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

Guest favourite
Guest suite in Kailua-Kona
Cozy ohana, close to airport
1 bedroom, 1 bed, 1 private bathroom
22–27 Sept
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4.89 out of 5 average rating, 333 reviews
Top guest favourite
Home in Kailua-Kona
Kona Cloud • Treehouse Inspired Jungle Escape
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Holualoa
Hawaiian Living Oasis -Sleep 12/4BR/4BA/AC/Pool
5 bedrooms, 7 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Home in Holualoa
Kona Hale-AC-Pool- Views-centrally 3 mins- sleep16
8 bedrooms, 9 beds, 6.5 bathrooms
23–28 Sept
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Home in Kailua-Kona
Nā Mele - Kona's Cozy Retreat - Sleep 12/AC/Pool
4 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
4.99 out of 5 average rating, 86 reviews
Top guest favourite
Home in Kailua-Kona
Cloud 9 Luxury Oasis | Hike | Yoga| Fast Wi-Fi
3 bedrooms, 3 beds, 3.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Holualoa
Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
4 bedrooms, 5 beds, 3 bathrooms
26–31 Oct
4.94 out of 5 average rating, 283 reviews
Guest favourite
Home in Holualoa
Little Piece of Heaven- Oceanfront/Private Home
2 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
4.97 out of 5 average rating, 187 reviews
Guest favourite
Home in Keauhou
Mollie's Big Family Paradise Resort Home & Pool
4 bedrooms, 6 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Keauhou
Mollie’s Paradise Resort Home & Private Pool
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 136 reviews
Top guest favourite
Home in Kahaluu-Keauhou
New Modern Interior|OceanView| HotTub|AC|Forest V
2 bedrooms, 4 beds, 2.5 bathrooms
24–29 Nov
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Home in Holualoa
Paradise + Aloha + Expansive Ocean View
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 174 reviews
Top guest favourite
Home in Holualoa
Pool, 6 mins to Beach, Ocean View, H7
3 bedrooms, 7 beds, 3 bathrooms
17–22 Sept
4.94 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
Top guest favourite
Home in Keauhou
Ali’i hale-beachfront-AC-views-pickleball-sleep20
6 bedrooms, 12 beds, 5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 73 reviews
Superhost
Flat in Holualoa
Oceanfront Penthouse with sunset & Horizon views
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
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, 129 reviews
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
Guest favourite
Apartment in Holualoa
2 Bedroom Penthouse Condo With Ocean View And Pool
2 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.95 out of 5 average rating, 208 reviews