House holiday 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

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

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

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, 153 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

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.

4.8 out of 5 average rating, 121 reviews

Wailima Beach House, Kona, Magic Sands Beach

Wailima Beach House is real island living while vacationing here on the Big Island. The home features beautiful Asian antiques, bamboo and rattan furniture plus Pacific themed artworks. The garden setting provides the perfect escape from life's hustles and bustles. Walking distance to Magic Sands Beach Park and easy drive to Kahalu'u snorkel beach means you really don't have to go anywhere else. Keahou Shopping Center is 10 min. away with KTA grocery store plus boutique shops and restaurants.

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, 316 reviews

Entire rental unit Kona Ohana

Welcome to our beautiful home located at Kailua Kona. Our house is nestled in a peaceful gated neighborhood, offering a serene and relaxing atmosphere for your stay. Entire guest suite attached to the main house, separate entrance. Private one bedroom with 2 king size beds full bath with a full kitchen, washer and dryer, etc. We live next door with our children. We are an active family and you will likely hear us living our happy life :) We wake fairly early and are in bed by 11 most nights.

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, 118 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.

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, 156 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.

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.

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.

4.96 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.

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.

4.99 out of 5 average rating, 106 reviews

New Modern Interior|OceanView| HotTub|Forest Deck

180° ocean view from front door to bedroom Fully renovated in 2024 with modern design and furnishings 1700+ sq. ft. on a 12,000+ sq. ft. lot, ocean-facing with forest backdrop 5 mins to beach, including popular snorkeling at Kahaluu 9 mins to Kona downtown for dining and shopping Sunset Hot Tub – brand new for relaxation Four outdoor sitting areas; large deck in forest setting All rooms has brand new AC Dual Dishwasher 85-inch luxury TV Extremely safe neighborhood with private gate

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.

Popular amenities for Kailua-Kona house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 279 reviews

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

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

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, 134 reviews

Mollie’s Paradise Resort Home & Private Pool

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

4.98 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

5.0 out of 5 average rating, 104 reviews

Tranquil Hawaiian Pineapple Poolhouse with A/C

Weekly house rentals

4.9 out of 5 average rating, 167 reviews

Bright Queen Room in Kona Home | Centrally located

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

The exterior of a single-story home is visible, set against a backdrop of lush landscaping and ocean views. Tropical plants and trees surround the property, with a clear blue sky overhead and a concrete driveway leading to the entrance.

4.94 out of 5 average rating, 164 reviews

Cozy Home near Beaches & Costco

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.

5.0 out of 5 average rating, 142 reviews

Magic Sands Beach House

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, 146 reviews

Magic Sands Beach Bungalow

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, 238 reviews

Villa LongBoard Kona, Sweeping Ocean & Town Views

4.92 out of 5 average rating, 183 reviews

The charming country home is framed by lush greenery and vibrant tropical plants. A spacious wraparound porch adds to its inviting presence, while the peaked roof complements the natural landscape. The surrounding yard offers ample open space, enhancing the sense of privacy.

Home in Waimea

Private Country Cottage | 2+ Bedroom on 1-acre | 5

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

Private house rentals

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'

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.

4.96 out of 5 average rating, 329 reviews

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

4.89 out of 5 average rating, 183 reviews

An expansive covered lanai offers comfortable seating with plush blue cushions, overlooking the ocean and lush landscape. A large dining table and barbecue grill add to the outdoor space, enhancing the inviting atmosphere of relaxation and scenic views.

Home in Captain Cook

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

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.

4.86 out of 5 average rating, 281 reviews

Clean spacious in Kailua Kona.

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.

4.92 out of 5 average rating, 196 reviews

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!

A dining set on a covered patio includes a round table with two cushioned chairs. The table is elegantly set with wine glasses and plates, with panoramic views of lush greenery and the ocean in the distance, framed by hanging decorative lights.

4.99 out of 5 average rating, 102 reviews

Kona Sunset Hale

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.

4.82 out of 5 average rating, 233 reviews

Kona Beach House

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.