Guesthouse vacation rentals in Honolulu County

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Top-rated guesthouse rentals in Honolulu County

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

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Top guest favorite

Guesthouse in Koloa

4.99 out of 5 average rating, 463 reviews

SUITE DREAMS 3 min. walk to beach Air Conditioning

Located in the UPSCALE POIPU KAI RESORT, on a tropical greenbelt, that borders 2 beaches. This is an attached 1 bedroom 1 full bath suite with a Jacuzzi tub, large walk-in shower & kitchenette. PRIVATE entry & a private fenced outdoor area with a large covered Patio. 3 min walk along a peaceful greenbelt to the BEACHFRONT GRAND HYATT RESORT & SPA. Walk to Beaches, Pool, Hot Tub, Spa, Golf, Tennis, Restaurants, Bars, Nightlife, Luau, and Shops Private off-St. parking. 24 hr. security patrol.

Superhost

Guesthouse in Kailua

4.8 out of 5 average rating, 189 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Superhost

Guesthouse in Waianae

4.88 out of 5 average rating, 94 reviews

Chic Private Guest House • Pool • Gym • Hikes

Escape to this cozy, intimate studio in Makaha Valley’s exclusive Mauna Olu Cottages, a gated community with 24-hour security. Surrounded by lush, tropical landscapes, this private retreat offers the perfect blend of comfort and tranquility your area is not shared with the main house it’s private and fenced away from each other. Unwind on famous Makaha Beach, just 4 minutes away, explore nearby hiking trails, or simply relax to the soothing sounds of the mountains. With thoughtful amenities 🌿

Guest favorite

Guesthouse in Koloa

4.97 out of 5 average rating, 189 reviews

Poipu Tropical Retreat with AC & Pool/Gym Access

Discover beautiful Kauai from this spacious 1 bedroom vacation home, built in 2018, in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai, shops and restaurants. Create lifetime memories from this modern retreat with its tropical Asian decor. This is a stand alone house, very private, not an apartment. Enjoy a complimentary Poipu Beach Athletic Club membership.

Guest favorite

Guesthouse in Haleiwa

4.89 out of 5 average rating, 92 reviews

Beach Cottage w bikes on Sunset Pt. 30 day min.

The Beach Cottage is almost beach front on Sunset Pt. 100 feet to the surf and sand. The yard is secure and private with a locking gate. The parking is also enclosed and secure. A stand alone 2 bedroom Cottage is in an enclosed yard with garden. The yard has lovely plants, sun and shade and is right next to the beach access . There is AC, full kitchen. w dishwasher. The Bedrooms have big window, AC. , Queen in one and twin bed in the other. Beach shower, bikes full kitchen & bath.

Guest favorite

Guesthouse in Koloa

4.9 out of 5 average rating, 241 reviews

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

This 1 bed/ 1 full bath unit is nestled on the 2nd floor above the garage, with another home located on the property. It has a full kitchen, BBQ, split system AC, memory foam beds, and beach gear included. Poipu Beach is the best place to stay on Kauai. Within a few miles from the house you have, great surf spots, hiking, snorkeling, diving, fishing spots, world-class golfing, excellent restaurants and local boutique shops. Come to the south shore of Kauai for an ultimate get away.

Guest favorite

Guesthouse in Princeville

4.96 out of 5 average rating, 25 reviews

Bali Hai views - 2bed 2bath - AC

Nestled along the serene coast of Kauai's North Shore, this two-bedroom, two-bath condo offers breathtaking views of Bali Hai. The open-concept living space features a brand new lanai and air conditioning in the living room and master bedroom. The master suite includes a king-sized bed and an en-suite bathroom with a spa style walk in shower. The second bedroom has a queen bed and a separate full bathroom with a washer and dryer, making this condo perfect for a family or friends.

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Guesthouse in Kapolei

4.91 out of 5 average rating, 119 reviews

Aloha Living Near Ko’olina + WiFi/Sleeps 4

Our Guest House sits in a unique & safe neighborhood. You’ll have your own private entrance. Shared entrance will only be through the front gate. We live on the property, but Privacy is always respected. Ko’olina Beach Lagoons & Golf Course is just a 3 minute drive (Free Parking is usually available there for early bird beach goers), Shopping centers, grocery stores, and luaus. A great space for your island get away, especially away from the busy hustle & bustle of town life.

Superhost

Guesthouse in Haleiwa

4.89 out of 5 average rating, 74 reviews

"Pua Pono House" Tropical Acreage, Beach ~5m drive

Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located to top beaches, ATV adventures, golf courses, horseback rides, epic hiking trails, zipline adventures, renowned surf spots, and snorkeling destinations, this is the perfect base for a truly unforgettable vacation.

Guest favorite

Guesthouse in Waianae

5 out of 5 average rating, 26 reviews

Beautiful Mountain Studio Retreat

Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Studio is fully equipped w/a comfortable queen-size bed, pull-out bed, TV, a kitchenette, mini-fridge, microwave, coffee maker, & bathroom w/ tub & shower.

Superhost

Guesthouse in Honolulu

4.61 out of 5 average rating, 67 reviews

Manoa Valley B - Lush with Diamond Head Views

You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. The home is also pet friendly (for an additional fee of $250), which is difficult to find. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach. Find a second full living space on the enclosed lanai with panoramic views of Diamond Head and Honolulu City.

Guest favorite

Guesthouse in Waianae

4.93 out of 5 average rating, 122 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.