Villa vacation rentals in Kailua-Kona

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Top-rated villa rentals in Kailua-Kona

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A spacious living area showcases a comfortable fabric sofa, accent chairs, and a coffee table, all arranged for relaxation. Large windows provide natural light and views of the outdoor landscape, while a dining space is visible in the background, adjacent to a well-appointed kitchen.

Villa in Waimea

4.86 out of 5 average rating, 22 reviews

'Tropical Paradise' Resort Villa: 1 Mile to Beach!

Take your Big Island escape to the next level while staying at this 3-bed, 3.5-bath vacation rental villa at the Mauna Lani Resort. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit the Beach Club to paddleboard or snorkel along it’s perfectly sheltered white-sand beach. On the west coast of the island, you are within comfortable driving distance of the towering Mauna Kea and Mauna Loa as well as Hawaii Volcanoes National Park on the east side of the island.

A spacious single-story home is set against a cloudy sky, featuring a green roof and vibrant landscaping. Colorful plants and shrubs frame the entrance, which is approached by a stone path leading to the front door.

Villa in Kailua-Kona

4.8 out of 5 average rating, 96 reviews

Aloha Retreat

Perfect location close to every amenity of Kona and beautiful beaches. This spacious, upscale home sleeps 10 (6 beds) plus infants. Perfect for a large family or for 2 families traveling together. There are 5 separate areas for sleeping joined by a courtyard. AC in all rooms. The house features a large fully equipped kitchen, laundry, botanical garden yard, private balcony, Bedrooms open to a common courtyard with a fountain. Sorry, not suited for students or parties. Tax ID W6812062-01

Top guest favorite

A balcony features a round wooden table surrounded by three tall chairs, with a vibrant sunset casting orange and purple hues across the sky. In the background, the silhouette of Mauna Kea can be seen, while palm trees frame the scene.

Villa in Waimea

5 out of 5 average rating, 59 reviews

Relaxing getaway at Golf Villas Mauna Lani Beach

Take your Big Island escape to the next level while staying at this 3-bed, 3 bath vacation rental villa at the Mauna Lani Resort. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit the Beach Club to paddleboard or snorkel along it’s perfectly sheltered white-sand beach. On the west coast of the island, you are within comfortable driving distance of the towering Mauna Kea and Mauna Loa as well as Hawaii Volcanoes National Park on the east side of the island.

Guest favorite

A resort-style pool area featuring crystalline blue water, surrounded by lush greenery and colorful flower beds. Lounge chairs are positioned on the deck, shaded by umbrellas. Palm trees sway in the background, with a scenic view of the beach visible beyond the pool.

Villa in Waikoloa Beach

4.92 out of 5 average rating, 210 reviews

Luxury Beach Front Villa! Unbeatable value!

You will love this beach front property in the heart of Waikoloa. It is only a 2 minute walk to the pool and beach area from your lanai and 5 minutes to walk to the Kings Shoppes and the Queen's Market where you can find great shopping and fine dining. The beach in front of our property is very calm and sandy and the perfect place for a lazy day basking in the wonderful Hawaiian Sunshine while you take in all the beauty around you. Love the Sea Turtles but be careful to give them space!

Guest favorite

The image captures the unique architectural curves of the Onion House, surrounded by lush greenery. A tranquil pool reflects the clear blue sky, while the distinct arching structures integrate seamlessly with the tropical landscape.

Villa in Kailua-Kona

4.91 out of 5 average rating, 46 reviews

The Onion House, Hawaii

A wildly original architectural gem set on a high terrace overlooking the Kona Coast, the Onion House was built for the McCormick Spice family, by renowned architect Kendrick Kellogg. With the whole home to yourselves, you’ll relish the privacy to swim, sunbathe and enjoy the 70' pool in a lush tropical setting. Walls of screen and stained glass let you live in touch with the environment, so this experience is like luxury camping. All guests must be 12+ years old.

A well-appointed living area features a light-colored sofa adorned with blue patterned cushions and a coffee table placed on a leafy area rug. A flat-screen TV is mounted on the wall, accompanied by tropical plants. The open layout connects to the dining area in the background.

