Condo holiday rentals in Kailua-Kona

A small lanai features a round table with two high chairs, offering views of palm trees and the ocean in the distance. The space is bright, with sunlight filtering through the greenery, creating a relaxing outdoor spot.

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 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.

4.93 out of 5 average rating, 109 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 4 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.

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.

A spacious lanai overlooks the ocean, featuring two blue chairs and a woven lounge chair. Lush palm trees sway gently in the breeze, while waves crash against the shore in the background. A geometric-patterned rug adds a touch of comfort to the outdoor space.

4.97 out of 5 average rating, 119 reviews

Discounted KonaReef D33 OceanFront* AC* Park Free*

The Kona Reef is being renovated in 2026. Check out our special construction rates. Reno hours 8a-5p Mon-Sat while you are out at the beaches, volcano etc. You’ll love this condo! Absolute Ocean Front. 5 minute walk to downtown. Free parking! Completely remodeled! Fresh, clean, stylish & comfortable. NEW Full A/C, Stocked Kitchen & Beach & Golf Equipment. ATTENTION GOLFERS! 2 sets of Callaway Clubs! Check out our 2 other Kona Reef condos A35 & B31 TA-109-936-6880-01 STVR-19-352037

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 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 interior showcases a king bed with soft linens, positioned to offer views of the ocean through large sliding glass doors. A dining area with bar stools overlooks the water, while light drapes frame the windows, enhancing the coastal ambiance.

4.98 out of 5 average rating, 180 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! This unique oceanfront is located on the TOP floor of Kona Magic Sands condominiums. It features A/C, brand NEW stainless steel appliances (Full kitchen & Dish Washer). The honest, elegant and minimal interior design of this space quietly invites in the majestic Pacific Ocean and its breathtaking sunset views. THE VIEW! THE DESIGN!

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

4.93 out of 5 average rating, 183 reviews

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

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

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

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

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

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

4.86 out of 5 average rating, 214 reviews

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

Tall palm trees frame a vibrant sunset over the ocean, with hues of orange and pink blending into the sky. Silhouettes of people can be seen near the water's edge, creating a serene coastal scene.

4.9 out of 5 average rating, 146 reviews

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

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, 190 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

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

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, 62 reviews

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

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.