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

Top guest favourite
Guest house in Keauhou
Big Lanai w/ outdoor living! Ocean view & breezes!
2 bedrooms, 3 beds, 1.5 private bathrooms
7–12 Sept
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4.96 out of 5 average rating, 163 reviews
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, 52 reviews
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, 112 reviews
Top guest favourite
Home in Holualoa
Stunning Serene Bali Retreat [Pool/AC/Ocean View]
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 200 reviews
Superhost
Flat in Holualoa
Oceanfront Penthouse with sunset & Horizon views
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
New place to stay
Top guest favourite
Home in Kailua-Kona
Halia Hale
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 219 reviews
Top guest favourite
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
Top guest favourite
Home in Keauhou
Oasis Kona Oceanview Peaceful Villa| Pool & Spa
3 bedrooms, 4 beds, 3.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 61 reviews
Top guest favourite
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
Top guest favourite
Flat in Keauhou
Oceanfront Penthouse, 2026 remodel with 3 pools
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Holualoa
Little Piece of Heaven- Oceanfront/Private Home
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Home in Kailua-Kona
Cloud 9 Luxury Retreat | Hike | Yoga| Fast Wi-Fi
3 bedrooms, 3 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Holualoa
2 Bedroom Penthouse Condo With Ocean View And Pool
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 207 reviews
Top guest favourite
Home in Holualoa
Kona Estate: Infinity Pool, Ocean Views, Orchard
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Nov
4.96 out of 5 average rating, 128 reviews
Top guest favourite
Home in Holualoa
Kona Hale
8 bedrooms, 9 beds, 6.5 bathrooms
23–28 Sept
4.97 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Holualoa
September available! Amazing sunset on huge lanai!
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 82 reviews
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
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, 87 reviews
Top guest favourite
Apartment in Kailua-Kona
Kona 1BR Condo w/ Pool, Office, Walk to Beach
1 bedroom, 2 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 179 reviews