
House holiday rentals in Kailua-Kona
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Top-rated house rentals in Kailua-Kona
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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

Adorable 2-bedroom modern cottage
Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes. Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence). Easy 10-minute drive to airport, beaches, shopping, restaurants and parks. Beach chairs and towels provided. Cottage is furnished and decorated as pictured. Bedrooms have A/C and queen beds. Owner occupies front home though you have full driveway access and privacy.

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.

Clean spacious in Kailua Kona.
Enjoy easy access to everything from this perfectly located home base. It's close to Kona airport, Costco, beautiful beaches, and only a 10 min drive to Kona town. It is located in a quiet neighborhood right in Kailua Kona near some of the best beaches on the island. The perfect place for a small group of friends or family to have a wonderful vacation. When staying in our space, we have a variety of beach toys and towels that we welcome guests to use. The Ironman triathletes are also welcome.

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, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living room connect to the owner's retreat via a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler temps than busy downtown while not being far from the action. Owner-hosted by locals!

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8
My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Kona Paradise Sunset Homebase
Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

Hale Aka'ula, House of the Red Sunset
Nestled within the lush oasis of Kohanaiki, this 3 bedroom, 2 bath home awaits as your ideal Hawaiian retreat. Offering a spacious living room and chef's kitchen, it's made for memorable family gatherings. Surrounded by tropical greenery, you have ocean vistas and stunning sunsets from the comfort of the fully screened lanai. With convenient access to downtown Kona (6 mi), the airport (7.5 mi), and the pristine beaches of the north end, like Kua Bay Beach Park (10 mi).

Mauna Loa Suites
Beautiful and elegant spacious suites in Kamuela, Hawaii. Spectacular panoramic ocean views along with majestic sceneries of the 2 greatest mountains on earth. Mauna Kea and Mauna Loa. Mauna Kea is the tallest mountain on earth measuring over 10,000 meters (33,000 feet) and Mauna Loa is calculated to be over 75,000 Kilometers to the 3rd. (18,000 cubic miles) which is the biggest mountain on earth. This exclusive - private rooms is a treasure for you to experience.

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

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.

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 house rentals in Kailua-Kona
House rentals with a pool

Ocean View House Near Outrigger Kona Resort & Spa

Island Views Hale

Tropical Oasis Home with Pool and Steps to Beach

Private Pool - 180° Ocean View - Minutes to Beach

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

HAVEN: Poolside Sanctuary with Heavenly Views

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

Kona Blue Vacations Holua Kai: Pool/Spa/AC/Views
Weekly house rentals

Ulu Tree Retreat

2 Bedroom in the Kona Hills on a Coffee Farm

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

The Mango Cottage on Keauhou Bay

Kona Beach House

Zen-Inspired Retreat, Breathtaking Ocean City View

The Kumu House

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

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

Cloud Forest Retreat with Treehouse Vibes

Manta Ray Manor - Oceanfront Community Retreat

Tranquil Hawaiian Pineapple Poolhouse with A/C

Spacious home with expansive ocean view!

Ocean View, Spacious, & Peaceful 3 BR home in Kona

R & D Tropical Rental

Coastline Views just steps from the Ocean with A/C
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $411 SGD | $428 SGD | $416 SGD | $376 SGD | $362 SGD | $392 SGD | $384 SGD | $371 SGD | $383 SGD | $403 SGD | $398 SGD | $493 SGD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
Quick stats about house rentals in Kailua-Kona

Total holiday rentals
Explore 330 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 21,040 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
160 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
330 of Kailua-Kona holiday rentals include wifi 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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