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Condo vacation rentals in Kailua-Kona

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Top-rated condo rentals in Kailua-Kona

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A serene view of the ocean at sunset is captured, featuring warm hues of orange and pink reflecting on the water. A saltwater pool is visible in the foreground, surrounded by lounge chairs. Tall palm trees are gently swaying in the background.

Condo in Kailua-Kona

4.82 out of 5 average rating, 195 reviews

Cozy Kona Condo on Ali'i drive Ocean View Pool

IRONMAN SPECTATOR FRIENDLY!! ON ALII DRIVE RUN COURSE! Our 1 bed, 1 bath condo is near Kailua Village with access to coffee shops, restaurants, nightlife, retail shops, pier, museum, and many activities. Our place is good for couples & families (max. of 4, preferably 2 adults and 2 small kids). You can see, hear & smell the ocean. Kona Shores is a quiet community with salt water swimming pool, BBQ area & beach access nearby. We alsohave another downstair unit in the same complex that sleeps 4.

A bright living area is furnished with a comfortable sofa and two patterned chairs. A wooden coffee table sits in the center, and a TV is mounted on a wooden media unit. Large windows allow for natural light and views of palm trees outside.

Condo in Kailua-Kona

4.93 out of 5 average rating, 135 reviews

Condo At Magic Sands: Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona. This newly upgraded unit is located in the back of the complex, away from Alii Drive & offers beautiful ocean and mountain views, renewing sunrises and spectacular sunsets (Sept-March). You’ll enjoy the tranquility and privacy our location offers, while the beach is just steps away.

A sandy beach area is surrounded by palm trees and lounge chairs, offering a serene seaside escape. Tiki torches stand along the pathway, and colorful flowers add to the landscape, while a soft sunset glow reflects on the ocean.

Condo in Kailua-Kona

4.86 out of 5 average rating, 279 reviews

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

This adorable condo, is tastefully decorated with a light, happy, colorful, Hawaiian feel. With a king sized bed, air conditioning and quality sheets for bedding. Everything for that" HOMEY" feel is included. The complex being Oceanfront adds to the amazing experience , as well as the perfect sunsets. See the ocean and listen to the crashing waves from the Lanai. On property, is a sandy beach, a convenience store with a fresh market across the way. The location is close to downtown.

A green beach umbrella shades two folding chairs set up on a sandy beach. A cooler with a floral design rests on the sand nearby. Gentle waves lap at the shore, and the clear blue ocean stretches to the horizon under a clear sky.

Condo in Keauhou

4.78 out of 5 average rating, 258 reviews

THE Ultimate Oceanfront Location at Magic Sands

The ultimate OCEANFRONT experience! Our condo, Honu Haven, literally 30 ft from ocean. Bamboo/teak furnishings and retro Hawaiian fabrics create a tropical vibe. Let the sound of the ocean loll you to sleep. Full kitchen, wifi, beach stuff, pool, BBQ area, FREE parking and 3.5 mi from downtown. Small, quiet complex next to Magic Sands Beach. Perfect getaway for 2 but can accommodate 4. Nightly fee INCLUDES state and local taxes of 17.75%. The resort has a few exterior security cameras.

The Ocean Club grounds are depicted, featuring lush tropical landscaping and a lagoon-style pool surrounded by seating areas. Palm trees sway gently in the breeze, with a sunset sky adding a warm glow. Private cabanas offer shaded relaxation spots near the tranquil waters.

Condo in Waikoloa Village

4.94 out of 5 average rating, 126 reviews

Newer Luxury Townhouse - Exceptional Value

Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

Condo in Waikoloa Beach Resort

4.96 out of 5 average rating, 134 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

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.

Condo in Kailua-Kona

4.88 out of 5 average rating, 142 reviews

Kailua Bay Resort - Hale Ho’omaha

Modern Hawaiian style, freshly updated top floor condo with ocean and mountain views from the lanai. Spacious living, full kitchen, private bedroom, open upstairs loft, 2 bathrooms. Perfectly situated near downtown Kona which hosts an array of restaurants, shopping options, and adventure opportunities such as paddle boarding, snorkeling, and ocean kayaking. Kailua Bay Resort - Hale Ho’omaha, “house of rest” offers everything you need for a relaxing vacation on Big Island.

A decorative sign featuring a cut-out leaf design is displayed prominently, indicating the entrance to Kona Kai. The sign is framed in wood and sits among lush landscaping, with flowers blooming in shades of pink and green surrounding its base.

Condo in Kailua-Kona

4.74 out of 5 average rating, 198 reviews

Kona Kai Retreat-1.5 blocks to ocean in Kona.

Minutes from the ocean & only blocks from main tourist area in heart of Kona. Enjoy this remodelled 2 bedroom condo with pool and laundry facilities. Make this your home away from home. All you need is here including priceless sunsets. Well equipped for infants & children. Window A/C unit in master bedroom to keep cool. We also have a 1 bedroom next door for extended families. Call/text to inquire 1-519-732-4922. This property is registered with State of Hawaii.

