
Guest house holiday rentals in Hawaii
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Top-rated guest house rentals in Hawaii
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 Hawaii
Family-friendly guest house rentals

Mango Hale Cottage

Great Location: Volcano to Hilo

Kailua Beach Cottage - 1990/NUC-1797

Windspirit Cottage TA tax #137089228801

Hanapapalani - Ohana Cottage, Hana, Maui, HI

Dreamy Surf Shack

“Special Rate” Private, Waimea Ohana (Guest House)

Spacious, remodeled ‘ohana house close to town.
Guest house rentals with a patio

Modern Jungle Cottage

Jungle Living At An Oceanside Fruit Farm

Hale Hapu’u - Tropical Tiki Paradise for Couples.

Studio- Ocean View Hideaway

Bright Island Hideaway | King Bed + Ocean Views

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

Cozy Cottage with Fresh Rainwater Hot Tub *No fees
Guest house rentals with a washing machine and dryer

Big Lanai w/ outdoor living! Ocean view & breezes!

NEW 2 bedroom hosted Tranquil Island Getaway

Charming, Secluded Studio, Centrally Located

HALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY

Chateau Kilauea @Lazy Acres.

Poipu Tropical Retreat with AC & Pool/Gym Access

Luxury Beach Cottage, Sleep 4, Game Rm, Near Shops

Elegant & Peaceful Studio
Destinations to explore
- Rentals with lake access Hawaii
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- Rentals with a kayak Hawaii
- Rentals with a balcony Hawaii
- Rentals with an EV charger Hawaii
- Rentals with an accessible-height toilet Hawaii
- Hostel rentals Hawaii
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- Rentals with pools Hawaii
- Rentals with a firepit Hawaii
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- Boutique hotel rentals Hawaii
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- Rentals with a washing machine and dryer Hawaii
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- Rentals with beach access Hawaii
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- Family-friendly rentals Hawaii
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- Cabin rentals Hawaii
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- Luxury rentals Hawaii
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- Rentals with a fireplace Hawaii
- Waterfront rentals Hawaii
- Tiny house rentals Hawaii
- Rentals with a beach view Hawaii
- Mansion rentals Hawaii
- Beach apartment rentals Hawaii
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- Serviced apartment rentals Hawaii
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- Aparthotel rentals Hawaii
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- Things to do United States
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- Food and drink United States
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- Nature and outdoors United States
- Tours United States