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 Keauhou
4.87 out of 5 average rating, 127 reviews180 degree ocean view, private pool
1–8 Nov
Guest house in Waimea
4.94 out of 5 average rating, 112 reviewsMango Hale Cottage
5–12 Sep
Guest house in Holualoa
4.94 out of 5 average rating, 359 reviewsHolualoa Ekahi -Country guest house,Taxes included
13–20 Jul
Guest house in Kailua-Kona
4.86 out of 5 average rating, 151 reviewsExotic fruit farm Ohana with lava tube cave!
24–31 Jan
Guest house in Captain Cook
4.91 out of 5 average rating, 176 reviewsLook No Further Hale Nai'a Pink Cottage Kealakekua
2–9 Mar
Guest house in Waimea
4.98 out of 5 average rating, 190 reviewsPrivate, Waimea Ohana (Guest House)
4–11 Oct
Guest house in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsAmazing Sunset / Ocean View, Beautiful New Home
29 Aug – 5 Sep
Guest house in Kailua-Kona
4.95 out of 5 average rating, 155 reviewsKa Hale O Maluhia
5–12 Jul
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
28 Jul – 4 Aug
Guest house in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
18–25 Aug
Guest house in Kailua-Kona
5.0 out of 5 average rating, 68 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
16–23 Nov
Guest house in Holualoa
4.99 out of 5 average rating, 76 reviewsKanaho Place: Holualoa Guesthouse
16–23 Jul
Guest house in Kailua-Kona
5.0 out of 5 average rating, 24 reviewsKona Ocean Front Cottage
13–20 Nov
Guest house in Kailua-Kona
5.0 out of 5 average rating, 38 reviewsSea View Studio Getaway
20–27 Aug
Guest house in Kailua-Kona
4.95 out of 5 average rating, 55 reviewsTropical+Peaceful Guava Cottage
28 Feb – 7 Mar
Guest house in Kailua-Kona
4.97 out of 5 average rating, 37 reviewsFresh & Bright Tropical Getaway
2–9 Sep
Guest house rentals with a washing machine and dryer
Guest house in Holualoa
4.96 out of 5 average rating, 157 reviewsHolualoa Country Home
1–8 Apr
Guest house in Captain Cook
4.9 out of 5 average rating, 219 reviewsKona Paradise Ohana Studio
19–26 Jun
Guest house in Kailua-Kona
4.91 out of 5 average rating, 201 reviewsKimo’s Getaway
4–11 Feb
Guest house in Kailua-Kona
4.96 out of 5 average rating, 135 reviewsAC | 1 Gig | BBQ | Kitchen | Workspace | Hammock
12–19 Dec
Guest house in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
24–31 Mar
Guest house in Kailua-Kona
4.92 out of 5 average rating, 87 reviewsMala Ohana House-Garden Suite near epic beaches
1–8 Jan
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
24–31 Aug
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
5.5K reviews
Nightly prices starting at
$109 SGD before taxes and fees
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