An expansive view of the ocean features vibrant blue waters and gentle waves lapping against dark rocky formations. Lush palm trees sway in the breeze, framing the scene. The sky is clear, showcasing a bright and inviting atmosphere against the natural coastal landscape.

Condo in Kailua-Kona

4.99 out of 5 average rating, 105 reviews

Exceptional Oceanfront Luxury Condo, Stunning View

Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii. As you walk through the door and see the blue ocean out the balcony, you have arrived in Hawaiian paradise! AC in all spaces, fully updated with high-quality furnishings throughout. From the private balcony, relax watching sea turtles swim in tide pools directly below, see dolphins and porpoises doing flips right offshore, Enjoy fabulous sunsets almost every night.

A spacious lanai features a wooden table surrounded by four chairs, all positioned to offer unobstructed ocean views. The expansive windows frame the tranquil sea and gently rolling waves, while lush greenery lies just beyond the railing.

Condo in Keauhou

4.95 out of 5 average rating, 116 reviews

Gorgeous Oceanfront Keauhou Kona Surf & Racquet 03

Nicely furnished oceanfront condo on 2nd floor of Keauhou Kona Surf & Racquet Club - 2 bed / 2 bath in 1,164 sf - luxury vinyl plank throughout - total ocean views and stunning sunsets from spacious lanai - keyless entry - well-stocked kitchen with all the conveniences - king and twin beds with memory foam mattress toppers - large flat screen TV with cable - free wifi - washer and dryer - beach & snorkel gear - walk to shopping center - check our other listing 33498465

An oceanfront lanai offers seating and dining options, framed by palm trees. The view showcases a calm sea and rocky shoreline, enhancing the connection with the outdoors.

Condo in Kailua-Kona

4.88 out of 5 average rating, 205 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.

A private balcony is featured with a glass table and two chairs, surrounded by beautiful ocean views. Tropical palm trees are visible beyond the railing, with the ocean gently lapping at the shore in the background.

Condo in Kailua-Kona

4.77 out of 5 average rating, 265 reviews

Oceanfront Condo-Paradise

Top floor oceanfront condo with spectacular views and a private balcony. Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The condo can comfortably sleep 4 people. The pool, hot tub and BBQ area overlook the ocean. There is a King bed, queen sleeper sofa, Washer/Dryer in the unit, elevator building, free parking, wifi, cable and no resort fee.

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Popular amenities for Kailua-Kona condo rentals

Free parking on premises

Air conditioning

Condo rentals with a pool

The image showcases a vibrant saltwater pool surrounded by lounge chairs and tropical palm trees. The condo building is visible in the background, featuring a spacious green area and the ocean beyond. Clear skies illuminate the inviting scene.

Condo in Kailua-Kona

4.94 out of 5 average rating, 54 reviews

Kona by the Ocean

Condo in Waikoloa Village

4.95 out of 5 average rating, 112 reviews

Renovated Condo with A/C, Pool & Spa

Condo in Kailua-Kona

4.77 out of 5 average rating, 22 reviews

Downtown-AC-Pool-Kitchn-Desk-BBQ

A well-maintained pool area is surrounded by varied tropical foliage and lounge chairs. Umbrellas provide shade over seating options. The ocean is visible in the background, with palm trees framing the scene. The pool reflects the sky, enhancing the tranquil ambiance.

Condo in Kailua-Kona

4.95 out of 5 average rating, 104 reviews

Royal Kahili Condo with Lanai Ocean View

The image showcases a community pool area surrounded by tall palm trees and tropical landscaping. A hot tub is visible at the forefront, with steps leading into the water. Several lounge chairs are set up along the poolside, offering a relaxing space.

Condo in Kailua-Kona

4.99 out of 5 average rating, 120 reviews

Modern condo in Kona- Close to the ocean & dining

The property is positioned along rocky coastline, featuring multiple levels of buildings with terracotta roofs. A circular pool is highlighted, with sun loungers arranged around it. Lush greenery surrounds the area, offering a blend of natural scenery and well-maintained amenities.

Condo in Kailua-Kona

4.95 out of 5 average rating, 79 reviews

Oceanfront complex at Casa de Emdeko unit #102

A collage of images showcases various spaces within the villa. A living area features a comfortable sofa, dining table, and television. The master bedroom includes a king-size bed with a decorative duvet. The guest bedroom displays two queen-size beds. The kitchen is fully equipped with modern appliances, and outdoor seating on the lanai offers views of lush greenery and a sunset sky.

Condo in Waikoloa Village

4.86 out of 5 average rating, 51 reviews

Ocean View Golf 2B2b w/ Pool & Jacuzzi near Beach

The oceanfront pool features clear blue water surrounded by a stone deck. Lounge chairs are positioned along the perimeter, offering views of the expansive ocean. A white fence borders the pool area, providing a sense of privacy and security.

