Guesthouse vacation rentals in Kona

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Top-rated guesthouse rentals in Kona

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A traditional Hawaiian home is set amidst lush greenery, featuring an outdoor patio with two chairs and a wooden table. The roof overhangs provide shade, while vibrant plants and trees create a serene atmosphere. Natural light enhances the inviting appearance of the structure.
Guesthouse in Naalehu
4.84 out of 5 average rating, 345 reviews

The Ohana

Find your peaceful retreat by staying in a traditional Hawaiian style home, an Ohana. Get the full experience of what real Island lifestyle is in your stay in Na'alehu, world renowned as "The Southern Most Town" in Hawai'i and the USA! A perfect midpoint between Kona and Hilo maximizing your adventure choices and making the most out of tour time. Guaranteed treasured memories. NOW OPEN Self-Serving shop conveniently located just a few steps from your stay. Rentable surf board and beach gear.

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
5 out of 5 average rating, 203 reviews

Romantic Cabin Treehouse in Hawaii Cloud Forest

Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Top guest favorite
A private lanai is enclosed by a decorative railing, offering expansive views of the ocean and vibrant tropical plants. Wicker seating is arranged for relaxation, complementing the serene outdoor setting bathed in natural light.
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 771 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

Top guest favorite
A wooden sign carved with the word 'ALOHA' is displayed against a backdrop of dark volcanic rocks. Colorful hibiscus flowers are painted on either side of the sign, adding a tropical touch to the natural surroundings.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 240 reviews

Tiny House in Kona - 5 Minute Walk to the Beach!

Mahalo nui for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

Top guest favorite
The exterior of the cottage is illuminated by string lights, creating a soft glow in the evening. A spacious porch with a lattice railing leads to the entrance, and well-maintained landscaping surrounds the home, highlighting the welcoming atmosphere.
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 119 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
A view from the property showcases lush grass leading to a path. Beyond the neatly trimmed hedges, the ocean sparkles in the distance under a clear blue sky, complemented by scattered clouds and greenery along the hillside.
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 387 reviews

Spectacular Views of Kailua-Kona

Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

Top guest favorite
The studio cottage is nestled at an elevation, featuring a green exterior with red trim. A wide covered lanai is accessible via steps, offering a shaded space for relaxation. Large windows provide ample natural light, enhancing the cottage's welcoming appearance among surrounding greenery.
Guesthouse in Holualoa
5 out of 5 average rating, 264 reviews

Holualoa Studio Cottage - Incredible Ocean Views!!

BETTER THAN THE REST!!! Our adorable studio cottage is located on the side of Hualalai Mountain in Holualoa, Kona Coffee growing country. We are just above Kailua-Kona town, and only about 12-15 minutes to shopping, and about 15 minutes to the closest beach and only 20 minutes to the airport. You will LOVE our panoramic ocean and coastline view, plus on clear days you can see Mount Hualalai right behind us, plus a beautiful coffee farm too. Read our reviews!

Top guest favorite
A well-equipped kitchenette features a stylish counter with a sink and modern faucet. A microwave and coffee maker are positioned below a shelf holding two mugs and a plant. The wall is adorned with neutral-toned tiles that complement the warm wood cabinetry.
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 137 reviews

The Banyan House

Offering a newly renovated & private 1 bed, 1 bath guest suite conveniently located in a friendly residential area in Kona, close to beaches and restaurants. You have your own separate entrance to the unit, although we do share a wall, as this Ohana is connected to the main house. Please note that there are stairs and a pathway coming up to the property, guest should be comfortable walking up the path with their belongings and bringing them up stairs.

Guest favorite
A charming guest house is nestled amidst lush greenery, featuring a welcoming wooden door and a simple stone pathway. Two green chairs are positioned on the porch, offering a serene spot to enjoy the surrounding nature.
Guesthouse in Ocean View
4.9 out of 5 average rating, 304 reviews

Ocean View with a view

Our little slice of paradise is located in Ocean View Hawaii half way between Kona and Hilo. A beautiful place to enjoy the island flow free from crowds and filled with peace. We have views of south point the most southern point of The United States. At night the you can experience millions of twinkling stars as we are in one of the special places on earth free of light pollution allowing views of the stars rarely seen with the naked eye

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, 367 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
The exterior of the unit is shown, featuring a covered porch, two entrances, and large windows for natural light. A parking spot is conveniently located nearby. Lush greenery surrounds the building, enhancing the tropical setting. Outdoor seating is visible on the porch.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 252 reviews

Our Hawaii Hale: Detached 2 bed ohana with parking

Our Hawaii Hale sits at 1500’ elevation and is 10 minutes from the airport, beaches and downtown Kona allowing for easy access to everything the island has to offer! Our unit features 2 full beds, a kitchenette and large bathroom with walk-in shower. Enjoy parking right outside of unit, beach gear & shared laundry! We are in a residential neighborhood with roosters and coqui frogs. TA-106-058-1888-01

Top guest favorite
An outdoor sitting area is set on a covered lanai, featuring a table and two chairs. A gas grill is positioned nearby, with potted plants adding natural elements. The lush green lawn surrounds the cozy space, providing a tranquil spot for relaxation.
Guesthouse in Kailua-Kona
4.89 out of 5 average rating, 272 reviews

Carries Cottage

Carries Cottage Aloha and Welcome to Carries Cottage. Located at the base of an Ohia Forest on the slopes of Hualalai on the Big Island of Hawaii, Carries Cottage offers warm sunny days and cool nights in a green, lush, tropical setting. Come experience why the Kaloko area is one of the most desirable locations on the Big Island.

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