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Guesthouse vacation rentals in Hawaii County

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Top-rated guesthouse rentals in Hawaii County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Kailua-Kona
Tiny House in Kona - 5 Minute Walk to the Beach!
Mahalo nui for your Interest! After a year-long break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1000+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!
$139 per night
Superhost
Guesthouse in Pāhoa
Mariner Cottage/Sunrise Cottages Hawaii
Adorable ocean facing cottage has a true Hawaiian rainforest feel. The Mariner Cottage has a king sized bed, high end mattress, en suite bathroom and full kitchenette. 5 minute walk to Kehena beach with its beautiful black sand and stunning views. Hawai'i has many outdoor activities which include amazing nearby snorkeling at Shipman's Bay, miles of the world's newest beaches, Volcanoes National Park, beautiful Akaka & Rainbow Falls, and stunning Waipio Valley, are all within driving distance.
$112 per night
Guest favorite
Guesthouse in Kailua-Kona
Spectacular Views of Kailua-Kona
Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.
$150 per night

Popular amenities for Hawaii County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Kailua-Kona
Plumeria Ohana
$119 per night
Guest favorite
Guesthouse in Volcano
The Ohana at Volcanoes National Park
$147 per night
Guest favorite
Guesthouse in Captain Cook
Garden Cottage Ohana
$182 per night
Guest favorite
Guesthouse in Kailua-Kona
Modern Apartment with Ocean and Mountain Views
$139 per night
Guest favorite
Guesthouse in Kailua-Kona
Treehouse Ohana
$183 per night
Guest favorite
Guesthouse in Kailua-Kona
180 degree ocean view, private pool
$200 per night
Superhost
Guesthouse in Captain Cook
Kealakekua Bay Bali Cottage -steps from Bay
$190 per night
Guest favorite
Guesthouse in Kamuela
Kohala Loke Lani, Big Island
$235 per night
Guest favorite
Guesthouse in Kurtistown
Koki Kottage. Central location for east Hawaii
$155 per night
Guest favorite
Guesthouse in Waikoloa Village
Synergy Near Golf & Beach
$124 per night
Superhost
Guesthouse in Pāhoa
CLEAN, and SERENE, eco-friendly private cottage!
$135 per night
Guest favorite
Guesthouse in Holualoa
Holualoa Studio Cottage - Incredible Ocean Views!!
$154 per night

Guest house rentals with a patio

Guest favorite
Guesthouse in Pāhoa
Modern Jungle Cottage
$106 per night
Guest favorite
Guesthouse in Honokaa
Romantic waterfall cabin in the rain forest
$266 per night
Guest favorite
Guesthouse in Kailua-Kona
Romantic Cabin Treehouse in Hawaii Cloud Forest
$358 per night
Guest favorite
Guesthouse in Captain Cook
Mongoose Manor- Modern guesthouse / amazing views
$100 per night
Guest favorite
Guesthouse in Holualoa
The Light House~King
$198 per night
Guest favorite
Guesthouse in Kailua-Kona
Modern, Peaceful & Private 1-BR Oasis/Ohana
$139 per night
Guest favorite
Guesthouse in Kailua-Kona
Kona Ocean Front Cottage
$450 per night
Guest favorite
Guesthouse in Kailua-Kona
Sea View Studio Getaway
$165 per night
Guest favorite
Guesthouse in Kailua-Kona
Cozy Vintage Inspired Hawaiian Guest Cottage
$148 per night
Guest favorite
Guesthouse in Kailua-Kona
Tropical+Peaceful Guava Cottage
$314 per night
Guest favorite
Guesthouse in Pāhoa
Private Luxury Cabin Suite w Hot Spa by Hot Spring
$106 per night
Guest favorite
Guesthouse in Kailua-Kona
Breath Taking Views Ohana
$150 per night

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Kailua-Kona
Hawaiian Mt. Retreat Suite A
$135 per night
Guest favorite
Guesthouse in Volcano
Volcano Places Laukapu Forest Cottage
$170 per night
Superhost
Guesthouse in Kailua-Kona
Small Private Studio Close to Airport
$85 per night
Guest favorite
Guesthouse in Volcano
Gigi’s Volcano Cottage
$232 per night
Guest favorite
Guesthouse in Keaau
HALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY
$115 per night
Guest favorite
Guesthouse in Kailua-Kona
Elegant & Peaceful Studio
$138 per night
Guest favorite
Guesthouse in Kailua-Kona
Kimo’s Getaway
$195 per night
Guest favorite
Guesthouse in Holualoa
Holualoa Jungle Getaway (15 min from Kona)
$119 per night
Guest favorite
Guesthouse in Kailua-Kona
AC | 1 Gig | BBQ | Kitchen | Workspace | Hammock
$150 per night
Superhost
Guesthouse in Captain Cook
South Kona Farm Cottage with Ocean Views
$175 per night
Guest favorite
Guesthouse in Kailua-Kona
Big Lanai w/ outdoor living! Ocean view & breezes!
$310 per night
Guest favorite
Guesthouse in Kailua-Kona
Hulilau
$110 per night

Destinations to explore