Condo in Kailua-Kona

4.78 out of 5 average rating, 134 reviews

A/c & Ocean front pool, 1bedroom in heart of Kona

Condo rentals with a hot tub

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.

Condo in Kailua-Kona

4.93 out of 5 average rating, 120 reviews

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

Condo in Waikoloa Village

4.91 out of 5 average rating, 75 reviews

Ka Hale O Malie

Condo in Waikoloa

5 out of 5 average rating, 5 reviews

Great Location, 2bdrm w/loft and fairway view

An inviting hot tub is surrounded by lush greenery, creating a serene atmosphere. The area offers several grey lounge chairs and a large dining table under two umbrellas. Soft lighting enhances the relaxing ambiance, providing a peaceful setting for guests.

Condo in Kailua-Kona

4.88 out of 5 average rating, 157 reviews

Kona Paradise with Wide Ocean View @Royal Kahili

A dining table is set on a private lanai, showcasing a centerpiece of tropical fruits, including a pineapple and limes, against a backdrop of a tranquil lake and palm trees. The serene view extends to modern buildings across the water.

Condo in Waikoloa Beach

4.98 out of 5 average rating, 61 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

A serene landscape features a lush green golf course framed by tall palm trees, with a vibrant sunset casting warm hues over the horizon. Lava fields are visible in the foreground, enhancing the natural beauty of the scene.

Condo in Waimea

4.98 out of 5 average rating, 52 reviews

Exquisite Sunsets and Beaches at Mauna Lani Resort

A stunning sunset casts warm colors across the sky, with silhouettes of palm trees framing the scene. The tranquil ocean reflects the golden hues as the sun dips toward the horizon, while the lush landscape of the golf course is visible in the foreground.

Condo in Waikoloa Beach Resort

4.88 out of 5 average rating, 17 reviews

Resort-Style Rental - Ocean View, Pool/Hot tub/Gym

Condo in Keauhou

5 out of 5 average rating, 10 reviews

Breathtaking Ocean Views 3 Bed/2 Bath Condo

Weekly condo rentals

An outdoor swimming pool is surrounded by lush tropical landscaping, with palm trees and vibrant flowers. A thatched-roof pavilion is visible in the background, while wooden lounge chairs provide seating nearby. Natural rock formations enhance the pool area, creating a serene atmosphere.

Condo in Kailua-Kona

5 out of 5 average rating, 7 reviews

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite

A clear view of the ocean is presented, featuring a pool in the foreground surrounded by lounge chairs. A tall palm tree sways gently beside the water, while a distant ship is visible on the horizon, adding to the coastal ambiance.

Condo in Kailua-Kona

4.98 out of 5 average rating, 42 reviews

Ocean Breeze Retreat: 2/2 with Stunning Views

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.

Condo in Keauhou

4.88 out of 5 average rating, 165 reviews

Our Kona Getaway at Kahalu'u Bay

The resort pool is surrounded by lush tropical plants and colorful flowers. Tall palm trees sway gently in the background, providing shade to the area. The pool features a natural rock formation and lounge chairs are placed along the poolside, inviting relaxation.

Condo in Waikoloa Village

4.95 out of 5 average rating, 82 reviews

Fabulous Waikoloa Beach Resort 3BR Colony Villas

The living area features a sectional rattan sofa with decorative pillows, a wooden dresser, and a cabinet. A small dining table with chairs is positioned near sliding glass doors that open to the lanai, allowing natural light to fill the space.

Condo in Keauhou

4.83 out of 5 average rating, 105 reviews

Spacious Condo sleeps 4-6, near golf course, ocean

A vibrant display of five surfboards stands prominently, each painted in bright colors of green, blue, yellow, orange, and red. The word 'ALOHA' is boldly featured in large white letters across the surfboards, creating a cheerful greeting.

Condo in Waikoloa beach

4.93 out of 5 average rating, 15 reviews

Great Spring Deals!Aloha Condo.Sand in toes.Views.

An oceanfront balcony showcases a comfortable seating area featuring green patterned cushions. A round wooden table supports two glasses and a small flower. The expansive view includes the calm blue ocean and a clear sky, framed by palm trees and natural coastal rock formations.

Condo in Kailua-Kona

4.9 out of 5 average rating, 144 reviews

Deluxe Penthouse Oceanfront Studio Condo w/ A/C.

An outdoor heated saltwater swimming pool is surrounded by lush tropical landscaping. Sun loungers are positioned along the pool deck, with a backdrop of a multi-story condominium building and palm trees under a clear blue sky.

Condo in Waikoloa Village

4.86 out of 5 average rating, 72 reviews

Vista Waikoloa - Newly remodeled condo

Quick stats about condo rentals in Kailua-Kona

Total rentals
990 properties
Total number of reviews
39K reviews
Family-friendly rentals
380 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
950 properties have a pool
Rentals with dedicated workspaces
520 properties have a dedicated workspace

Destinations to explore