Condo holiday rentals in Kailua-Kona

4.95 out of 5 average rating, 186 reviews

Spectacular View, Direct Oceanfront Kona,Top Floor

ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE Our lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the never ending sound of waves throughout the condo. Enjoy a closet full of essentials for visiting gorgeous beaches on the island. Downtown Kailua-Kona is a short mile walk from the condo, or relax at the oceanfront pool and hot tub!

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, 155 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, you are a short walk to 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! Free parking is so IMPORTANT in KONA now! 65" SMART TV, AC, our SOFA folds to a 2nd bed.

A contemporary living space features a sectional sofa adorned with orange accent pillows and a light rug. A wooden coffee table is centered, while a mounted TV sits above a wooden cabinet. Natural light flows in through large sliding doors opening to an outdoor view.

4.92 out of 5 average rating, 104 reviews

The Olena at Keauhou Bay

Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking access to Keauhou Bay and the shops at Keauhou Shopping Center. Enjoy a shared pool, savor sunsets on the expansive lanai with a picturesque view of the Kona Country Club, and immerse yourself in the laid back lifestyle of Hawaii.

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.

4.94 out of 5 average rating, 218 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!

A private lanai is featured with a wooden table and two chairs, overlooking the vibrant blue ocean. Palm trees frame the scene against a clear sky, enhancing the peaceful outdoor setting. Colorful plants in pots add a pop of red to the coastal view.

4.94 out of 5 average rating, 220 reviews

Longboard Studio at Kona Magic Sands Beach

Welcome to LongBoard Studio – Kona’s premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

4.93 out of 5 average rating, 172 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

An oceanfront sandy beach area is framed by palm trees, with lounge chairs arranged for relaxation. The ocean is visible in the background, with calm waves lapping at the shore. A gated pool area is nearby, enhancing the serene coastal setting.

4.95 out of 5 average rating, 152 reviews

Updated condo with ocean views & air conditioning

Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

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.

4.95 out of 5 average rating, 217 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.

A tranquil pool area is surrounded by lush tropical landscaping, featuring palm trees and vibrant foliage. Lounge chairs are placed around the pool, where guests are seen enjoying the water and the sunny environment. The two-story building with balconies is visible in the background.

4.9 out of 5 average rating, 460 reviews

Plantation Hale

Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

4.96 out of 5 average rating, 168 reviews

On-the-Ocean, Stunning Corner Unit, Spacious, AC!

Right-on-the-ocean, newly renovated, upscale and spacious condo in a gated boutique complex. Unbelievable views from the lanai and living room. Top floor corner unit with windows everywhere so you feel like you are living outside. King bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Ocean-front pool with community BBQ. Quiet; set back from Ali'i Drive. Close to everything--just one mile from downtown Kona. Reserved parking spot. AC.

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

4.92 out of 5 average rating, 236 reviews

Blissful paradise with epic view- Hale Mahana

Serenity in Kona- with epic ocean views! Wake up with the ocean waves crashing below. Hang out on the lanai with some Kona coffee from the Green Flash cafe next door. You have a front row seat for whale watching during whale season. Or, hang out and enjoy the sunsets- at times with our local manta ray! We have a queen sofa bed, and AC. Close to town- an 18 minute walk. Quiet, very little road noise here. You can rent bikes too across the street.

A modern kitchen is visible, featuring white cabinetry, sleek black appliances, and a glossy countertop. A dining area with bar seating is positioned near a cozy living space, which includes a light-colored couch and large ottoman, complemented by soft lighting along the walls.

4.96 out of 5 average rating, 286 reviews

Inna's Downtown-Walk to Beach and to Supermarket!

This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

Popular amenities for Kailua-Kona condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The entrance to Keauhou Resort is framed by vibrant tropical flowers in shades of pink and red. Lush green foliage and tall palm trees rise against a clear blue sky, creating a welcoming atmosphere for visitors.

4.96 out of 5 average rating, 137 reviews

Peaceful Keauhou Condo. A/C. All Taxes included.

A spacious sleeping area is designed with a large bed featuring a textured white quilt and two blue decorative pillows. Nightstands are positioned on either side, each holding a lamp. A wide window offers a view of the greenery outside, enhancing the calm atmosphere.

4.94 out of 5 average rating, 109 reviews

Kaloko Paradise with stunning views

A small balcony table is set for two, featuring woven chairs. A simple arrangement of greenery sits in the center. The backdrop reveals the ocean with gentle waves and palm trees swaying in the breeze, under a bright blue sky.

4.9 out of 5 average rating, 141 reviews

Ocean Front Corner Condo in Paradise

4.94 out of 5 average rating, 171 reviews

A dining table is set for four on a private lanai, featuring ocean views framed by swaying palm trees. Plates, glasses, and decorative centerpieces create a welcoming atmosphere for meals by the water, with gentle waves visible in the background.

Condo in Kailua

*Oceanfront Penthouse in Kona with AC!*

4.98 out of 5 average rating, 104 reviews

Kona Ocean-View Retreat w/ A/C & Private Lanais

Lush greenery surrounds a serene view of the ocean, framed by tall palm trees. A low building with a tiled roof is visible in the foreground, emphasizing the tropical landscape under a clear blue sky.

