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House vacation rentals in Kailua-Kona

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Top-rated house rentals in Kailua-Kona

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.98 out of 5 average rating, 203 reviews

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.

Guest favorite
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, 157 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 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.
Home in Keauhou
4.97 out of 5 average rating, 115 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 :)

Top guest favorite
Home in Keauhou
4.96 out of 5 average rating, 106 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!

Top 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
4.96 out of 5 average rating, 140 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.

Guest favorite
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.
Home in Keauhou
4.93 out of 5 average rating, 181 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.

Top guest favorite
Home in Kailua-Kona
4.98 out of 5 average rating, 159 reviews

Peaceful Paradise in Kailua-Kona

Experience ALOHA in this spacious, ocean view gem!💎 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 to every guest!

Top guest favorite
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.
Home in Kailua-Kona
4.97 out of 5 average rating, 308 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

Top guest favorite
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.
Home in Keauhou
4.98 out of 5 average rating, 250 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.

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, 206 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.

Guest favorite
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.
Home in Kailua-Kona
4.94 out of 5 average rating, 179 reviews

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

As you wake to the sound of the birds, the gentle trade wind breeze reminds you this is true relaxation. As you walk to the coffee maker, the ocean view greets you on your left while the expansive living room invites you to claim your seat on the couch. You’re glad you have good WiFi, but you sure hope the boss doesn’t email you. Being close to beaches, restaurants, and entertainment is great too, but maybe you’ll cook in this gourmet kitchen.

Top guest favorite
A covered lanai features a small dining table with four chairs and a comfortable chaise lounge. Large windows provide a panoramic view of the coastline, allowing natural light to fill the space. The soft carpet adds comfort to this inviting area.
Home in Kailua-Kona
5 out of 5 average rating, 134 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.

Popular amenities for Kailua-Kona house rentals

When is the best time to visit Kailua-Kona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,160 GYDG$69,880 GYDG$67,997 GYDG$61,511 GYDG$59,210 GYDG$64,022 GYDG$62,766 GYDG$60,674 GYDG$62,557 GYDG$65,905 GYDG$65,068 GYDG$80,550 GYD
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

Quick stats about house rentals in Kailua-Kona

  • Total vacation rentals

    Explore 330 vacation rentals in Kailua-Kona

  • Nightly prices starting at

    Kailua-Kona vacation rentals start at G$10,461 GYD per night before taxes and fees

  • Verified guest reviews

    Over 21,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Kailua-Kona vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kailua-Kona rentals

  • 4.9 Average rating

    Kailua-Kona stays are highly rated by guests—averaging 4.9 out of 5!

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