Guesthouse vacation rentals in South Kona

5 out of 5 average rating, 286 reviews

Guesthouse in Kurtistown

Koki Kottage. Central location for east Hawaii

Clean and airy studio located for easy access to all of east Hawaii and the rest of the island. The studio is a separate guest unit with a back porch and lots of privacy. No steps to climb, covered parking place, washer/dryer, and 1 acre to enjoy. Full bathroom and full kitchen. A great place to come home to at the end of the day on the island. Also a perfect place to spend a work-vacation. Check out our 250+ amazing guest reviews! Many guests say they wish they had planned to stay longer...

4.97 out of 5 average rating, 465 reviews

The interior of the studio cottage features a comfortable seating area with a light-colored futon and a wooden side table. A well-equipped kitchen is visible in the background, showcasing modern appliances. Natural light filters through the windows, illuminating the space and creating a relaxed ambiance.

Guesthouse in Keaau

Bamboo Bungalow

Our slice of paradise sits on 1 acre of manicured tropical orchard with over 40 varieties of fruit trees, a giant stand of bamboo, hundreds of orchids and herbs. Newly constructed unattached studio cottage with canopy queen size bed and super comfortable full size futon. Indoor bath with shower and outdoor bamboo shower. Brand new kitchen and an adorable lanai for enjoying the panoramic view of sunset or morning coffee. Our teak swing above the cottage offers a horizon view of the ocean.

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.

4.97 out of 5 average rating, 121 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 with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

Guesthouse in Captain Cook

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.

4.92 out of 5 average rating, 186 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.

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.

4.97 out of 5 average rating, 797 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

4.94 out of 5 average rating, 406 reviews

The cozy bedroom features a spacious bed with crisp white linens, complemented by soft pillows. Two large windows provide ample natural light and views of the greenery outside. A comfortable armchair and ottoman invite relaxation, while a ceiling fan enhances airflow in the room.

Guesthouse in Holualoa

Holualoa Ekahi -Country guest house,Taxes included

Aloha! Holualoa Ekahi is close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. We love the quaint, cool and country atmosphere here in Holualoa. This is a cozy home with comfy king bed and furnishings, spacious walk-in shower, large covered lanai to enjoy the outdoors, smart TV, Wifi, washer & dryer and amenities. Ideal for singles or couples, with a sofa sleeper for a third guest if needed. Come experience the island charm of Holualoa Ekahi.

4.96 out of 5 average rating, 264 reviews

Lush greenery frames the scene with tall palms swaying gently by the ocean. In the distance, waves roll onto rocky shores beneath a soft sky, where a faint rainbow arcs gracefully over the shimmering water.

Guesthouse in Hakalau

Oceanfront Estate Retreat 1 - Carriage w/ Horses

Experience unmatched luxury in a one-bedroom apartment of a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

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.

4.97 out of 5 average rating, 401 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.

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.

4.96 out of 5 average rating, 159 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

Guesthouse in Captain Cook

Two glasses filled with red liquid are placed on a wooden railing. A vibrant sunset casts warm hues over the ocean in the background, framed by lush greenery and a tall coniferous tree.

4.89 out of 5 average rating, 253 reviews

Kona Paradise Ohana Studio

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

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.