Vacation rentals in Kailua Bay

A comfortable sleeping area features a spacious queen bed adorned with a white quilt. A cozy sitting area is visible with a light green couch and a small coffee table. Warm light from a lamp illuminates the room, complemented by tropical artwork on the walls.

4.99 out of 5 average rating, 340 reviews

Oceanfront/Hawaiian Charm W/Modern Amenities

Welcome to Hale Kani Moana (House of Ocean Sounds❤️)…the best location, city center on world famous Ali’i Drive. Cozy Hawaiian Charm w/ modern amenities. At your doorstep are the best restaurants, nightlife, and shopping. Stunning oceanfront unit w/sunset views (Fall/Winter). Listen to the ocean waves gently crash as you fall asleep. Fully stocked kitchenette, bathroom/shower, and all the beach equipment you’ll need. FREE Parking+FAST Wifi :-) Note: 3rd (Top Floor) stairs only, no elevators

A spacious bed is adorned with patterned bedding and a decorative yellow pillow. Framed by two pendant lights, a nature-themed artwork hangs above the headboard. A bench with tufted upholstery is positioned at the foot of the bed, complementing the room's serene design.

4.83 out of 5 average rating, 143 reviews

Studio condo, King bed, pool view on Alii Drive

Super convenient and affordable studio in the heart of Kona. Only a few minutes' walk to all the best oceanfront restaurants, bars and coffee shops on Alii Drive. Our unit is a ground floor end unit with a view of the pool and hot tub from the back Lanai. Located at the front of the complex near the parking and lobby. There is AC, a 50 inch smart TV, free Wi-Fi. The Kitchenette features a microwave, coffee maker, electric skillet, refrigerator and cups, plates and silverware. TA-032-125-9008-01

Guest suite in Kailua-Kona

A green lawn is bordered by stone walls and surrounded by tall trees. In the background, an ocean view is visible, framed by the lush greenery and under a clear blue sky.

4.88 out of 5 average rating, 223 reviews

Cozy cloud forest Ohana

Cozy lower level Ohana apartment, with ocean view, in our home on our 4 acre family farm in the Ohia cloud forest of Kaloko Mauka. We are located at 2,000 feet up enjoying cooler weather and a unique microclimate just above Kona. We are a 10 minute drive to the nearest beach, 8 minutes to Costco and restaurants, and 15-20 minutes to Kona town. It is a private one bed, one bath with its own separate entrance and parking. It has a kitchenette with full fridge/freezer, and a mini washer and dryer.

4.94 out of 5 average rating, 482 reviews

A private lanai is displayed, furnished with a wooden dining table and two chairs. The table is set with plates and mugs. Lush greenery and palm trees surround the space, offering a view of the ocean in the distance under a clear blue sky.

Apartment in Kailua-Kona

"Harbor View Hale" Romantic Retreat

Aloha! Escape to this romantic, luxuriously designed 1-bedroom retreat with A/C. Sleep soundly in a teak canopy Cal King bed, cook in a sleek kitchen with stainless steel appliances, and enjoy the convenience of an in-unit washer/dryer. Relax on your private lanai with stunning ocean views overlooking a lush tropical garden full of fruit trees and birdsong. A custom *tablet* offers local tips, property info, and more. Guests love the cool comfort and authentic vibe of our Hawaiian neighborhood.

5 out of 5 average rating, 224 reviews

A spacious wooden deck surrounds a geodesic dome, offering a serene outdoor setting. Two hanging egg chairs are positioned for relaxation, while a portable heater is located nearby. The dome features a transparent facade that reflects sunlight, surrounded by lush greenery.

Dome in Holualoa

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

The image captures a rocky beach at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Dark rocks and scattered seashells are visible in the foreground, framed by gentle waves lapping at the shore.

4.97 out of 5 average rating, 147 reviews

Ocean Views~by Honl's Beach~Heart of Kona~AC

ENJOY OCEAN VIEWS from a newly renovated Stylish condo in one of Kona's most desirable locations. Condo is an apx 6 to 8 min walk to a variety of Ocean Side Restaurants, entertainment and a quick walk to Honl's Beach. No rental car is needed as you are a short walk into town. The condo looks directly out to the Pacific Ocean and is on the ground floor so (no long stairs to climb). Free dedicated parking spot, which is so IMPORTANT in KONA now! 65" SMART TV, AC, the SOFA folds to a 2nd bed.

Guesthouse in Kailua-Kona

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, 766 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

Guest suite in Kailua-Kona

A colorful quilt covers a spacious bed, complementing the serene atmosphere of the room. A wall-mounted television displays a scenic image. Large glass doors provide access to a private lanai with ocean views, creating a bright and inviting space.

5 out of 5 average rating, 350 reviews

Your Big Island Escape - King Bed & A/C

Kona sweet spot with private lanai, amazing ocean view, ideal temperatures & personal parking spot. Devoted Super-hosts on-site to maximize your accommodations & experience. Very safe neighborhood. Lots of amenities / beach gear. Only 6 minutes to beaches & great snorkeling, 10 minutes to downtown for diverse food options, shopping & historic sites. Exquisite Kohala beaches 30 minutes north. Popular Walua Trail just 2 blocks away to stroll or jog. * Please no 3rd party bookings. Mahalo.

A vibrant sunset fills the sky with orange and pink hues, contrasted by the silhouette of a historic church with a tall spire. Lush palm trees frame the scene, adding to the tropical atmosphere as the day transitions into evening.

4.97 out of 5 average rating, 203 reviews

Downtown Kona Plaza Condo w/AC

Visit all the Big Island has to offer and lay your head to rest at this comfortable, renovated condo located in the heart of downtown Kona. Situated on historical Ali'i Drive, we are just steps from shops, restaurants, coffee houses, and beaches. Take in the breathtaking sunsets and hear the nightly luau from the enclosed lanai. Enjoy the newly refinished pool, and head up to the sunset deck for a bbq or cocktail. Catch charters, sunset cruises, and snorkel tours off of Kailua Pier.

4.92 out of 5 average rating, 120 reviews

The exterior features a wooden deck, offering easy access to the entrance. A gentle overhang provides shelter, and string lights are visible, suggesting a cozy ambiance. The white facade of the tiny house is complemented by surrounding greenery and a pebbled walkway.

Tiny home in Kailua-Kona

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.

Guest suite in Kailua-Kona

A charming residence is nestled within lush greenery and vibrant floral gardens. Solar panels are visible on the roof, and a cozy deck with an umbrella invites relaxation. The expansive lawn complements the tranquil setting, with glimpses of the ocean beyond.

4.93 out of 5 average rating, 541 reviews

Hale Walua Ocean View Artist's Ohana

Welcome to Hale Walua. We love sharing our Ohana and aloha with fellow travelers. Your apartment has a private entrance, ocean view, gorgeous garden dining areas abundant with flowers and fruit, comfy queen bed, kitchenette, lounge room, wifi, tv and full bath along with all the beach toys you'll need during your visit to Hawaii's Big Island. Beauty and peace abounds. Several world premier beaches are within a 10- 25 minute drive.