Guesthouse vacation rentals in Kalaoa

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Quick stats about guesthouse rentals in Kalaoa

  • Total vacation rentals

    Explore 20 vacation rentals in Kalaoa

  • Nightly prices starting at

    Kalaoa vacation rentals start at G$18,823 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,400 verified reviews to help you choose

  • Wi-Fi availability

    20 of Kalaoa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kalaoa rentals

  • 4.9 Average rating

    Kalaoa stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated guesthouse rentals in Kalaoa

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

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Guest favorite
A spacious room features a large bed adorned with a blue floral quilt. Natural light enters through sliding doors, leading to a private balcony. A flat-screen TV is positioned on a wooden stand across from the bed, and a decorative mirror enhances the room's openness.
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 486 reviews

Plumeria Studio; Garden Balcony, Close to Airport

Plumeria at Kailana Cottage Kailana Cottage includes two separate rental units that share a hallway. Plumeria is set up like a hotel-style room, featuring a king-size bed, bright bathroom, TV, and a unique kitchenette located on the screened-in balcony—perfect for enjoying tropical breezes and sunset views. The kitchenette includes a hot plate, microwave, coffee press, tea/coffee, mini fridge, and basic cookware. Conveniently located near the airport with automated check-in and free parking.

Top guest favorite
A panoramic view showcases lush greenery in the foreground, leading to expansive ocean vistas. The sky is filled with scattered clouds, reflecting a vibrant blue hue over the calm waters. The distant shoreline is visible, highlighting the natural beauty of the coastal landscape.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 98 reviews

All About The View!

A reader's delight! Enjoy paradise in this cozy guesthouse with your own library! You'll have the space to yourself with a private entrance, a lovely lanai to enjoy the sunset, televisions, a well appointed kitchenette, and more! The home is located at a cool and comfortable elevation just 10 minutes from Kona International Airport and 10-15 minutes from downtown Kona. We are a busy family of 4 (+pets) living upstairs. We love providing a home away from home for visitors! TA-018-066-6368-01

Top guest favorite
A vibrant green cottage is surrounded by lush tropical vegetation. Steps lead up to a covered porch with white railings, offering access to the main entrance. The exterior reflects a charming, rustic style, set within a serene garden brimming with diverse plants.
Guesthouse in Captain Cook
4.93 out of 5 average rating, 201 reviews

Garden Cottage Ohana

Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

Top guest favorite
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 148 reviews

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

Enjoy our beautiful cottage all to yourself at a cool and breezy 1400' elevation just 10 minutes from town and minutes up the mountain from the Kona International Airport. Relax at the end of a fun day of adventure with a glass of wine on the spacious lanai while you watch the sunset. Our cottage is a perfect base for exploring, whether you want to have fun in beautiful Kailua-Kona or head north to some of the world's most spectacular beaches we're located conveniently between the two.

Top guest favorite
Lush foliage frames a stunning ocean view under a bright blue sky. The scene is accentuated by a canopy of green leaves and trees, creating a serene and natural atmosphere. Towering trees and various tropical plants enhance the vibrant landscape.
Guesthouse in Holualoa
4.94 out of 5 average rating, 526 reviews

Treehouse Ohana

The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C, no self check-in. Cats & dogs on premises.

Top guest favorite
A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 245 reviews

Romantic Treehouse Cabin: Birdwatching Hike Yoga

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Guest favorite
A spacious bedroom features a large bed adorned with a patterned cover. A ceiling fan is mounted overhead. Natural light fills the room through a window with views of greenery. An accent chair and lamp complement the warm color palette of the walls.
Guesthouse in Kailua-Kona
4.94 out of 5 average rating, 193 reviews

Ka Hale O Maluhia

Welcome to your next vacation! Our upstairs guesthouse is private and comfortable. Our reviews speak for itself! We strive to provide our guests with an amazing stay. Wake up every morning enjoying a cup of coffee on the balcony with a panorama view of the ocean. Enjoy your days at the beach using our provided beach equipment (towels, chairs, umbrellas, boogie boards and more). And relax in the evenings, at this cool elevation, next to the fire pit with your family and friends.

Guest favorite
A private lanai is captured, featuring a small table set for two. Two chairs are arranged with soft cushions, framed by lush greenery. The ocean view stretches across the horizon under a clear blue sky, providing a serene backdrop for relaxation.
Guesthouse in Holualoa
4.93 out of 5 average rating, 123 reviews

Sea View Studio Getaway

This newly remodeled, fresh and clean guesthouse is centrally located and has amazing ocean views. Situated in a local neighborhood, this spot is perfect for someone looking to get a more authentic Hawaii experience. The Guesthouse is a large, private studio that contains a full kitchen and bathroom, as well as a spacious covered lanai to take in the stunning Kona sunsets. The closest beach is just a 5 minute drive away. A perfect home base for exploring the island!

Top guest favorite
A well-appointed sleeping area features a spacious bed with a floral-patterned duvet and multiple pillows. A light wood nightstand holds a lamp, and a ceiling fan enhances airflow. Natural light enters from a sliding glass door, complemented by a serene beach-themed artwork on the wall.
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 167 reviews

Elegant & Peaceful Studio

Tucked away in a friendly, family neighborhood at a cool elevation, this island jewel will provide you with a relaxing place to come home to after a satisfying day of adventures to anywhere on the Big Island. Hale Moa studio is situated next to our family home in a small cul-de-sac. Come enjoy spectacular views of the sun setting over the ocean out front, or relax and fire up the grill in the backyard on your own private patio. We love this spot and hope you will too!

Guest favorite
The exterior of the rental house features a wide porch with comfortable seating and a well-maintained landscape. The one-story structure has a sloped roof and large windows providing natural light. A paved driveway offers easy access to the residence, surrounded by lush greenery.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 202 reviews

Amazing Sunset / Ocean View, Beautiful New Home

A beautiful house for rent adjacent to the house that our family occupies. The rental unit is located in a new and quiet subdivision with 180 degree ocean views, is well landscaped and has ample parking. Accessible by newly paved roads, which offer ample room for morning walks. Enjoy amazing sunsets every evening right from the lanai. Lanai includes comfortable outdoor furniture. The eating areas have a beautiful ocean view. TA-034884812801

Top guest favorite
The cottage is seen nestled among a vibrant flower garden, featuring a variety of colorful blooms including sunflowers. Lush greenery surrounds the area, enhancing the natural setting and providing a serene atmosphere.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 393 reviews

Cottage with Ocean and Sunset view

Situated on the island's western side at a cool 1300ft elevation, this small cottage is suitable for two people. Privacy is the keyword. This is a quiet, clean, peaceful place with A/C. It is near the airport, town, and beautiful beaches, located in a safe, affluent neighborhood. After the lava eruption on the other side of the island in 2018 subsided, we are now thrilled to have the best air quality and blue skies since 2007!

Top guest favorite
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 216 reviews

NEW- Lavender Lane-1 Bedroom, 1 Bath, & Air Con

Please enjoy this NEWLY RENOVATED centrally located one-bedroom, one-bathroom home just minutes from the airport, upgraded with air conditioning included. Nestled in a peaceful neighborhood and hosted by thoughtful owners, the space offers a clean, comfortable environment perfect for a relaxing stay. You asked, we listened! We added more space, air conditioning, and a brand-new living area for even more comfort.

Popular amenities for Kalaoa guesthouse rentals