4.93 out of 5 average rating, 118 reviews

Hawaii Retreat with Beautiful Ocean View and AC

A dining table set for breakfast is situated on the lanai, featuring plates, cups, and a glass with a beverage. In the background, lush tropical greenery and the ocean are visible under a clear blue sky.

4.9 out of 5 average rating, 193 reviews

Kailua Bay Resort - Hale Ho’omaha

A spacious studio bedroom features a Cal king size pedestal bed adorned with a patterned green blanket. To the side, a small dining table with bamboo chairs is positioned near sliding glass doors that open to the ocean view. Teak-paneled walls add warmth to the space.

4.95 out of 5 average rating, 190 reviews

Deluxe Oceanfront Studio Condo@The Kona Bali Kai

Pet-friendly condo rentals

A spacious living area features hardwood flooring and a comfortable seating arrangement. Natural light enters through large sliding glass doors that lead to an outdoor patio. A dining table with wicker chairs provides a relaxed dining space, complemented by decorative wall art.

4.43 out of 5 average rating, 7 reviews

2/2 Ground level sunsets

A private balcony offers a table with seating for four, surrounded by palm trees and unobstructed ocean views. The space is complemented by a small side table, enhancing the outdoor dining experience.

4.62 out of 5 average rating, 74 reviews

Top-Floor Kailua Bay Resort Condo w/ Ocean Views!

A private patio features a small round table set for two, with clear views of the ocean and palm trees swaying in the breeze. The vibrant blue sky is dotted with fluffy white clouds, creating a serene coastal atmosphere.

4.8 out of 5 average rating, 50 reviews

*10% off—Rare Oceanview Patio w/ HotTub, A/C, Pool

An outdoor lanai is featured with a round dining table surrounded by four chairs, creating a space for relaxation. Lush greenery and palm trees are visible in the background, complemented by ocean views in the distance. A ceiling fan provides airflow, enhancing the outdoor atmosphere.

4.29 out of 5 average rating, 7 reviews

Bridge unit 2/2 AC No stairs

Superhost

Condo in Waikoloa Village

Paniolo Pau Hana: Relax by the golf course

4.95 out of 5 average rating, 466 reviews

Condo in Kealakekua

Aka'ula House

A community pool reflects the warm hues of a sunset over the ocean. Several lounge chairs are positioned beside the pool, facing the water. The scene captures a serene atmosphere with the ocean horizon blending into the evening sky.

3.71 out of 5 average rating, 17 reviews

Walk to Beach 1BR 2nd-Floor | Balcony | Pool

An outdoor dining table with wooden chairs is set on a covered lanai, facing the ocean. Dinnerware and glassware are neatly arranged, with the vibrant colors of a sunset visible over the water in the background, offering a scenic backdrop to the meal.

4.94 out of 5 average rating, 156 reviews

Oceanfront, Modern, Accessible Kona: Close to Town

Condo rentals with a pool

A serene view of the ocean at sunset is framed by palm trees. The sky transitions from soft blues to warm tones, while distant boats are visible on the water. Rooftops of nearby buildings add a charming touch to the coastal landscape.

4.93 out of 5 average rating, 159 reviews

RARE FIND - Spacious 2BR, Steps from Ali’i Dr.

An outdoor area is presented with a spacious pool surrounded by lounge chairs and umbrellas. A wooden gazebo offers shaded seating, with palm trees framing the view. Sunlight casts a warm glow over the scene, enhancing the vibrant greenery and tranquil atmosphere.

4.88 out of 5 average rating, 182 reviews

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo

A spacious lanai offers panoramic ocean views, with wooden furniture arranged for relaxation. A ceiling fan is visible above, and a single palm tree sways gently in the breeze. The ocean's vibrant blue contrasts with the light-colored tiles below.

4.95 out of 5 average rating, 182 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

A round wooden coffee table is placed in the foreground, adorned with a small green plant. Behind it, large glass doors offer a panoramic view of the ocean, framed by palm trees, allowing natural light to fill the space.

4.93 out of 5 average rating, 55 reviews

Brand NEW Oceanfront Retreat! Steps to Beach!

A tranquil ocean view captures a stunning sunset, where vibrant hues of orange, pink, and purple blend across the sky. The calm waters reflect these colors, creating a serene atmosphere. Dark rocks frame the scene, enhancing the natural beauty of the coastal landscape.

4.98 out of 5 average rating, 52 reviews

1BR Kona Condo w/ Chef’s Kitchen & Tropical Lanai

A spacious lanai is furnished with a round table and four black wicker chairs, providing a comfortable space for dining. A sectional bench with patterned cushions enhances the area. Lush greenery and ocean views are visible through large windows, with palm trees swaying softly in the background.

5 out of 5 average rating, 41 reviews

Brand new Luxury Oceanfront Living in Kona with AC

A dining area is shown on a balcony, featuring a round fruit platter decorated with bananas, pineapple, and tropical flowers. The backdrop includes a clear view of the ocean, framed by palm trees and coastal buildings under a bright blue sky.

5 out of 5 average rating, 32 reviews

Oceanfront Kona Reef Penthouse with Sunset views

A dining table is set on a lanai, overlooking the ocean at sunset. The scene includes a vase with white orchids and a bottle of water. The golden light reflects off the ocean waves, creating a serene atmosphere with silhouettes of palm trees in the background.