House vacation rentals in Kailua-Kona

4.97 out of 5 average rating, 196 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

An outdoor hot tub is positioned beside a well-maintained lawn, with lush green foliage nearby. Several lounge chairs face the ocean, providing a relaxing spot to enjoy views of the turquoise water and palm trees swaying gently in the breeze.

4.97 out of 5 average rating, 143 reviews

Kona Dolphin and Whale House. Rare Oceanfront. Spa

Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

An expansive saltwater pool is framed by a wooden deck, offering views of the ocean and colorful sunset skies. Tropical foliage partially obscures the scene, adding a serene touch. The tranquil surroundings invite relaxation and peaceful moments.

4.95 out of 5 average rating, 111 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light.

The cottage is surrounded by lush tropical landscaping, featuring palm trees and vibrant green grass. The exterior showcases modern architectural elements with large windows and sliding doors, allowing natural light to enter. A soft glow from outdoor lighting highlights the tranquil evening ambiance.

4.96 out of 5 average rating, 105 reviews

Modern Hawaiian Cottage - Ocean Across the Street

SURF TEMPLE – A Tropical Modern Hawaiian-style cottage on desirable Ali‘i Dr, steps from the ocean. Enjoy breathtaking sunsets, reading, & snorkeling at the lava rock beach across the street. The cottage features a main house + guest cottage, connected by a spacious lanai for dining & relaxing. Lava rock walls throughout embody the Hawaiian culture & spirit. Just .4 miles from Kahalu’u Beach, .7 miles from White Sand Beach & 4 miles from downtown Kona. Perfect location for your Hawaiian Getaway!

The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.

4.99 out of 5 average rating, 102 reviews

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

The exterior of a modern split-level home is showcased, featuring a spacious pool in the foreground. Tropical palm trees surround the property, while a shaded seating area with an umbrella is visible beside the pool. The expansive deck offers steps leading to the entrance of the home.

4.91 out of 5 average rating, 160 reviews

Tropical Oasis Home with Pool and Steps to Beach

Experience this tropical oasis, conveniently located in Keauhou. With a 2 minute walk to the ocean - watch the breathtaking sunset, stargaze at night , and fall asleep to the ocean waves crashing into Heeia Bay! Awake to the wild song birds as you sip on your Kona coffee, and plan your Big Island adventure. Enjoy an afternoon cocktail by the pool, perfect for yoga, reading a book, or cooling off. Walk 5 minutes to nearby delicious restaurants, or a 10 minute drive to downtown Kona.

The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.

4.99 out of 5 average rating, 167 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

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.

4.98 out of 5 average rating, 122 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.

A spacious bedroom features a king-sized bed adorned with soft linens and decorative pillows. Natural light filters through large glass doors, offering views of lush surroundings. Wooden accents, a cozy area rug, and a potted plant enhance the serene atmosphere.

4.98 out of 5 average rating, 245 reviews

Kona Sanctuary · Ocean View Hot Tub · A/C

Aolani Coffee Cottage: A Tranquil Sanctuary in the Heart of Hawaii Welcome to Aolani Coffee Cottage, an enchanting retreat nestled among the lush coffee farms of Holualoa and only a 10 minute drive from the stunning Magic Sands Beach.. Here, serenity abounds, offering you a haven to rest, recharge, and reconnect with the beauty of Hawaii. Our cottage is the embodiment of peace and creativity, providing the perfect escape to recharge and find inspiration.

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.

4.97 out of 5 average rating, 201 reviews

Halia Hale

Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

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.

5 out of 5 average rating, 128 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.

4.84 out of 5 average rating, 158 reviews

A spacious wrap-around lanai offers a panoramic view of the ocean and lush greenery. Palm trees frame the scene, while a small seating area invites relaxation. The deck features wood flooring and a metal railing, blending harmoniously with the surrounding tropical landscape.

Home in Captain Cook

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

This is a uniquely designed custom house with a 17-foot-high open beam ceiling. A wrap-around lanai (deck) opens towards a view of the expanses of the ocean, coast, and slopes of South Kona at the front of the house, and the mountain jungle to the back. We are in the middle of a tropical rainforest.

Popular amenities for Kailua-Kona house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor space features a private heated pool surrounded by tropical plants. Comfortable seating with umbrellas offers shade and relaxation. Ocean views are visible in the background, enhancing the tranquil atmosphere of the garden area.

4.99 out of 5 average rating, 80 reviews

Kini Kini Pua – Private Retreat in Paradise!

An open-concept living space features a modern kitchen island with seating, surrounded by elegant dining and lounge areas. Large glass pocket doors provide views of the pool area, allowing natural light to brighten the room. Custom furnishings enhance the inviting atmosphere.

4.97 out of 5 average rating, 38 reviews

Island Time-Luxury Golf Front Home with Pool/Spa

5 out of 5 average rating, 5 reviews

Walua Oasis 2/2 Private Pool

The image showcases a spacious home with a covered second-floor balcony overlooking a heated pool. Lush greenery surrounds the well-maintained lawn, while a few lounge chairs are situated near the water's edge, inviting relaxation. Palm trees and tropical foliage frame the scene.

4.89 out of 5 average rating, 146 reviews

Big Family Home, Pool, Views, Yard, Lanai, Clean!

A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.

