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Guesthouse vacation rentals in Kona

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Top-rated guesthouse rentals in Kona

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

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Top guest favorite
The log cabin is positioned on a hillside surrounded by lush greenery, featuring a blend of vibrant trees and tropical plants. A clear sky adds to the natural tranquility of the setting, highlighting the cabin's wooden exterior and nearby landscaping.
Guesthouse in Honokaa
4.97 out of 5 average rating, 344 reviews

Romantic waterfall cabin in the rain forest

Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!

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, 465 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
Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 138 reviews

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

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
4.99 out of 5 average rating, 142 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
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 814 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat on a quiet Kona hillside — where mornings begin with Pacific views from your own lanai, and evenings end in what guests call "the best shower of my life." This standalone 600 sq ft guesthouse has its own private entrance, queen bed, full kitchen, and spa bathroom with rainfall shower and bidet. Beach chairs, snorkels, masks, umbrella, and cooler all included. Minutes from Alii Drive and Kona's best beaches. 15 min to Kona Airport. 2-night minimum.

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 Kailua-Kona
4.94 out of 5 average rating, 518 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 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
4.96 out of 5 average rating, 422 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.

Guest favorite
The cottage is surrounded by lush greenery, set against a clear blue sky. A welcoming porch features white railings, while vibrant plants adorn the exterior. The spacious lawn invites exploration and relaxation, framed by the native Hawaiian forest.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 687 reviews

Charming Cottage

This quaint & private little cottage is in the Kaloko native Hawaiian forest of Kailua-Kona on the Big Island of Hawai’i. Less than 15 minutes from Kona Airport & less than 15 minutes from town (6.7 miles). Not located in town. Elevation is approx. 2200 ft above sea level. Great if you are looking to experience a tropical forest. Due to severe allergies we are unable to host any animals. Not suitable for children. Must use phone navigation to locate as we are in a rural area :)

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, 236 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.

Top guest favorite
An outdoor dining area is set with a table adorned with plates and glasses, surrounded by comfortable chairs. The blue walls frame the scene, and palm trees sway gently in the breeze, while a vibrant sunset paints the sky in warm hues over the ocean.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 161 reviews

Big Lanai w/ outdoor living! Ocean view & breezes!

Ocean Sunset Views and breezes on the spacious Hawaiian style outdoor living Lanai! Fully equipped Kitchen – including filtered water, and several small appliances 2 Bedrooms - queen size beds. Futon can also be used for sleeping. Overhead fans in every room. Bathroom w/ double shower. Outdoor shower too! Private entrance, driveway, carport Lovely residential Keahou neighborhood 5 Minute drive to Beaches – swimming, snorkeling and surfing Wifi and Netflix Laundry

Guest favorite
The kitchen features vaulted wooden ceilings that create a bright space. A modern design includes stainless steel appliances, a sleek countertop, and open shelving with dishware. Two black stools are positioned at the breakfast bar. Natural light enters through a window overlooking the outdoor area.
Guesthouse in Kailua-Kona
4.93 out of 5 average rating, 120 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 bright bedroom features two spacious beds covered in white bedding, complemented by light-coloured curtains that frame the windows. A ceiling fan is positioned overhead, while a black nightstand and a small bookshelf add functionality to the room. Two art pieces depicting scenic landscapes are displayed on the wall.
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 103 reviews

Comfort By The Coast

Aloha and E Komo Mai (Welcome) to our Ohana unit (2nd floor), where you will find everything you need while vacationing in paradise 🌺. When you stay at this centrally-located Ohana, you will find everything within walking distance. Within a .8 miles radius, you will find the following: Safeway, Starbucks, gas station, fast food, bars, restaurants, farmers market & downtown Kona/pier. Perfect for a walk, dining, Ironman, or catching breathtaking sunsets.

Popular amenities for Kona guesthouse rentals

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