Guesthouse vacation rentals in Honolulu

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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
4.8 out of 5 average rating, 196 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
Guesthouse in Kailua
5 out of 5 average rating, 52 reviews

Karibu Cottage in Beautiful Lanikai

Immaculate, private, fully furnished, above garage studio, with veranda, small yard and gas BBQ grill. Short walk to sandy cove & minutes to stunning Lanikai Beach. Full size fridge/freezer, apartment size dishwasher, microwave, double induction cooktop and counter convection/toaster oven. Washer & dryer. Full bathroom, walk-in shower, walk-in closet, desk & queen bed. QLED TV & high speed WiFi. Landline phone. Reserved parking. Welcome breakfast items. Sorry no pets. Minimum stay 30 days

Superhost
The kitchen showcases a granite countertop with a breakfast bar accommodating three stools. Bright stained glass artwork adds color above. To the right, a doorway leads to additional spaces, and behind, cabinets and appliances are organized neatly along the walls.
Guesthouse in Manoa
4.63 out of 5 average rating, 70 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
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, 434 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
4.79 out of 5 average rating, 168 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.

Guest favorite
Guesthouse in Kailua
5 out of 5 average rating, 9 reviews

Kailua Beach Cottage

Tucked away on private lane, Kailua Beach Cottage is a short walk from beautiful Kailua beach. Relax while the ocean breeze flows naturally through the space. Wake up with tropical birds as you sip coffee under the palms. Less than a half mile from the beach, the property sits has a botanical garden with avocado, banana and papaya trees for you to enjoy when they are in season.

Guest favorite
A panoramic view captures the lush greenery of Manoa Valley, interspersed with residential homes. The iconic Diamond Head crater rises in the background, framed by a clear blue sky and gentle clouds, while solar panels can be seen on several rooftops.
Guesthouse in Manoa
4.88 out of 5 average rating, 93 reviews

Manoa Valley Duplex with Mountain and Ocean Views

Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is also pet friendly (for an additional fee of $250) which is difficult to find. Contact HVROAHU com for more information!

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
4.92 out of 5 average rating, 142 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.

Popular amenities for Honolulu guesthouse rentals

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 G$10,444 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 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

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