Guesthouse vacation rentals in South Kona

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Top-rated guesthouse rentals in South Kona

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

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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, 119 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.

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, 218 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!

Guest favorite
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
4.94 out of 5 average rating, 405 reviews

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.

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, 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.

Guest favorite
A charming cottage constructed with intricate antique Bali panels is surrounded by lush greenery. The outdoor living area features seating arrangements under a partially covered roof, with soft lighting highlighting the unique decor and inviting atmosphere.
Guesthouse in Captain Cook
4.81 out of 5 average rating, 836 reviews

Kealakekua Bay Bali Cottage -steps from Bay

This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 11% TAT and 4.5% GE .

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!

Guest favorite
A standalone studio with a light blue roof is surrounded by lush greenery and palm trees. The well-manicured lawn features a mix of tropical plants, creating a serene environment. A private patio is visible, offering an inviting space to enjoy the natural surroundings.
Guesthouse in Papaikou/Hilo
4.85 out of 5 average rating, 337 reviews

*Sunrise Studio* Scenic+quiet!

Beautiful, cozy, clean, private, spacious and simple studio in an open country hillside location. This studio has lots of natural lighting and high ceilings. Private bathroom with a shower. Studio has a part ocean view with a private patio with a full ocean view. Stay in the peacefulness of nature yet only drive 10 minutes to Hilo; 15 minutes to Hilo Airport; +40 minutes to Hawaii Volcano Nat'l Park, now in active eruption cycles..come catch Pele's action!

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
4.86 out of 5 average rating, 451 reviews

Plumeria Studio; Garden Balcony, Close to Airport

Kailana Cottage includes two separate rental units that share a hallway. These units are freshly remodeled, super clean, fresh and new. This unit is called Plumeria, it is set up like a hotel room; spacious room with King sized bed, large bright bathroom, TV, and kitchenette on the screened in balcony to enjoy tropical sunsets and breezes. The kitchenette has a hot plate, microwave, coffee press, tea/coffee, mini fridge along with utensils, plates, pans, etc.

Superhost
A modern kitchen space is highlighted, featuring a wooden island with three metal stools. Stainless steel appliances, including a refrigerator and microwave, complement the light wood cabinetry. Natural light fills the room through window views of the surrounding landscape.
Guesthouse in Holualoa
4.89 out of 5 average rating, 177 reviews

Paniolo Place (taxes included)

Welcome to Paniolo Place in beautiful Holualoa. Enjoy the amazing sunsets, ocean and mountain views, cool Mauka (mountain) breezes, peaceful surroundings, you'll be off the beaten path but an easy drive to town, beaches, shopping, restaurants and the airport. A perfect getaway with some ranching history unique to Kona. Feels like a rustic cabin but all the comforts and nature's serenity of this special place will make this an amazing stay. Welcome!

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
4.89 out of 5 average rating, 326 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
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, 165 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
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 215 reviews

Private Ohana w/ AC, Fast Wi-Fi, BBQ & Hammock

Escape to your private 510-sq-ft Ohana (guesthouse) in Kona! This modern retreat comfortably sleeps up to 4 and is perfect for couples, families, or remote workers. Features a dedicated workspace, private patio with BBQ, and is just a quick drive to downtown Kona & Magic Sands Beach. Enjoy a bright, air-conditioned space with fast WiFi and beach gear. Your perfect Hawaiian getaway awaits!

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