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

Top guest favourite
Home in Kailua-Kona
Beautiful, Spacious Home w/Expansive Ocean Views
5 bedrooms, 15 beds, 4.5 private bathrooms
17–22 Aug
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4.89 out of 5 average rating, 159 reviews
Superhost
Home in Kailua-Kona
Private Kona Home w/Private saltwater pool and spa
3 bedrooms, 3 beds, 3 bathrooms
18–23 Aug
Top guest favourite
Home in Kailua-Kona
Stunning home 3 bed 2 bath AC
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Waikoloa Village
Ocean, Sunset, Mountain & Celestial Views
3 bedrooms, 5 beds, 2 bathrooms
28 Oct – 2 Nov
4.99 out of 5 average rating, 277 reviews
Top guest favourite
Home in Captain Cook
Oceanview Oasis: Jacuzzi Tub & Wraparound Decks
2 bedrooms, 2 beds, 1.5 bathrooms
28 Aug – 2 Sept
4.96 out of 5 average rating, 445 reviews
Top guest favourite
Home in Kailua-Kona
Kona Charmer: Ocean View, Arcade Room
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 30 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
Halia Hale
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 216 reviews
Top guest favourite
Home in Kailua-Kona
Romantic Keauhou Retreat | Pool + Tropical Lanai!
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
4.96 out of 5 average rating, 101 reviews
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, 48 reviews
Top guest favourite
Home in Kailua-Kona
Luxury | Remodeled 2 bed/2 bath/AC
2 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Guest suite in Kailua-Kona
Hawaiian Getaway Brand New Pool coming 9/15/26
2 bedrooms, 2 beds, 1 bathroom
17–22 Sept
4.99 out of 5 average rating, 160 reviews
Top guest favourite
Home in Kailua-Kona
Tropical villa: Heated pool, hot tub & ocean views
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Home in Kailua-Kona
Stunning Serene Bali Retreat [Pool/AC/Ocean View]
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 197 reviews
Guest favourite
Home in Kailua-Kona
Kona Hale House
3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
4.75 out of 5 average rating, 105 reviews
Guest favourite
Home in Waikoloa Village
Ultimate Luxury Resort Vacation- Island Oasis
4 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Kailua-Kona
Private beautiful peaceful house on three acres
4 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.91 out of 5 average rating, 94 reviews
Top guest favourite
Guest house in Kailua-Kona
All About The View!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 93 reviews
Guest favourite
Guest house in Kailua-Kona
Newly Remodeled 3BR Kona Guesthouse w/ AC
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 5 reviews