Condo holiday rentals in Kailua-Kona

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, 380 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 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.

4.95 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!

A cozy seating area features a vibrant yellow armchair adorned with tropical-patterned cushions. Sunlight filters through large windows, showcasing a stunning view of a sunset with hues of pink and orange, framed by palm trees and a blue umbrella outside.

4.86 out of 5 average rating, 112 reviews

Kona Garden View // 10 Min to Beach // Air Cond

With your hammock swaying in the Kona breeze - this tropical-garden-sanctuary offers the smells & sounds of classic Hawaii living. Stylish & clean, this 1-bedroom suite delivers. Nestled just above Kona town & just minutes from world-famous Ali’I Drive, beaches, oceanfront bars/restaurants/shops (but don’t forget our farmers market, shaved ice & local breweries!). Maybe stay-in, lounge on the patio, catch a Kona sunset, BBQ. Practical too: excellent WiFi, washer/dryer, smart TV, full kitchen.

4.95 out of 5 average rating, 243 reviews

Oceanfront Gem, Walk to Beach/Town, AC, Elevator

Right-on-the-ocean, newly renovated, spacious, upscale condo in a gated boutique complex. Unbelievable views from the lanai, living room and bedroom. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. New king bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Heated, ocean-front salt water pool with outdoor shower and community BBQ. Quiet; no noise from Ali'i Drive. Reserved parking spot. A/C. Elevator.

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.

4.96 out of 5 average rating, 159 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.

The living area features a comfortable couch with decorative pillows, a glass coffee table, and a patterned area rug. Light-colored walls are complemented by ocean-themed art. A dining space is visible in the background with a modern table and woven chairs. Natural light fills the room.

4.88 out of 5 average rating, 192 reviews

Incredible Downtown Kona /Renovated/New Dual AC

Enjoy this wonderful getaway condo located in the heart of Kailua-Kona. Just steps from Alii Drive, the ocean, Kailua-Kona Pier, grocery stores, farmers markets, restaurants, and coffee stores. Fully renovated. Dual AC (in both living and bedroom). In-unit washer/dryer. High speed wifi. One assigned parking space. Beach gears (snorkeling gears, beach chairs, boogie boards, and beach towels) are ready for you to use. And enjoy the saltwater pool that comes with a grill/picnic deck.

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.

4.96 out of 5 average rating, 229 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.

Superhost

A serene lanai is displayed with a view of a vibrant sunset. Lush greenery frames the scene, with palm trees and blooming flowers visible. Soft lighting is strung along the railing, adding a warm touch to the outdoor space designed for relaxation.

4.88 out of 5 average rating, 128 reviews

Keauhou Garden - Ocean view - Walk to Harbor

Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect place to unwind and relax while admiring beautiful views of the ocean and the golf course. Keauhou Resort is nestled next to the Kona Country Club, a spectacular public golf course with breath-taking ocean views.

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, 475 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.

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, 248 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 spacious studio is furnished with a queen-sized bamboo bed, complemented by rattan seating and a coffee table. A flat-screen TV is placed on a woven chest of drawers, enhancing a relaxed atmosphere. Natural light filters through the nearby window, illuminating the room.

4.88 out of 5 average rating, 227 reviews

Walk around KonaTown Restaurants Beach!

Aloha and E Komo Mai! (Welcome) to Kona Escape! This Hawaiiana inspired 1/bed, 1/bath studio condo with convenience kitchen is beautifully decorated, clean and located on Ali'i Drive in the Village. It is across the street from Kailua Bay and walking distance to restaurants, shops, churches, Kailua Pier, night life, beaches and ocean activities. There is also a large Farmers Market nearby. We are across the street from IronMan Swim Start/Finish line.

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, 302 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

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A vibrant sunset casts shades of orange and pink across the sky, reflecting off the water. Silhouetted palm trees and surrounding buildings frame the scene, while warm glow from outdoor lights below adds to the tranquil atmosphere.

