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

Top guest favourite
Apartment in Kailua-Kona
Just A Few Steps To The Beach
1 bedroom, 1 bed, 1 shared bathroom
29 Oct – 3 Nov
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4.91 out of 5 average rating, 158 reviews
Superhost
Flat in Kailua-Kona
Oceanfront Penthouse with sunset & Horizon views
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
Top guest favourite
Home in Kailua-Kona
Halia Hale
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 219 reviews
Top guest favourite
Home in Kailua-Kona
Hale Malia, Kona Luxury w/ Pool, Hot Tub & views
4 bedrooms, 5 beds, 3 bathrooms
22–27 Oct
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Kailua-Kona
Cloud 9 Luxury Oasis | Hike | Yoga| Fast Wi-Fi
3 bedrooms, 3 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Kailua-Kona
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, 284 reviews
Top guest favourite
Home in Kailua-Kona
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
Top guest favourite
Home in Kailua-Kona
Kona Cloud • Treehouse Inspired Jungle Escape
3 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Kailua-Kona
Tropical Oasis: Pool, Spa, Waterfall, Ocean View
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Oct
4.96 out of 5 average rating, 158 reviews
Guest favourite
Apartment in Kailua-Kona
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
Guest favourite
Flat in Kailua-Kona
Magic Sands Beach, Central AC, Ocean View Condo
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Kailua-Kona
Exceptional Oceanview Home - Pool & Stunning View
3 bedrooms, 3 beds, 2.5 bathrooms
28 Nov – 3 Dec
4.99 out of 5 average rating, 113 reviews
Top guest favourite
Apartment in Kailua-Kona
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, 88 reviews
Top guest favourite
Home in Kailua-Kona
Luxury | Remodeled 2 bed/2 bath/AC
2 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Kailua-Kona
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, 115 reviews
Top guest favourite
Guest suite in Holualoa
Family-Friendly Retreat Guest Suite-Pool & Lanai!
2 bedrooms, 4 beds, 2 bathrooms
5–10 Dec
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Home in Kailua-Kona
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
Flat in Kailua-Kona
Luxury couple’s retreat w ocean view/AC/king bed
1 bedroom, 2 beds, 1 bathroom
6–11 Nov
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Guest suite in Kailua-Kona
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