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

Guest suite in Kailua-Kona
Kona Pure Aloha Ocean-view Jr Suite
1 bedroom, 1 bed, 1 private bathroom
20–25 Aug
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4.78 out of 5 average rating, 265 reviews
Top guest favourite
Home in Kailua-Kona
Kona Cloud • Treehouse Inspired Jungle Escape
3 bedrooms, 6 beds
22–27 Aug
4.98 out of 5 average rating, 49 reviews
Apartment in Waikoloa Village
Walk to the Beach, Shopping, Restaurants & More
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Guest suite in Kailua-Kona
Your Big Island Escape - King Bed & A/C
1 bedroom, 1 king bed
14–19 Sept
4.99 out of 5 average rating, 414 reviews
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Guest suite in Kailua-Kona
Cozy, Private Studio with an Incredible View!
1 queen bed
23–28 Dec
4.95 out of 5 average rating, 703 reviews
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Guest house in Kailua-Kona
Kona Ocean Front Cottage on Keauhou Bay
1 bedroom, 1 queen bed
3–8 Oct
4.97 out of 5 average rating, 144 reviews
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Room in Kailua-Kona
The Sassy Lilac Megan Love Room
1 queen bed
26 Sept – 1 Oct
4.96 out of 5 average rating, 561 reviews
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Room in Kailua-Kona
Private room in gated property. Close to airport.
1 queen bed
13–18 Oct
4.97 out of 5 average rating, 450 reviews
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Home in Kailua-Kona
Cloud 9 Forest Retreat | Private| Hike | Yoga
3 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 29 reviews
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Home in Kailua-Kona
Halia Hale
3 bedrooms, 4 beds
17–22 Aug
4.97 out of 5 average rating, 217 reviews
Top guest favourite
Home in Kailua-Kona
Ocean View, Spacious, & Peaceful 3 BR home in Kona
3 bedrooms, 4 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 54 reviews
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Guest suite in Kailua-Kona
Cloud Forest Escape: Hike Sunsets Yoga Birdwatch
2 bedrooms, 2 beds
20–25 Aug
5.0 out of 5 average rating, 80 reviews
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Guest house in Kailua-Kona
Treehouse Ohana
2 bedrooms, 2 beds
29 Oct – 3 Nov
4.94 out of 5 average rating, 525 reviews
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Apartment in Kailua-Kona
The Kona Cabana * Walk to Town/Beach * AC * Pool
1 bedroom, 1 bed
22–27 Sept
4.93 out of 5 average rating, 15 reviews
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Place to stay in Kailua-Kona
Private Courtyard Suite w/Ocean & Sunset Views!
1 bedroom, 1 queen bed
21–26 Aug
4.99 out of 5 average rating, 252 reviews
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Home in Kailua-Kona
Panoramic Ocean View in Cloud Forest
3 bedrooms, 4 beds
18–23 Aug
4.99 out of 5 average rating, 67 reviews
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Apartment in Kailua-Kona
Brand NEW Oceanfront Retreat! Steps to Beach!
1 bedroom, 1 king bed
27 Aug – 1 Sept
4.95 out of 5 average rating, 85 reviews
Top guest favourite
Guest suite in Kailua-Kona
Good Vibes Ohana
1 bedroom, 1 queen bed
23–28 Aug
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Flat in Kailua-Kona
Oceanfront Penthouse, 2026 remodel with 3 pools
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 8 reviews