House vacation rentals in Kailua-Kona

A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.

4.96 out of 5 average rating, 109 reviews

Kahaluu Bay Get-Away

Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

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.

4.96 out of 5 average rating, 162 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

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.

4.94 out of 5 average rating, 106 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.

4.98 out of 5 average rating, 149 reviews

Peaceful Paradise

Experience ALOHA in this spacious, ocean view gem providing a place of delight and relaxation. 2 miles to downtown Kona. Comfortable, clean, sun-kissed and welcoming - perfect for unwinding after a day of island sight-seeing. The charming, stylish space has a private entrance and is located on the ground floor of a large two-story home. You will experience all the comforts of home including an ohana kitchen, living area, bbq, and lovely, large outdoor lanai. Our goal is to give 5 star stays

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, 101 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.

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.

4.95 out of 5 average rating, 129 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.

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, 158 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.

A living area features a comfortable black sofa adorned with colorful patterned cushions. A round glass-top table sits on a neutral area rug. A ceiling fan and large sliding doors provide access to a private balcony with ocean views, framed by indoor greenery.

4.97 out of 5 average rating, 289 reviews

Kona Mango Ohana, AC,1 Bed, easy to get around

Welcome to your perfect Kona base! Just 7 minutes from the airport and 15 minutes to Kailua Town, this cozy rental is the perfect base for exploring both the southern and northern beaches. Enjoy a comfy California king bed, full kitchen, private bathroom, fast Wi-Fi, and Smart TV. Traveling with extra guests? There’s also a full-size sofa bed. Whether you’re here for adventure or relaxation, you’ll find everything you need. GE-125-778-0736-01 TA-125-778-0736-01

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.

4.92 out of 5 average rating, 135 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.

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, 199 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.

An inviting outdoor space features a private pool surrounded by lush tropical plants. The soft glow of pool lighting highlights the stone patio, while lounge chairs are positioned for relaxation. Tall palm trees are visible against a colorful evening sky.

5 out of 5 average rating, 111 reviews

Mollie’s Paradise Resort Home - No Cleaning Fee!

Welcome to Mollie's Paradise! This gated resort vacation home features a beautifully crafted outdoor paradise with a private pool and spa. Your host, Mollie, has curated a vacation home experience that will exceed your expectations. Her attention to detail, quality amenities and extra clean home is loved by guests.

4.96 out of 5 average rating, 401 reviews

A master suite features a spacious king bed adorned with neutral linens and a red floral accent. Floor-to-ceiling windows offer panoramic views of the lush landscape, while a cozy daybed is visible in the background, enhancing the serene atmosphere of the open space.

Home in Captain Cook

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks

~ The perfect getaway for a romantic couple ~ 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

Popular amenities for Kailua-Kona house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 34 reviews

Island Time-Luxury Golf Front Home with Pool/Spa

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, 79 reviews

Kini Kini Pua – Private Retreat in Paradise!

4.97 out of 5 average rating, 195 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

5 out of 5 average rating, 5 reviews

Walua Oasis 2/2 Private Pool

A spacious living area showcases stylish furnishings, including a mix of light-colored sofas and accent pillows in vibrant hues. A wooden coffee table occupies the center, while large sliding glass doors open to reveal panoramic ocean views. Wood beams create a warm and inviting ceiling.

5 out of 5 average rating, 34 reviews

Panoramic Ocean Views With Private Saltwater Pool

A private saltwater pool is framed by a spacious patio, featuring lounge chairs and a shaded gazebo. Comfortable seating is provided in the gazebo, enhancing the outdoor living space, while lush greenery and a clear blue sky create a relaxing environment.

4.94 out of 5 average rating, 17 reviews

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

4.89 out of 5 average rating, 145 reviews

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.

Home in Waikoloa Village

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

4.98 out of 5 average rating, 239 reviews

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.

Home in Waikoloa Village

Ocean, Sunset, Mountain & Celestial Views

Weekly house rentals

5 out of 5 average rating, 12 reviews

Cloud Forest Retreat with Treehouse Vibes

5 out of 5 average rating, 8 reviews

A modern home is displayed with a large overhanging roof and expansive windows, allowing ample light to enter. The exterior features a combination of wood and white paneling, with a spacious grassy area in front. Outdoor seating is arranged for relaxation.

Home in Holualoa

Modern Kona Retreat + Ocean View

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, 83 reviews

The Mango Cottage on Keauhou Bay

An open-concept living area features high wood-beamed ceilings and large windows that welcome natural light. A cozy seating arrangement faces a wall-mounted TV, while a modern kitchen with a sizable island provides ample space for dining and entertaining. Access to the outdoor lanai is visible.

4.9 out of 5 average rating, 167 reviews

MAGIC SHACK aka Hale Kaipoi + Walk to Beach!

A standalone cottage is surrounded by lush, green tropical vegetation. The property features an expansive covered deck, enhancing outdoor living. The combination of sunlight and shadows plays across the manicured lawn, with vibrant plants framing the scene.

4.97 out of 5 average rating, 70 reviews

Private guest house in the Hawaii Island tropics.

4.92 out of 5 average rating, 181 reviews

A private studio space showcases a cozy layout with a spacious sleeping area featuring a patterned bedspread. A comfortable seating area with vibrant cushions is visible, along with a wooden dining table set for two. Colorful artwork adorns the walls, enhancing the artistic atmosphere.

Home in Kealakekua Bay

Mermaid Studio by Kealakekua Bay!

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, 216 reviews

Kona Beach House

A modern kitchen boasts sleek grey cabinetry and a large island with a light marble surface, featuring a decorative bowl of fruit. Pendant lighting hangs above, and expansive windows offer sweeping views of the ocean beyond, enhancing the bright and airy ambiance.

4.98 out of 5 average rating, 50 reviews

New Modern Interior|OceanView| HotTub|Forest Deck

Private house rentals

4.97 out of 5 average rating, 29 reviews

Ocean View House Near Outrigger Kona Resort & Spa

A coastal landscape showcases the rocky shoreline meeting the ocean, with gentle waves lapping at the black lava rocks. Lush palm trees can be seen swaying in the gentle breeze, accompanied by vibrant greenery along the edge of the water.

4.95 out of 5 average rating, 37 reviews

Oceanfront Kona Beach House

A cozy living area features a wooden ceiling and light-toned walls. A dark sofa bed and round dining table with place settings are visible. Natural light filters in through a window, and a decorative fish hangs on the wall, adding a touch of local character.

5 out of 5 average rating, 42 reviews

Aloha Surf Shack Retreat with A/C

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.

4.86 out of 5 average rating, 63 reviews

Private Oceanfront Home, Sleeps 10, fire pit, View

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, 73 reviews

Kona Unique Natural Acreage Home

The house is situated on a grassy hillside, showcasing a spacious deck with panoramic ocean views. Solar panels are positioned on the ground beneath the deck. Surrounding trees and lush greenery contribute to the serene environment, complementing the natural beauty of the landscape.

4.98 out of 5 average rating, 43 reviews

Zen-Inspired Retreat, Breathtaking Ocean City View

Superhost

An inviting outdoor space features a private pool surrounded by natural stone, complemented by lounge chairs. The large home showcases expansive windows that allow for plenty of natural light, with tropical plants adding to the serene atmosphere.

4.71 out of 5 average rating, 14 reviews

Tropical Ocean-View Home w/Pool 3 Bedrooms 3 Baths

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.