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

Top guest favourite
Home in Kailua-Kona
Kona Isle Oceanfront Tranquility
1 bedroom, 2 beds, 1 shared bathroom
31 Aug – 5 Sept
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4.94 out of 5 average rating, 71 reviews
Top guest favourite
Home in Kailua-Kona
Kona Cloud • Treehouse Inspired Jungle Escape
3 bedrooms, 6 beds, 2 bathrooms
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, 2 bathrooms
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, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 414 reviews
Top guest favourite
Guest suite in Kailua-Kona
Cozy, Private Studio with an Incredible View!
1 queen bed, 1 bathroom
23–28 Dec
4.95 out of 5 average rating, 703 reviews
Top guest favourite
Room in Kailua-Kona
The Sassy Lilac Megan Love Room
1 queen bed, 1.5 bathrooms
26 Sept – 1 Oct
4.96 out of 5 average rating, 561 reviews
Top guest favourite
Guest house in Kailua-Kona
Kona Ocean Front Cottage on Keauhou Bay
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Home in Kailua-Kona
Halia Hale
3 bedrooms, 4 beds, 2 bathrooms
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, 2 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Kailua-Kona
Cloud 9 Forest Retreat | Private| Hike | Yoga
3 bedrooms, 3 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Room in Kailua-Kona
Private room in gated property. Close to airport.
1 queen bed, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 450 reviews
Top guest favourite
Place to stay in Kailua-Kona
Private Courtyard Suite w/Ocean & Sunset Views!
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.99 out of 5 average rating, 252 reviews
Top guest favourite
Apartment in Kailua-Kona
The Kona Cabana * Walk to Town/Beach * AC * Pool
1 bedroom, 1 bed, 1 bathroom
22–27 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Room in Kailua-Kona
Hale Aloha
1 queen bed, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 570 reviews
Top guest favourite
Guest house in Kailua-Kona
Treehouse Ohana
2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
4.94 out of 5 average rating, 525 reviews
Top guest favourite
Guest suite in Kailua-Kona
Cloud Forest Escape: Hike Sunsets Yoga Birdwatch
2 bedrooms, 2 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Home in Kailua-Kona
Panoramic Ocean View in Cloud Forest
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Holualoa
2 Bedroom in the Kona Hills on a Coffee Farm
2 bedrooms, 2 beds, 1 bathroom
26 Nov – 1 Dec
4.97 out of 5 average rating, 517 reviews
Top guest favourite
Flat in Kailua-Kona
Oceanfront Penthouse, 2026 remodel with 3 pools
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 8 reviews