House vacation rentals in Kailua-Kona

A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 174 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

The outdoor area features a beautifully shaped heated pool, surrounded by lush tropical landscaping. Palm trees and vibrant foliage create a serene atmosphere, while rocks form a cascading waterfall, adding a relaxing soundscape to the environment.

4.99 out of 5 average rating, 154 reviews

Tropical villa: Heated pool, hot tub & ocean views

Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

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.

4.98 out of 5 average rating, 119 reviews

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. Large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only. 100% non-smoking property inside and out.

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, 110 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.

4.96 out of 5 average rating, 157 reviews

Tropical Oasis: Heated Pool, Waterfall, Ocean View

Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona town. This is Hawaii living at its absolute finest.

A bright and airy living room is showcased, featuring a comfortable blue sofa and armchairs. Large glass doors open to the outdoor seating area, revealing views of the ocean. Decorative items are neatly arranged on the built-in shelves, enhancing the space.

4.94 out of 5 average rating, 195 reviews

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Incredible views of the bay and surfers! Modern house(built 2014) with A/C all rooms. It’s across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing spot in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 brms, one upstairs, 3 downstrs, There’s one full bath en-suite upstairs with toilet, tub and shower. There is a toilet downstairs with very private outdoor shower. Plus one bdrm has a sink/vanity & 2nd outdoor shower.

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.

4.97 out of 5 average rating, 197 reviews

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

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

4.94 out of 5 average rating, 279 reviews

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

4.96 out of 5 average rating, 101 reviews

Romantic Keauhou Retreat | Pool + Tropical Lanai!

🌴Escape to paradise in this bright, tropical retreat in beautiful Keauhou Bay. Perfect for couples on their honeymoon/anniversary or solo travelers looking to relax, this stylish condo blends resort-style relaxation with island charm. Discounts available for longer stays—perfect for a more relaxed Kona getaway. Spend your days lounging by the stunning pool, enjoying coffee on the spacious lanai, snorkeling nearby beaches, or watching sunsets surrounded by palms and tropical breezes.

4.98 out of 5 average rating, 146 reviews

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 Kahaluu-Keauhou

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 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, 217 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.

5.0 out of 5 average rating, 135 reviews

Mollie’s Paradise Resort Home & Private Pool

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.

Popular amenities for Kailua-Kona house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 210 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

4.94 out of 5 average rating, 131 reviews

HAVEN: Poolside Sanctuary with Heavenly 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.

4.96 out of 5 average rating, 102 reviews

Fully Equipped Lush Kona Home • AC • Pool • Lanai

4.93 out of 5 average rating, 107 reviews

Pool, 6 mins to Beach, Ocean View, H7

4.89 out of 5 average rating, 154 reviews

Home in Waikoloa Village

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

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, 176 reviews

Tropical Oasis Home with Pool and Walk to Beach

4.98 out of 5 average rating, 172 reviews

Million Dollar View | Sunsets & Aloha

4.99 out of 5 average rating, 278 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

House rentals with free parking

A spacious family room features a large gray sectional sofa with colorful decorative pillows. A gallery wall adorned with various framed photographs enhances the vibrant atmosphere. In the background, a kitchen area is visible, equipped with wooden cabinetry and dark appliances, creating a cozy yet functional living space.

4.97 out of 5 average rating, 515 reviews

2 Bedroom in the Kona Hills on a Coffee Farm

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.

4.9 out of 5 average rating, 165 reviews

Ocean-View Retreat in Kona Countryside

A dining area is visible, featuring a wooden table set for four and surrounded by light-colored chairs. Large glass doors open to a deck, offering expansive views of the ocean and tropical surroundings. The soft lighting accentuates the natural wood tones and decor.

4.88 out of 5 average rating, 327 reviews

Stunning Ocean Views + Designer Designed Kona Home

4.8 out of 5 average rating, 121 reviews

The exterior of the Wailima Beach House is framed by lush greenery, featuring a vibrant green façade and a mix of colored siding. Sunlight bathes the garden area, highlighting the manicured lawn and tropical plants that create a serene retreat.

Home in Kahaluu-Keauhou

Wailima Beach House, Kona, Magic Sands Beach

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, 259 reviews

Kona Sanctuary · Ocean View Hot Tub · A/C

5.0 out of 5 average rating, 142 reviews

An inviting lanai setting features a sectional couch adorned with green accent pillows and a wooden coffee table. The space is surrounded by lush greenery, and sliding glass doors provide seamless access to the indoor living area, enhancing the open floor plan.

Home in Kahaluu-Keauhou

Magic Sands Beach House

A vibrant sunset is seen over the horizon, with clouds reflecting warm oranges and pinks. Silhouettes of palm trees and distant greenery frame the scene, creating a serene backdrop as day transitions to night.

4.97 out of 5 average rating, 317 reviews

Entire rental unit Kona Ohana

4.9 out of 5 average rating, 126 reviews

A private lanai offers a round table set with fresh fruit and drinks, surrounded by wooden chairs. The expansive view showcases lush greenery and distant mountains beneath a clear blue sky, creating a serene outdoor space for relaxation.

Home in Waimea

Mauna Loa Suites

Weekly house rentals

Two woven chairs with tropical-patterned cushions are positioned beside a round table. Large windows allow views of lush palm trees and the ocean in the distance, providing natural light to the serene seating area.

4.93 out of 5 average rating, 198 reviews

Kona House // Ocean View //Cold AC//5 Min to beach

4.9 out of 5 average rating, 168 reviews

Bright Queen Room in Kona Home | Centrally located

A spacious lanai is shown, with a large table set for six, surrounded by comfortable chairs. The ocean view stretches across the horizon, framed by large sliding glass doors. A ceiling fan can be seen above, adding to the relaxed atmosphere.

4.84 out of 5 average rating, 271 reviews

OCEAN VIEW! Art Home 'IPU HALE'

4.99 out of 5 average rating, 145 reviews

The spacious living area features vaulted wooden ceilings and large windows that invite natural light. A combination of a comfortable leather chair and a daybed with plush white pillows is seen, along with a wooden coffee table placed on a circular rug. Outdoor views are accessible through glass doors.

Home in Waimea

Waimea Honu Hale- Relaxing, Tropical, Country Home

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, 172 reviews

Private & Beautiful home on 1 acre

An open living space is showcased, featuring a regulation size billiards table and high wooden stools positioned near a teak bar. Decor items, including colorful paddles and artwork, hang on the walls, complementing the natural light from windows across the room.

4.96 out of 5 average rating, 239 reviews

Villa LongBoard Kona, Sweeping Ocean & Town Views

The exterior of the house showcases a wooden structure with multiple levels, surrounded by lush greenery. A wide porch wraps around the upper level, providing expansive outdoor space. Stairs lead up to the entrance, flanked by tropical plants and a stone pathway.

4.89 out of 5 average rating, 159 reviews

Beautiful, Spacious Home w/Expansive Ocean Views

Superhost

A spacious living area is showcased with a light-colored sofa positioned adjacent to a wooden coffee table. A television is mounted on the wall, and natural light enters through the windows, framed by light curtains. The plush carpet adds comfort to the space.