Guesthouse vacation rentals in Honolulu

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Honolulu

Total vacation rentals
Explore 70 vacation rentals in Honolulu
Nightly prices starting at
Honolulu vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees
Verified guest reviews
Over 3,540 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
70 of Honolulu vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Honolulu rentals
4.8 Average rating
Honolulu stays are highly rated by guests—averaging 4.8 out of 5!
Nearby attractions
Honolulu's top spots, include Kailua Beach Park, Honolulu Zoo, and Ala Moana Beach Park

Top-rated guesthouse rentals in Honolulu

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

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Guest favorite

A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.

Guesthouse in Kailua

4.81 out of 5 average rating, 200 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

Top guest favorite

A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.

Guesthouse in Kailua

4.87 out of 5 average rating, 446 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, 173 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.

Guesthouse in Kailua

3.86 out of 5 average rating, 7 reviews

Guesthouse close to Kailua Town

Enjoy a private 1-bedroom, 1-bath guest house in the heart of Kailua, perfect for couples or solo travelers. The space features a comfortable queen-size bed, modern bathroom, and cozy living area. Located in a quiet residential neighborhood just minutes from Kailua Beach, shops, and local dining. A peaceful island retreat with the convenience of town nearby—ideal for relaxing and exploring Oʻahu.

Guest favorite

A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.

Guesthouse in Kailua

4.91 out of 5 average rating, 152 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

Snorkels, check! Beach chairs, check! Boogie boards, check! Surf boards, check! You relaxing on the sandy beach of Kailua, still pending! Welcome to your Hawaiian vacation in Kailua, Oahu! This property is nestled between the beach town of Kailua and is footsteps away from the ocean.