Vacation rentals in South Kona

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Top-rated vacation rentals in South Kona

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Top guest favorite
A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.
Home in Captain Cook
4.98 out of 5 average rating, 202 reviews

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Top guest favorite
A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.
Condo in Kailua-Kona
4.95 out of 5 average rating, 224 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

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, 116 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.

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
4.92 out of 5 average rating, 183 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
A panoramic view of the ocean at sunset, displaying soft pastel colors reflecting on the water. The horizon is lined with distant hills and patches of greenery, while clouds drift overhead. The landscape is dotted with residential rooftops and coastal vegetation.
Guest suite in Captain Cook
4.96 out of 5 average rating, 205 reviews

Paradise Cove: Coastal & Sunset Living

Aloha & Welcome to your Private Coastal & Sunset Experience! This spacious Living Room + 1-bedroom, 1-bath guest suite and private lanai is Located in quiet Kona Paradise, with just a 4-min drive to stunning Pebble Beach. Enjoy ocean views, Sunsets, Moonsets, new appliances, Streaming TV, WiFi, BBQ & 3-burner grill. Easy front row parking with private entrance. We’re Superhosts living on property—available to support your stay while respecting your privacy. Relax & enjoy Island Living.

Guest favorite
The image captures a stunning sunset viewed through tall trees, with vibrant hues of orange and yellow radiating across the sky. Silhouetted foliage frames the scene, highlighting the natural beauty of the surrounding landscape.
Home in Captain Cook
4.9 out of 5 average rating, 156 reviews

Main Hale on Ohia Malu Sanctuary in South Kona

We are on the South side of Kona, nestled on a 5 acre retreat. Most of the 5 acres have an Ohia forest with native birds singing. We are close to great beaches, snorkeling, (Best Snorkeling on the Island) kayaking, paddle boarding, hikes, coffee shops, restaurants, and much more. If you are interested in receiving a Reiki healing session while you are here, our property manager, Cory, would be happy to help you relax and rejuvenate. She can be reached at 808-765-7200 for more info

Top guest favorite
A vibrant rainbow arches over the green landscape, accentuating the charming Coffee Cottage with its mint-green roof. Lush foliage surrounds the cottage while the serene ocean is visible in the background under a partly cloudy sky.
Cottage in Captain Cook
4.99 out of 5 average rating, 121 reviews

Romantic cottage Big Island coffee farm retreat

ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!

Guest favorite
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.
Guesthouse in Captain Cook
4.88 out of 5 average rating, 252 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!

Top guest favorite
A spacious living area is paired with a cozy seating arrangement, featuring a light-colored sofa and a coffee table adorned with decorative items. A large window offers expansive ocean views, while sliding glass doors lead to a private lanai.
Guesthouse in Captain Cook
4.94 out of 5 average rating, 162 reviews

Hawaiian Bungalow with stunning ocean views

This unique and newly built bungalow offers guests a quiet and peaceful place to enjoy the lush tropical landscape of South Kona. Enjoy sunsets from your own private patio or explore the black pebble beach at the bottom of the neighborhood. Located midway between Kailua-Kona and Volcano National Park, this spot is the ideal getaway for adventurers looking to sight-see both sides of the Island

Top guest favorite
An open-air living space features a cozy seating area with a day-bed and wicker chairs, illuminated by soft lighting. Tropical plants are arranged throughout, while a decorative 'LOVE' sign adds a welcoming touch. The layout encourages relaxation and connection to nature.
Cottage in Captain Cook
4.91 out of 5 average rating, 593 reviews

Enchanting Eco-Hideaway: Bohemian Retreat

~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias

Guest favorite
A stone staircase winds through lush tropical foliage, leading to a wooden structure nestled among vibrant greenery. The entrance features a railing and is framed by ferns and palm leaves, creating a serene and secluded atmosphere.
Cottage in Captain Cook
4.86 out of 5 average rating, 231 reviews

NANAINA COTTAGE. JUNGLE LOVERS DREAM

NANAINA COTTAGE. JUNGLE LOVERS DREAM AWAY FROM THE REST OF THE WORLD This is the ultimate romantic getaway for two with a million-dollar-view of the South Kona coast. It is perched on a rock cropping surrounded by mango trees. A one-minute walk along a jungle path leads you to this secluded setting.

Top guest favorite
A cozy sleeping area features a spacious bed adorned with tropical-themed bedding and decorative pillows. Natural light floods in through large windows framed with sheer curtains. A small seating nook beside the bed offers additional comfort, and nature-themed artwork is displayed on the wall.
Apartment in Kailua-Kona
4.94 out of 5 average rating, 231 reviews

Cozy Studio - Cool elevation with Full Kitchen

Cozy studio located downstairs of a small house. Perfect little hide-away for two, surrounded by tropical plants and fruit trees, time flows slow here. Enjoy this cute, charming country setting just minutes from Kona but at a 1600ft elevation for cooler temperature.

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