Guesthouse vacation rentals in Kailua-Kona
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Top-rated guesthouse rentals in Kailua-Kona
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua-Kona guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Kailua-Kona
4.93 out of 5 average rating, 441 reviewsTreehouse Ohana
Mar 28 – Apr 4
Guesthouse in Holualoa
4.94 out of 5 average rating, 359 reviewsHolualoa Ekahi -Country guest house,Taxes included
Jul 26 – Aug 2
Guesthouse in Keauhou
4.87 out of 5 average rating, 127 reviews180 degree ocean view, private pool
Apr 18 – 25
Guesthouse in Waimea
4.94 out of 5 average rating, 112 reviewsMango Hale Cottage
Sep 5 – 12
Guesthouse in Kamuela
4.99 out of 5 average rating, 155 reviewsKohala Loke Lani, Big Island
Dec 3 – 10
Guesthouse in Kailua-Kona
4.86 out of 5 average rating, 151 reviewsExotic fruit farm Ohana with lava tube cave!
Apr 7 – 14
Guesthouse in Captain Cook
4.91 out of 5 average rating, 176 reviewsLook No Further Hale Nai'a Pink Cottage Kealakekua
Jan 22 – 29
Guesthouse in Waimea
4.98 out of 5 average rating, 190 reviewsPrivate, Waimea Ohana (Guest House)
Mar 12 – 19
Guest house rentals with a patio
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 121 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Sep 12 – 19
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
Apr 12 – 19
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 68 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
Nov 29 – Dec 6
Guesthouse in Keauhou
4.96 out of 5 average rating, 75 reviewsCharming Kona Studio ❤ Views | Lanai
Jul 1 – 8
Guesthouse in Keauhou
5.0 out of 5 average rating, 23 reviewsKona Ocean Front Cottage
Nov 21 – 28
Guesthouse in Holualoa
4.99 out of 5 average rating, 75 reviewsKanaho Place: Holualoa Guesthouse
Aug 6 – 13
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 38 reviewsSea View Studio Getaway
Jan 10 – 17
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 55 reviewsTropical+Peaceful Guava Cottage
Jan 12 – 19
Guest house rentals with a washer and dryer
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 135 reviewsAC | 1 Gig | BBQ | Kitchen | Workspace | Hammock
Jul 22 – 29
Guesthouse in Holualoa
4.96 out of 5 average rating, 157 reviewsHolualoa Country Home
Nov 19 – 26
Guesthouse in Captain Cook
4.9 out of 5 average rating, 219 reviewsKona Paradise Ohana Studio
Oct 5 – 12
Guesthouse in Kailua-Kona
4.91 out of 5 average rating, 201 reviewsKimo’s Getaway
Mar 18 – 25
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
Jan 7 – 14
Guesthouse in Kailua-Kona
4.92 out of 5 average rating, 87 reviewsMala Ohana House-Garden Suite near epic beaches
Nov 22 – 29
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 8 reviewsHawaii Surf Shack
May 21 – 28
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 66 reviewsThe Kona Loft - Serene, Ocean Views, <1mi to Beach
Jul 21 – 28
Quick stats about guesthouse 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
R1,505 ZAR before taxes and fees
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