4.98 out of 5 average rating, 249 reviews

Ocean, Sunset, Mountain & Celestial Views

A cozy seating area is highlighted with a white mattress and colorful throw pillows featuring pineapple designs. The space is sheltered and overlooks a well-maintained pool surrounded by tropical greenery, with warm light and blue skies enhancing the inviting ambiance.

4.95 out of 5 average rating, 80 reviews

Fully Equipped Lush Kona Home • AC • Pool • Lanai

The exterior of the home is illuminated under a starry night sky, showcasing a well-maintained yard with a stone walkway leading to a spacious patio. Comfortable seating arrangements are visible, with solar panels positioned on the roof, contributing to the home's modern appeal.

4.94 out of 5 average rating, 242 reviews

1+ Acre private resort, 4 bed, 3 bath, cinema, spa

An outdoor view of the home reveals a large pool surrounded by a spacious patio. Lounge chairs are positioned nearby, and a dining area is visible under the extended roof. The glass sliding doors lead into the interior, enhancing the open-air feel.

4.94 out of 5 average rating, 18 reviews

Ainamalu 3 Bdrm Home with Pool in Waikoloa Resort!

Weekly house rentals

A modern bathroom features a glass-enclosed shower adorned with stone tile and a built-in shelf holding toiletries. A minimalist sink sits atop a wooden vanity, flanked by woven baskets for storage. Natural light is introduced through overhead lighting and an open space design.

4.99 out of 5 average rating, 122 reviews

The Mango Tiny House

A wine glass is positioned against a stunning sunset backdrop, where shades of pink and orange blend into the sky. Silhouettes of palm trees are visible below, enhancing the serene atmosphere of the location.

4.9 out of 5 average rating, 135 reviews

Artist's Home: Beautiful View of Paradise in Kona

A lush green yard is framed by palm trees, with vibrant blue water visible beyond. A pathway of stepping stones leads through the manicured grass towards the ocean, highlighted by a clear sky dotted with scattered clouds.

4.99 out of 5 average rating, 88 reviews

The Mango Cottage on Keauhou Bay

Luxe

Four outdoor lounge chairs face the ocean, arranged around a small table. Lush green grass is visible below, with a stone wall bordering the seashore. The clear blue sky is reflected on the calm water, creating a serene beachfront setting.

5 out of 5 average rating, 12 reviews

Alii Dr. Oceanfront 3BR — Winter Dates Open

4.97 out of 5 average rating, 72 reviews

Private guest house in the Hawaii Island tropics.

A glass dining table is surrounded by wicker chairs, featuring a centerpiece of vibrant tropical flowers and a decorative bowl. The ocean's waves are visible in the background, framed by palm trees and a cloudy sky, enhancing the outdoor dining experience.

4.87 out of 5 average rating, 67 reviews

Private Oceanfront Home, Sleeps 10, fire pit, View

A serene beach scene features gentle waves lapping against soft, golden sands with clear, turquoise waters extending to the horizon. Palm trees are visible along the shoreline, framing the view of a coastal building nearby. The sky is bright with a few scattered clouds.

4.81 out of 5 average rating, 220 reviews

Kona Beach House

An outdoor dining area features a glass-topped table surrounded by six cushioned chairs. Lush greenery and colorful tropical plants frame the view, while a stone floor adds an elegant touch to this inviting space.

4.98 out of 5 average rating, 138 reviews

Private & Beautiful home on 1 acre

Private house rentals

A spacious lanai is open to the interior living area, featuring large sliding glass doors. Comfortable seating arrangements with a colorful rug are visible. The connected kitchen area is partially seen, showcasing modern appliances and a welcoming layout.

4.96 out of 5 average rating, 57 reviews

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

4.97 out of 5 average rating, 29 reviews

Ocean View House Near Outrigger Kona Resort & Spa

An open living space features a light grey sofa and a stylish coffee table atop a patterned area rug. Wooden beams accentuate the ceiling. Views into the kitchen area and dining space beyond reveal natural light and a serene outdoor setting.

4.93 out of 5 average rating, 72 reviews

Blue Beach Bungalow, walk to Honl's Beach&downtown

A spacious covered patio is featured, furnished with a mix of comfortable seating, including sofas and lounge chairs. A wooden coffee table is centered among the seating. Lush greenery and a serene ocean view are visible beyond the patio's railing.

4.85 out of 5 average rating, 41 reviews

Panoramic City and Ocean View

5 out of 5 average rating, 45 reviews

Aloha Surf Shack Retreat with A/C

The spacious great room features vaulted ceilings and an open layout that connects the living area, kitchen, and dining space. Sunlight streams through large windows, illuminating comfortable seating arrangements and a central coffee table, creating a welcoming environment for relaxation and gatherings.

4.98 out of 5 average rating, 62 reviews

Roof deck views, hot tub, big kitchen, 3200sf, BBQ

An expansive lanai offers sweeping views of the ocean and surrounding greenery. The sliding glass doors create a seamless connection between the indoor and outdoor spaces, highlighting the calm blue waters and distant horizons against the clear sky.

4.96 out of 5 average rating, 74 reviews

Kona Unique Natural Acreage Home

A serene beach area is depicted, featuring three lounge chairs under a large umbrella. Palm trees frame the scene, with views of the turquoise ocean in the distance and a rocky shoreline. The sandy ground is complemented by scattered leaves.