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, 371 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!

4.86 out of 5 average rating, 213 reviews

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

Direct-On-The-Ocean! Not a peekaboo--a full on view of the ocean in a quiet boutique complex IN town-but not on busy Ali'i Drive. Lanai ocean waves with surfers next door. Full KING bedroom ocean view. Central AC! NEW king bedroom w/luxury linens. Fully-stocked kitchen. All beach gear: cooler&ice, chairs, towels, umbrella, toys. Gated-saltwater oceanfront pool & lounges. Covered/reserved free parking. Elevator. THE best location with Honls Beach next door and Kona two blocks away-Konamazing!

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, 156 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.

4.87 out of 5 average rating, 188 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.

4.95 out of 5 average rating, 220 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 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.

4.87 out of 5 average rating, 127 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, 469 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.

4.97 out of 5 average rating, 174 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, 245 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, 294 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!

The image captures a vibrant sunset over the ocean, with shades of orange, pink, and purple reflecting on the water. Waves gently roll towards the shore, and a small boat is visible on the horizon, enhancing the tranquil seaside atmosphere.

4.92 out of 5 average rating, 278 reviews

Seaside Chic OceanView @ Kona’s Sea Village

Get your Aloha On! Come Enjoy Top Floor, Ocean, Garden AND Mountain Views at Sea Village 3302!!! This beautifully upgraded 1 bedroom, 1 bathroom unit has it all. Nestled on the top floor, among the garden's palm trees, enjoy views of the ocean and the Hualalai volcano from the well furnished lanai. Walk to town and enjoy all that the island has to offer from this perfect location!

Popular amenities for Kailua-Kona condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.92 out of 5 average rating, 163 reviews

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

A view of a vibrant beach scene with people enjoying the sun and water. Turquoise waves gently lap against rocky shorelines. Lush palm trees provide shade, while the condos of White Sands Village are visible in the background, highlighting proximity to the tropical beach.

4.9 out of 5 average rating, 137 reviews

Just A Few Steps To The Beach

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

Condo in Waikoloa Village

A cozy living area features ample seating provided by light-colored sofas and patterned chairs. A central round table sits on a decorative rug. Large windows with plantation shutters allow natural light to fill the space, while glass doors lead to a balcony with a view of greenery.

4.94 out of 5 average rating, 149 reviews

Comfortable and cozy condo; great views from lanai

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, 131 reviews

Classic Hawaii Style 2 Bedroom condo, Keauhou Bay

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, 144 reviews

Ocean Front Corner Condo in Paradise

4.93 out of 5 average rating, 176 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!*

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, 120 reviews

Hawaii Retreat with Beautiful Ocean View and AC

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.

4.5 out of 5 average rating, 8 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.

4.81 out of 5 average rating, 58 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, 475 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.

3.78 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

A comfortable living area features floral-patterned sofas, with large windows offering unobstructed ocean views. The gentle waves can be seen breaking on the rocks outside. A wooden coffee table is centered on a patterned rug, while an outdoor dining area is visible on the balcony.

4.9 out of 5 average rating, 143 reviews

Oceanfront living - Floor to Ceiling wall of glass

A spacious living area features a comfortable couch and a queen bed covered with a light-colored blanket. A wooden coffee table sits in the center, while a clock adorns the wall above a dark cabinet. Natural light filters through sheer curtains.

4.88 out of 5 average rating, 182 reviews

Your Hawaiian retreat awaits at the Kona Shores

Superhost

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, 143 reviews

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

A private lanai offers a dining table set for four, with ocean views visible in the background. Lush green grass and tropical palm trees surround the area, while the complex's buildings create a welcoming atmosphere. Bright blue water can be seen in the distance.

4.98 out of 5 average rating, 109 reviews

Lovely 1 Bedroom Condo with Ocean Views, AC, Pool!

The open living space features a comfortable sofa and a dining area with a round table, set against a backdrop of expansive ocean views. Light streams through large windows, with tropical decor highlighting the serene atmosphere.

4.91 out of 5 average rating, 261 reviews

Direct Oceanfront - Magic Sands Beach!

4.99 out of 5 average rating, 161 reviews

Updated Kona Condo • Central • <1 Mile to Ocean

4.85 out of 5 average rating, 124 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 tropical pool area features an inviting swimming pool surrounded by palm trees and lush greenery. Lounge chairs and umbrellas provide shaded seating options, while the two-story building stands in the background, showcasing a charming design that complements the serene atmosphere.