuzzi Tub & Wraparound Decks
2 bedrooms, 2 beds, 1.5 baths
Aug 28 – Sep 2
4.96 out of 5 average rating, 446 reviews
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Home in Kailua-Kona
Halia Hale
3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
4.97 out of 5 average rating, 217 reviews
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Guesthouse in Kailua-Kona
Modern Apartment with Ocean and Mountain Views
1 bedroom, 2 beds, 1 bath
Aug 14 – 19
4.94 out of 5 average rating, 227 reviews
Top guest favorite
Condo in Kailua-Kona
The Kona Cabana * Walk to Town/Beach * AC * Pool
1 bedroom, 1 bed, 1 bath
Sep 22 – 27
4.93 out of 5 average rating, 14 reviews
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Guest suite in Kailua-Kona
Your Big Island Escape - King Bed & A/C
1 bedroom, 1 king bed, 1 bath
Sep 14 – 19
4.99 out of 5 average rating, 412 reviews
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Guest suite in Kailua-Kona
A Delightful Beach Loft with Panoramic Ocean View
1 bedroom, 1 queen bed, 1 bath
Aug 16 – 21
4.97 out of 5 average rating, 149 reviews
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Home in Kailua-Kona
Stunning home 3 bed 2 bath AC
3 bedrooms, 4 beds, 2 baths
Sep 19 – 24
5.0 out of 5 average rating, 39 reviews
Guest favorite
Apartment in Kailua-Kona
Central AC 2B/2B Ocean View unit@Magic Sands Beach
2 bedrooms, 4 beds, 2 baths
Aug 14 – 19
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Guest suite in Kailua-Kona
Hale Walua Ocean View Artist's Ohana
1 bedroom, 1 queen bed, 1 bath
Sep 9 – 14
4.93 out of 5 average rating, 584 reviews
Guest favorite
Farm stay in Holualoa
Kona Coffee Estate Retreat | Ocean & Sunset Views
3 bedrooms, 9 beds, 2 baths
Aug 20 – 25
4.97 out of 5 average rating, 184 reviews
Top guest favorite
Home in Holualoa
2 Bedroom in the Kona Hills on a Coffee Farm
2 bedrooms, 2 beds, 1 bath
Nov 26 – Dec 1
4.97 out of 5 average rating, 515 reviews
Top guest favorite
Guesthouse in Kailua-Kona
The Lokelani Suite, Kona Studio
1 bed, 1 bath
Aug 15 – 20
4.93 out of 5 average rating, 46 reviews
Top guest favorite
Home in Kailua-Kona
Kona Cloud • Treehouse Inspired Jungle Escape
3 bedrooms, 6 beds, 2 baths
Aug 22 – 27
4.98 out of 5 average rating, 49 reviews