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

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Top guest favourite
Cabin in Kailua-Kona
Carson's Kaloko Mountain Cabin
1 bedroom, 1 bed, 1 private bathroom
17–22 Oct
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4.94 out of 5 average rating, 219 reviews
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Top guest favourite
Home in Kailua-Kona
Kona Cloud • Treehouse Inspired Jungle Escape
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 51 reviews
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Home in Holualoa
Tropical villa: Heated pool, hot tub & ocean views
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 154 reviews
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Top guest favourite
Home in Holualoa
Exceptional Oceanview Home - Pool & Stunning View
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Sept
4.99 out of 5 average rating, 111 reviews
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Top guest favourite
Home in Holualoa
Stunning Serene Bali Retreat [Pool/AC/Ocean View]
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 199 reviews
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Superhost
Apartment in Holualoa
Ocean-front penthouse, sunsets, whales, surfers!
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 126 reviews
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Superhost
Flat in Holualoa
Oceanfront Penthouse with sunset & Horizon views
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
New place to stay
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Top guest favourite
Apartment in Kailua-Kona
Kona 1BR Condo w/ Pool, Office, Walk to Beach
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 178 reviews
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Top guest favourite
Room in Holualoa
The Megan Love Primary Bedroom
1 king bed, 1.5 bathrooms
24–29 Sept
4.96 out of 5 average rating, 566 reviews
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Top guest favourite
Apartment in Holualoa
Oceanfront! Top Floor! Spacious Condo with A/C
2 bedrooms, 2 king beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Holualoa
Luxury couple’s retreat w ocean view/AC/king bed
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 77 reviews
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Top guest favourite
Flat in Kailua-Kona
Relaxing Kona Getaway| Ocean Views + Walk to Beach
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Kailua-Kona
Cloud 9 Forest Retreat | Private| Hike | Yoga
3 bedrooms, 3 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Flat in Holualoa
Gorgeous Unit, Stunning Views!
2 bedrooms, 3 beds, 2 bathrooms
17–22 Dec
4.98 out of 5 average rating, 63 reviews
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Top guest favourite
Guest house in Holualoa
Treehouse Ohana
2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
4.94 out of 5 average rating, 526 reviews
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Guest suite in Holualoa
Kona Sunset View One Bedroom with Parking
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 240 reviews
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Top guest favourite
Apartment in Kailua-Kona
Coastal Paradise with a fabulous ocean view.
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 60 reviews
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Superhost
Home in Kahaluu-Keauhou
Luxury | Remodeled 2 bed/2 bath/AC
2 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.98 out of 5 average rating, 40 reviews
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Top guest favourite
Guest suite in Holualoa
Hawaiian Getaway Brand New Pool coming 9/15/26
2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
4.99 out of 5 average rating, 160 reviews