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Holiday houses in Kīholo Bay

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Top-rated holiday rentals in Kīholo Bay

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Guest favourite
A bright bedroom features a comfortable queen-sized bed with a floral-patterned blanket. A ceiling fan adds airflow above. Large glass doors lead to a patio area, while a mirror reflects natural light from nearby windows. A desk and chair are located next to the bed.
Guest suite in Kailua-Kona
4.93 out of 5 average rating, 145 reviews

Beautiful Garden Guest Suite

Aloha! PLEASE NOTE: It is essential to read the entire description to ensure our place will suit your needs. Many questions are answered here! This beautiful, private guest suite is located next to the main house in a peaceful and quiet neighborhood. Guests can enjoy comfortable temperatures at this higher elevation thanks to the cool mountain breeze. With its convenient location, both the airport and the town are within a 10 to 15-minute drive. Great place to escape and enjoy the Big Island!

Top Guest favourite
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 favourite
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, 216 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 favourite
An outdoor area features a covered patio with wooden beams, a gas grill, and a dining table. Steps lead from the ground level to the deck, where a private hot tub and additional seating await. The warm tones of the wooden walls add to the inviting ambiance.
Cabin in Kailua-Kona
5 out of 5 average rating, 164 reviews

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Top Guest favourite
Condo in Waikoloa Beach Resort
4.96 out of 5 average rating, 159 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

Top Guest favourite
A private lanai features a glass-topped table surrounded by four black wicker chairs. A suspended swinging chair adds a relaxed touch. Lush tropical foliage frames the space, creating a serene and green environment, with hints of palm trees visible beyond the railing.
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 101 reviews

Fresh & Bright Tropical Getaway- Ocean View

Aloha and Welcome to our cozy ohana. You can expect clean, comfy, modern, with lots of light in this spacious guest suite. The accommodation is in a quiet and safe neighborhood with convenient parking. At a higher elevation, the area is much cooler and breezier than staying in town and you can fall comfortably asleep in our comfortable queen-sized bed, listening to the sounds of coqui frogs and waking up to the beautiful sound of birds. We hope you enjoy your stay with us!

Top Guest favourite
Guesthouse in Kailua-Kona
5 out of 5 average rating, 115 reviews

Hale Kamalai in Kailua Kona

Enjoy all the comforts of home in this stylish guesthouse in the heart of Kailua Kona. This detached one bedroom ohana is centrally located - just minutes from the airport, shops, restaurants and some of the best beaches on Hawai'i Island. Experience Hawaii away from the hustle and bustle of resorts and overcrowded condominiums and stay where the locals live! The designated parking space is just steps from the front door. Private, clean, and convenient.

Top Guest favourite
A community pool area is surrounded by palm trees and lounge chairs. The clear water of the pool reflects the blue sky, while a small building is visible to one side, providing access to restrooms and amenities.
Condo in Waikoloa Village
4.95 out of 5 average rating, 149 reviews

Condo with A/C, Pool, Spa & Golf Course Views

Unwind in this chic, newly renovated corner-unit condo in Waikoloa Village’s Fairway Terrace, featuring abundant natural light, modern furnishings, and serene golf course views from a private lanai. Perfectly equipped for comfort, it offers access to a community pool, spa, and gym. Just 20 minutes from top beaches, and close to shopping, dining, and activities, this bright, tranquil retreat is ideal for relaxing after a day of island adventures.

Top Guest favourite
Tiny home in Kailua-Kona
4.93 out of 5 average rating, 157 reviews

Lilikoi Loft

Introducing a private oasis of comfort and charm, our newly renovated tiny house. This simple retreat is a testament to minimalist luxury and offers a convenient escape near Kona International Airport and downtown Kailua Kona. The exterior of the tiny house is a harmonious blend of rustic charm and simple design, featuring a quaint porch, perfect for sipping your morning coffee or working on the computer while gazing at the pacific ocean.

Top Guest favourite
Apartment in Kailua-Kona
4.97 out of 5 average rating, 145 reviews

Safe Harbor Kona- beautiful large one bedroom

Spacious, remodeled home welcomes you to the magic of this island! This stylish home is perfect for your Hawaiian vacation. The host welcomes you to share in the majestic waterfalls, rainforest trails and other infinite delights of nature. Furnishings were carefully selected for comfort, relaxation and appeal. Enjoy a partial view of the ocean from the bedroom and living room. Located near Kona, the airport and numerous beaches.

Top Guest favourite
Guest suite in Kailua-Kona
4.95 out of 5 average rating, 661 reviews

Cozy, Private Studio with an Incredible View!

Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch. Transient Accommodation License TA-018-066-6368-01

Guest favourite
A serene coastline view is framed by palm trees, with gentle waves lapping against the rocky shore. Lush green grass and vibrant plants line the pathway, leading towards the serene ocean, inviting tranquility and connection with nature.
Apartment in Kailua-Kona
4.96 out of 5 average rating, 137 reviews

Ocean view with central location tropical paradise

Aloha and welcome to our tropical paradise located in the heart of Kailua-Kona right on iconic Alii Drive! Our 1-bedroom, 1-bath condo offers you the perfect blend of island-style comfort and modern convenience. Just steps away from the ocean, you'll have a partial ocean view from your private lanai while enjoying the cool ocean breeze, sunset view, and warm Hawaiian sun.

Popular amenities for Kīholo Bay holiday rentals

  1. Airbnb
  2. United States
  3. Hawaii
  4. Hawaii County
  5. Kīholo Bay