Villa in Waikoloa Village

5 out of 5 average rating, 7 reviews

Fairway Villas Waikoloa J21

Welcome to our 2 bedroom, 2 bath villa located in Fairway Villas in Waikoloa Beach Resort with discounted GOLD GOLF KINGS' CLUB MEMBERSHIP. NEW FURNITURE AND CARPET UPGRADES JUST COMPLETED. Our villa is fully equipped and ready for your vacation!! The dining area has NEW dining for 6 and 4 NEW bar stools at counter. Living room has a NEW large sleeper sofa (pull out to a queen bed) NEW love seat and a NEW 50" flat screen tv.

Guest favorite

Vibrant bougainvillea blooms in shades of pink and white frame the view of a tranquil ocean. Tall green palm trees sway gently in the breeze, complementing the clear blue waters of the bay in the background.

Villa in Keauhou

4.91 out of 5 average rating, 64 reviews

Ahhhh Paradise….Ocean Views, surf snorkel

Had a last minute cancellation. Our rates include Hawaii taxes of 18%. We have 2 beautifully decorated Hawaiian condos w/ incredible ocean views. We are at Kahalu'u Beach. You can find us on VRBO numbers 231615 and 451091. You can also find info on how to get in touch w/ me on f.b. for direct questions. BEST snorkeling on island right there, Surfing and Paddleboarding too. Get lots repeaters. Gail Gartner Eddy, f.b.

Guest favorite

A serene view of the ocean is framed by a black metal railing, showcasing calming blue waters that transition into softer hues. The distant shoreline is visible, dotted with trees and buildings, under a clear sky.

Villa in Kailua-Kona

4.92 out of 5 average rating, 52 reviews

Incredible Ocean Views

10% Discount for weekly stays, June-Sept. Unbelievable Ocean Front Condo. Remodeled to create the perfect peaceful soothing ohana. You will love the complex, friendly people, the sunsets and the dolphins playing. When you come to Kona, you will not want to leave as you will feel the spirit of Aloha and find peace and tranquility. The unit is classy and has everything you should need to be right at home.

A bright living area features large glass sliding doors that open to reveal stunning ocean views. A ceiling fan is installed above a comfortable seating arrangement, which includes a brown sofa. A wooden coffee table sits in the center, complementing the light tile flooring.

Villa in Holualoa

5 out of 5 average rating, 18 reviews

Holualoa Vacation Villa

Charming, new villa with ocean and coastline views of Kailua Bay. This beautiful home is centrally located in Holualoa on Hualalai Mountain, overlooking Kona. Our property comfortably sleeps two people with a queen bed in the bedroom. It is close to Holualoa Village and Kailua-Kona town, with just a 10 minute drive to the coast. Holualoa offers peaceful, country living at a cool elevation.

Top guest favorite

The living room features a spacious sectional sofa adorned with various cushions. A large television sits on a wooden console, while light fills the room through tall windows with plantation shutters. Lush views of the outdoor area are visible through the glass doors.

Villa in Waimea

5 out of 5 average rating, 26 reviews

Kulalani 1701 at Mauna Lani: Big Yard, Shared Pool

Located in beautiful Kulalani within the Mauna Lani community, this exceptional tropical villa is beautifully decorated and flooded with natural light. A corner unit with two-story high windows and ceilings in the living room, and two spacious ensuite bedrooms with private lanais, this rental is sure to please!

Superhost

A private lanai features a round table surrounded by two wicker chairs, adorned with cushions. Lush green grass leads to the ocean, framed by swaying palm trees. The blue sky and ocean create a serene backdrop, inviting relaxation and outdoor dining.

Villa in Kailua-Kona

5 out of 5 average rating, 7 reviews

Royal Sea Cliff 109, Ocean Front, AC

Luxury oceanfront villa! This beautiful 1900 square foot villa is steps from the ocean with a 450 foot private lanai complete with a dining area, lounge chairs and grassy backyard. Professionally managed by Kona Coast Vacations, a Big Island management company established since 2006.