
House holiday rentals in Kailua-Kona
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Quick stats about house rentals in Kailua-Kona

Total holiday rentals
Explore 360 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $73 AUD per night before taxes and fees

Verified guest reviews
Over 21,510 verified reviews to help you choose

Family-friendly holiday rentals
280 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
360 of Kailua-Kona holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua-Kona rentals

4.8 Average rating
Kailua-Kona stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Kailua-Kona
Guests agree: These houses are highly rated for location, cleanliness and more.

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

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

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.

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 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.

Waimea Honu Hale- Relaxing, Tropical, Country Home
"Waimea Honu Hale". Honu is Hawaiian for turtle, and Hale is Hawaiian for home. Waimea Honu Hale is a magical home nestled in the lush green of the Waimea hills. You'll love the natural outdoors, complemented by the classy interior finishes like the custom walk-in showers, black leather granite counters, or the natural wood floors and Koa rails. This cute haven away from the Hussle of life may have you calling Waimea home. You'll want to stay forever. The beaches are 20 minutes away.

The Mango Tiny House
This brand new tiny house was build around our mango tree with AC. Only 7 minutes from the airport, and a short 15 minutes to downtown Kailua. It's a great place to explore either southern or northern beaches. Things to know: We live on property in the main house You cannot fully stand up in the bedroom loft, it’s 5ft high The house is close to a road, it's fully insulated with double windows but you might hear cars and road sounds. Hawai’i Tax ID: GE-125-778-0736-01 TA-125-778-0736-01

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.

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 unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite 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. Tax ID # TA-110-823-1680-01

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.

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!

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.
Popular amenities for Kailua-Kona house rentals
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Island Views Hale

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Walk to Beach

Tiny House Hawaii

Tranquil Hawaiian Pineapple Poolhouse with A/C

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

Ocean, Sunset, Mountain & Celestial Views
Weekly house rentals

Piece of Paradise Coffee Farm

Kona Sanctuary · Ocean View Hot Tub · A/C

Adorable 2-bedroom modern cottage

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!

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

Villa LongBoard Kona, Sweeping Ocean & Town Views

Clean spacious in Kailua Kona.

Kona Surf Snorkel Paradise, Beachfront, Hot Tub
Private house rentals

2 Bedroom in the Kona Hills on a Coffee Farm

Cloud Forest Retreat with Treehouse Vibes

Luxury | Remodeled 2 bed/2 bath/AC

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

Spacious Open-Concept Home w/ Stunning Ocean View

Catch the Sunset! Island Hale w/ *A/C* and Hot Tub

Cozy Big Island Guesthouse #2
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $525 AUD | $514 AUD | $508 AUD | $426 AUD | $411 AUD | $444 AUD | $435 AUD | $421 AUD | $434 AUD | $457 AUD | $451 AUD | $558 AUD |
| 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 |
Destinations to explore
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- Hapuna Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Kea
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- Sea Village
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- Makalawena
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- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
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- Kona Farmer's Market
- Kua Bay
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