Guest house holiday rentals in Kailua-Kona
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Top-rated guest house rentals in Kailua-Kona
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Kailua-Kona
Family-friendly guest house rentals
Guest house in Waimea
4.92 out of 5 average rating, 180 reviewsSunset House by the Sea
7–14 Apr
Guest house in Kailua-Kona
4.93 out of 5 average rating, 441 reviewsTreehouse Ohana
28 Mar – 4 Apr
Guest house in Keauhou
4.87 out of 5 average rating, 127 reviews180 degree ocean view, private pool
3–10 Nov
Guest house in Holualoa
4.94 out of 5 average rating, 359 reviewsHolualoa Ekahi -Country guest house,Taxes included
12–19 Jul
Guest house in Captain Cook
4.91 out of 5 average rating, 176 reviewsLook No Further Hale Nai'a Pink Cottage Kealakekua
22–29 Sep
Guest house in Waimea
4.94 out of 5 average rating, 112 reviewsMango Hale Cottage
5–12 Sep
Guest house in Kailua-Kona
4.86 out of 5 average rating, 151 reviewsExotic fruit farm Ohana with lava tube cave!
7–14 Apr
Guest house in Kamuela
4.99 out of 5 average rating, 155 reviewsKohala Loke Lani, Big Island
4–11 Nov
Guest house rentals with a patio
Guest house in Kailua-Kona
4.99 out of 5 average rating, 121 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
12–19 Sep
Guest house in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
30 May – 6 Jun
Guest house in Kailua-Kona
5.0 out of 5 average rating, 68 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
29 Nov – 6 Dec
Guest house in Keauhou
5.0 out of 5 average rating, 24 reviewsKona Ocean Front Cottage
24 Jun – 1 Jul
Guest house in Keauhou
4.96 out of 5 average rating, 75 reviewsCharming Kona Studio ❤ Views | Lanai
1–8 Jul
Guest house in Holualoa
4.99 out of 5 average rating, 75 reviewsKanaho Place: Holualoa Guesthouse
6–13 Aug
Guest house in Kailua-Kona
4.97 out of 5 average rating, 37 reviewsFresh & Bright Tropical Getaway
17–24 Aug
Guest house in Kailua-Kona
5.0 out of 5 average rating, 38 reviewsSea View Studio Getaway
10–17 Jan
Guest house rentals with a washing machine and dryer
Guest house in Holualoa
4.96 out of 5 average rating, 157 reviewsHolualoa Country Home
25 Mar – 1 Apr
Guest house in Captain Cook
4.9 out of 5 average rating, 219 reviewsKona Paradise Ohana Studio
1–8 Apr
Guest house in Kailua-Kona
4.91 out of 5 average rating, 201 reviewsKimo’s Getaway
2–9 Oct
Guest house in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
20–27 Apr
Guest house in Kailua-Kona
4.92 out of 5 average rating, 87 reviewsMala Ohana House-Garden Suite near epic beaches
19–26 Aug
Guest house in Kailua-Kona
5.0 out of 5 average rating, 8 reviewsHawaii Surf Shack
Guest house in Kailua-Kona
4.97 out of 5 average rating, 66 reviewsThe Kona Loft - Serene, Ocean Views, <1mi to Beach
21–28 Jul
Guest house in Kailua-Kona
5.0 out of 5 average rating, 46 reviewsHale Ku'uipo in Kailua Kona HI
6–13 Jun
Quick stats about guest house rentals in Kailua-Kona
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
5.5T reviews
Nightly prices starting at
₹6,673 before taxes and fees
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