House vacation rentals in Kailua-Kona

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Top-rated house rentals in Kailua-Kona

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Superhost

A spacious lanai is presented with modern furnishings, including a sofa and a dining area. Large sliding glass doors offer views of the surrounding nature and ocean. The wooden deck is complemented by potted plants, allowing for an inviting outdoor space.

Home in Holualoa

4.9 out of 5 average rating, 132 reviews

Ocean-View Retreat in Kona Countryside

Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

Top guest favorite

A dining area features a wooden table accompanied by a bench, surrounded by floor-to-ceiling windows. Lush greenery and open views of the landscape are visible through the glass, allowing natural light to illuminate the space.

Home in Waimea

4.98 out of 5 average rating, 104 reviews

Modern Upcountry Home with Mauna Kea Views

This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

Guest favorite

A private solar heated pool is surrounded by tropical landscaping, featuring a waterfall cascading over black rocks. Comfortable outdoor seating is arranged nearby, with vibrant plants adding color and lushness to the serene atmosphere.

Home in Kailua-Kona

4.95 out of 5 average rating, 118 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Top guest favorite

A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.

Home in Kailua-Kona

4.96 out of 5 average rating, 158 reviews

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

Top guest favorite

The upper-level residence showcases a spacious exterior with a covered lanai wrapped in white railings. Large windows allow natural light to fill the interior, and lush greenery surrounds the home, highlighting its serene setting in a tropical landscape.

Home in Kailua-Kona

4.96 out of 5 average rating, 137 reviews

Hale Aka'ula, house of the red sunset

Nestled within the lush oasis of Kohanaiki, this 3 bedroom, 2 bath home awaits as your ideal Hawaiian retreat. Offering a spacious living room and a chef's kitchen, it's tailor-made for memorable family gatherings. Surrounded by tropical greenery, you have ocean vistas and stunning sunsets from the comfort of the fully screened lanai. With convenient access to downtown Kona (6 mi), the airport (7.5 mi), and the pristine beaches of the north end, like Kua Bay Beach Park (10 mi).

Superhost

A breathtaking view of a sunset over the ocean is captured, showcasing vibrant orange hues against a soft gradient of pink and purple in the sky. Silhouetted palm leaves add depth to the scene, blending naturally with the horizon.

Home in Captain Cook

4.92 out of 5 average rating, 202 reviews

Kona Paradise Sunset Homebase

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

Guest favorite

A colorful sunset sky is captured with vibrant hues of pink and orange blending into soft purple. Lush greenery is visible in the foreground, framing the expansive view of the horizon where the ocean meets the sky.

Home in Kailua-Kona

4.92 out of 5 average rating, 111 reviews

Peaceful island getaway near the Kona airport

Enjoy cool breezes on a large, garden-like property 5 minutes from the airport. This private 1 bedroom, 1 bath condo is a 15 minute drive to Kona-town and popular beaches. This accessible space comes with a private parking space, king bed, walk-in closet, fully stocked kitchen, beach gear, portable crib, and much more. After a fun-filled day exploring the Big Island, relax by the fire pit and cook up some local fare on the grill surrounded by a lush setting.

Top guest favorite

The kitchen showcases wooden cabinetry and a central island with seating. Natural light enters through the large window, illuminating the space. A dining table with chairs is visible, along with various kitchen appliances and decor, creating a functional and inviting cooking area.

Home in Kailua-Kona

4.97 out of 5 average rating, 106 reviews

Magic Sands Beach Bungalow

Stay a short walk from Magic Sands Beach in this complete home. This three bedroom and three and half bath house includes an outdoor shower and bathroom, a ping pong table, and your own tree house. This is a legal and permitted vacation rental with no agency and on-island owner hosts. You can hang out in a hammock on the lanai while you BBQ your dinner after the beach. The perfect spot to explore Hawai'i island and only three miles from downtown Kailua-Kona.

Top guest favorite

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

Home in Kailua-Kona

4.97 out of 5 average rating, 196 reviews

Halia Hale

It's the perfect getaway for couples or friends visiting Kailua-Kona. Gated and fenced, this home is surrounded by a tropical landscape and more than 500 mature Kona coffee trees, along with, when in season a few fruit trees such as banana, papaya, mango, tangerine, orange, avocado and more! In addition, this home has a large lap pool with a commercial grade sauna. . A great health and wellness retreat!

Top guest favorite

A moss-covered stone displays the name 'Santai Cottage' in a simple and clear manner. Surrounding greenery includes small plants and natural elements, creating a connection to the lush outdoor environment.

Home in Kailua-Kona

4.99 out of 5 average rating, 135 reviews

Sizzling Summer Santai Cottage Rates

Beautiful vacation Cottage on serine property with hot tub, outdoor shower, cool temperatures, coast views with close proximity to airport, beaches and town. 15 minutes from Keahole Kona Airport & Downtown Kona. 15-20 Minutes to many beautiful beaches. Keypad Lock on front door allows for guests easy access and flexible checkin. Owner lives on adjacent property and is available by phone if needed.

Top guest favorite

A spacious covered lanai features comfortable seating, with a wooden lounge chair positioned towards panoramic views of the coastline. Soft carpeting covers the floor, and multiple ceiling lights provide illumination, creating an inviting outdoor area.

Home in Kailua-Kona

5 out of 5 average rating, 110 reviews

Nani Kona Lā - Mesmerizing Ocean View Home

Welcome to Nani Kona Lā which stands for The Beautiful Kona Sunset. This home has been perfectly placed on the magnificent slopes of Hualalai. The panoramic coastline views from almost every area of this home are absolutely breathtaking. This home will offer you a very relaxing place to regroup in between your activities on the Big Island.

Guest favorite

Home in Captain Cook

4.96 out of 5 average rating, 376 reviews

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks

Add us to your WISHLIST! Click the heart to save. ~ Expansive ocean views: floor-to-ceiling sliding doors, wrap around decks ~ King bed, jacuzzi soaking tub, Fully-equipped kitchen, BBQ ~ 1 mile from Kealakekua Bay ~ Tropical modernism with Balinese accents. Gorgeous and unique architecture