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Guesthouse vacation rentals in Honolulu County

Find and book unique guesthouse rentals on Airbnb

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
An aerial view captures a serene neighborhood bordered by lush greenery and the coastline. Single-family homes with varied roof colors are visible, alongside palm trees. The expansive ocean and sky are evident in the background, reflecting a calm atmosphere and clear weather.
Guesthouse in Koloa
4.99 out of 5 average rating, 496 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.

Guest favorite
Guesthouse in Waianae
4.9 out of 5 average rating, 110 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 🌿

Top guest favorite
A captivating ocean view is presented, featuring the sun rising over the horizon, casting rays of light through scattered clouds. Lush greenery lies in the foreground, gently leading to the tranquil waters, enhancing the serene ambiance of the coastal landscape.
Guesthouse in Princeville
5 out of 5 average rating, 9 reviews

Oceanfront Studio - Private Hot Tub

For less than half the cost of a hotel room, this private oceanfront studio offers more space, privacy, and magic. Wake to waves, watch whales from your lanai, and soak in your private hot tub under the stars. Perched on Princeville’s bluff with stunning ocean views, this retreat features a kitchenette, washer/dryer, full fridge, bathtub, A/C, tanning lanai, and outdoor shower. Beach gear included as waters invite snorkeling with turtles and monk seals. Enjoy Kauai’s best-without the crowds.

Guest favorite
A modern vacation home is showcased amid lush tropical landscaping and native plants. The covered lanai features outdoor seating, and large windows allow natural light to illuminate the interior. The home is situated in a peaceful neighborhood with clear blue skies overhead.
Guesthouse in Koloa
4.96 out of 5 average rating, 208 reviews

Poipu Tropical Retreat|AC/ Pool/Gym| MAY Special

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
An open living area features a spacious dining table surrounded by high-backed rattan chairs. A flat-screen television is mounted against a light gray wall, and natural light floods through multiple windows. Comfortable seating options include leather armchairs, enhancing the room's inviting layout.
Guesthouse in Koloa
4.89 out of 5 average rating, 257 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
4.97 out of 5 average rating, 31 reviews

Bali Hai views - Puu Poa 211 - 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.

Top guest favorite
An entrance is displayed, featuring a smooth wooden deck with two outdoor chairs positioned beside the door. Soft lighting illuminates the entryway, while lush greenery provides a tropical ambiance against the backdrop of a colorful sunset sky.
Guesthouse in Waianae
5 out of 5 average rating, 30 reviews

Studio Nene - Ocean, King bed, Tropical Garden

Aloha! Welcome to Studio Nene, a serene, luxury guesthouse retreat in breathtaking Makaha Valley. Perfect for couples or solo travelers, this stunning space features a plush king bed, high-end finishes, and a private tropical garden. Wake up to stunning mountain views, enjoy your morning coffee surrounded by trade winds, and stargaze at night. Enjoy resort-style community pool, jacuzzi, and gym. Just minutes away from pristine west-side beaches. Guaranteed cancellation in 48 hrs.

Guest favorite
An outdoor seating area is featured, with a wooden table and four white metal chairs. A comfortable lounge area, furnished with a wooden bench and colorful cushions, is visible to the right. The background includes lush greenery, enhancing the setting's natural feel.
Guesthouse in Haleiwa
4.94 out of 5 average rating, 173 reviews

Dreamy Surf Shack

If you are looking for a dreamy modern surf shack on the North Shore of Oahu then this is the ultimate spot! Located on a quiet private street across from the famous surf breaks and the best beaches. Sunset Beach, BackYards and Velzyland - which offers perfect swimming in the summer and amazing surf all winter, turtle sighting on the sand and spectacular sunsets are all only a 3 minute bike ride away and about a 5-10 minute walk away. @dreamysurfshack

Guest favorite
Guesthouse in Waianae
4.93 out of 5 average rating, 160 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.

Top guest favorite
Guesthouse in Kailua
4.87 out of 5 average rating, 449 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.78 out of 5 average rating, 175 reviews

Kailua Beach Cottage - 1990/NUC-1797

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Top guest favorite
Guesthouse in Princeville
5 out of 5 average rating, 156 reviews

Charming Private Studio in Princeville with A/C

Newly remodeled 500 sq ft guest suite studio attached to private home on cul-de-sac street in Princeville. Studio completely separated from main house by garage with no access from main house. King sized bed. Front and back entrances. Less than 1/4 mile to Princeville Shopping Center and Foodland grocery store. Community park and trail to Anini Beach right behind hedge in backyard.

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