4.9 out of 5 average rating, 110 reviews

TOP FLOOR, OCEAN VIEW, INCREDIBLE LOCATION

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.

4.95 out of 5 average rating, 113 reviews

Kaloko Paradise with stunning views

A newly remodeled kitchen features soft blue cabinets and quartz countertops. A modern black faucet is positioned over the sink, paired with stainless steel appliances. Decorative plants and art adorn the shelves, while kitchen utensils are neatly arranged, providing a functional yet stylish cooking space.

4.97 out of 5 average rating, 146 reviews

Hawai'i paradise at Kona Isle

4.93 out of 5 average rating, 177 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, 107 reviews

Oceanview Kailua-Kona Condo with Lanai

A well-maintained saltwater pool is surrounded by lush Hawaiian greenery and palm trees. Lounge chairs are positioned around the pool area on a stone patio, offering ample space for relaxation. Umbrellas provide shade for guests enjoying the outdoor amenities.

4.92 out of 5 average rating, 304 reviews

Kalanikai Condos! 5 Min walk to Kona Pier!

Condo in Waikoloa Village

The cozy sleeping area features a queen bed dressed in crisp white linens, flanked by two bedside tables with lamps. A decorative throw lies across the bed, and plants add a touch of greenery to the room. Natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 171 reviews

Honua Studio *Ocean Views on the Golf Course!

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.

4.89 out of 5 average rating, 206 reviews

Kailua Bay Resort - Hale Ho’omaha

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.

4.44 out of 5 average rating, 9 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, 77 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, 61 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, 480 reviews

A spacious outdoor living area is surrounded by lush greenery, showcasing a comfortable seating arrangement with a round table. A hammock hangs nearby, and peeking ocean views can be seen in the background, complemented by a partly cloudy sky.

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.

3.78 out of 5 average rating, 18 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, 157 reviews

Oceanfront, Modern, Accessible Kona: Close to Town

Condo rentals with a pool

4.86 out of 5 average rating, 214 reviews

Right-On-Ocean, AC-Walk toTown-Quiet-Pool-Elevator

Condo in Waikoloa Village

A clear view of a community pool surrounded by palm trees, with lounge chairs set up on the side. The sun shines brightly on the water, creating a refreshing atmosphere. In the background, a clubhouse structure is visible, enhancing the poolside experience.

4.95 out of 5 average rating, 149 reviews

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

An expansive view of the ocean at sunset captures vibrant oranges and yellows illuminating the sky. A community pool is visible in the foreground, surrounded by lounge chairs. Lush palm trees frame the scene, enhancing the tropical ambiance.

4.89 out of 5 average rating, 243 reviews

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

Superhost

A living area features a light-colored sofa and an armchair, complemented by a wooden coffee table. A large, colorful artwork adorns the wall, while soft curtains frame the sliding glass door leading to a balcony. Natural light fills the space, enhancing its openness.

4.76 out of 5 average rating, 121 reviews

Stylish Condo with pool-10 minute walk to ocean

An outdoor lanai is equipped with a dining table and lounge chairs, set against a backdrop of lush tropical plants and trees. The space overlooks a serene garden view and offers glimpses of nearby buildings and the vibrant landscape.

4.92 out of 5 average rating, 133 reviews

Classic Hawaii Style 2 Bedroom condo, Keauhou Bay

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, 121 reviews

Hawaii Retreat with Beautiful Ocean View and AC

4.85 out of 5 average rating, 126 reviews

A panoramic view of the kitchen and living area is presented. The kitchen features white cabinetry and modern appliances. A cozy seating arrangement is seen, with a decorative rug beneath. Natural light flows in through a large window, illuminating the dining table set with a simple centerpiece.

Condo in Kailua

Kailua Kona Downtown Condo Walk to Pier & Beaches

A view from the lanai captures a lush garden and pool area, surrounded by palm trees. The ocean is visible in the distance under a clear blue sky, while two neighboring buildings are framed by vibrant tropical foliage.