Skip to content

Guesthouse vacation rentals in Hawaii

Find and book unique guesthouse rentals on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated guesthouse rentals in Hawaii

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

Guest favorite
Guesthouse in Mountain View
Hawaii Volcano Coffee Cottage
We at Hawaii Volcano Coffee Company welcome you to stay at our beautiful studio cottage overlooking one of our many organic coffee orchards. We are located between two of the Big Islands most iconic areas; Hawaii Volcano National Park and Hilo's beaches, approximately both a 20-minute drive from the studio. Our road to cottage can be rough,it is old blacktop that need to be replaced. We are asking county for help but no response.Road be adventurous , but cottage is worth it. E Komo Mai (Welcome)
Feb 12 – 19
$100 per night
Guest favorite
Guesthouse in Honokaa
Romantic waterfall cabin in the rain forest
Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!
Sep 27 – Oct 4
$235 per night
Superhost
Guesthouse in Pāhoa
Coconut Cottage/Sunrise Cottages Hawaii
Adorable ocean facing cottage has a true Hawaiian rainforest feel. The Coconut 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.
Nov 23 – 30
$115 per night

Popular amenities for Hawaii guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Ocean View
Ocean View with a view
Dec 18 – 25
$87 per night
Guest favorite
Guesthouse in Haleiwa
Top Beachfront Guest House/2 Pax
Jun 27 – Jul 4
$500 per night
Guest favorite
Guesthouse in Keaau
Charming, Secluded Studio, Centrally Located
Aug 20 – 27
$69 per night
Guest favorite
Guesthouse in Holualoa
Holualoa Studio Cottage - Incredible Ocean Views!!
Nov 26 – Dec 3
$165 per night
Guest favorite
Guesthouse in Papaikou/Hilo
*Sunrise Studio* Scenic+quiet!
Jul 7 – 14
$76 per night
Guest favorite
Guesthouse in Captain Cook
Garden Cottage Ohana
Jun 9 – 16
$170 per night
Guest favorite
Guesthouse in Waikoloa Village
Synergy Near Golf & Beach
Aug 12 – 19
$127 per night
Guest favorite
Guesthouse in Kailua-Kona
Spectacular Views of Kailua-Kona
Aug 3 – 10
$150 per night
Guest favorite
Guesthouse in Kailua-Kona
Plumeria Ohana
May 16 – 23
$107 per night
Guest favorite
Guesthouse in Kamuela
Kohala Loke Lani, Big Island
Nov 18 – 25
$223 per night
Guest favorite
Guesthouse in Kailua-Kona
180 degree ocean view, private pool
Jan 9 – 16
$160 per night
Guest favorite
Guesthouse in Waimea
Mango Hale Cottage
Dec 5 – 12
$240 per night

Guest house rentals with a patio

Guest favorite
Guesthouse in Pāhoa
Modern Jungle Cottage
Dec 4 – 11
$90 per night
Guest favorite
Guesthouse in Kailua-Kona
Romantic Cabin Treehouse in Hawaii Cloud Forest
Jul 11 – 18
$358 per night
Guest favorite
Guesthouse in Captain Cook
Mongoose Manor- Modern guesthouse / amazing views
Aug 31 – Sep 7
$98 per night
Guest favorite
Guesthouse in Holualoa
The Light House~King
Jul 4 – 11
$250 per night
Guest favorite
Guesthouse in Pāhoa
Private, off-grid jungle cabin
Jul 15 – 22
$107 per night
Guest favorite
Guesthouse in Kailua-Kona
Kona Ocean Front Cottage
Jul 19 – 26
$413 per night
Superhost
Guesthouse in Kailua
The Banyan Beach Bungalow
Aug 18 – 25
$499 per night
Guest favorite
Guesthouse in Papaaloa
Garden Studio with Ocean View
Aug 12 – 19
$138 per night
Guest favorite
Guesthouse in Kailua-Kona
Tropical+Peaceful Guava Cottage
Aug 8 – 15
$349 per night
Guest favorite
Guesthouse in Pāhoa
Private Luxury Cabin Suite w Hot Spa by Hot Spring
Feb 10 – 17
$114 per night
Guest favorite
Guesthouse in Kailua-Kona
Modern, Peaceful & Private 1-BR Oasis/Ohana
Jun 29 – Jul 6
$134 per night
Guest favorite
Guesthouse in Haleiwa
Beachfront *Studio*, North Shore Oahu
Apr 5 – 12
$400 per night

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Kula
Upcountry Alpaca, Llama, and Rabbit working farm
Jan 11 – 18
$223 per night
Guest favorite
Guesthouse in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
Jul 15 – 22
$309 per night
Guest favorite
Guesthouse in Volcano
Gigi’s Volcano Cottage
Apr 22 – 27
$211 per night
Guest favorite
Guesthouse in Koloa
Poipu Tropical Retreat with AC & Pool/Gym Access
Sep 13 – 20
$356 per night
Guest favorite
Guesthouse in Haleiwa
Private Beachfront Sunsets, Sunshine, and Solitude
Jun 18 – 25
$263 per night
Guest favorite
Guesthouse in Naalehu
The Ohana
Oct 17 – 24
$99 per night
Superhost
Guesthouse in Haleiwa
Walk to Beach Large Studio
May 13 – 20
$159 per night
Superhost
Guesthouse in Captain Cook
Kona Paradise Ohana Studio
Dec 8 – 15
$150 per night
Superhost
Guesthouse in Kailua-Kona
Small Private Studio Close to Airport
Jun 20 – 27
$85 per night
Guest favorite
Guesthouse in Keaau
HALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY
Aug 2 – 9
$104 per night
Guest favorite
Guesthouse in Kailua-Kona
Elegant & Peaceful Studio
Jul 28 – Aug 4
$125 per night
Guest favorite
Guesthouse in Kailua-Kona
Our Hawaii Hale: Detached 2 bed ohana with parking
Jan 3 – 10
$124 per night

Destinations to explore