
House holiday 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.

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

Ocean, Sunset, Mountain & Celestial Views
🌴 Guest Favorite - Top 10% on the Big Island Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a BBQ grill.

Private & Beautiful home on 1 acre
A beautiful & private home on 1 acre in Kona Palisades! Our home is in an ideal location at nearly 1,400 ft. elevation to take advantage of cooler temperatures, while being just minutes from the airport, beaches, and Kailua-Kona town. Enjoy a vaulted living room ceiling, 2 covered lanais, and thoughtful finishes throughout our home. Set on a single level, the home features 3 bedrooms, 2 1/2 bathrooms, with a spacious roundabout driveway and green grassy lawns Caretaker/Owner lives on property

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. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with 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.

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.

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.

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!

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

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.

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE
This is a uniquely designed custom house with a 17-foot-high open beam ceiling. A wrap-around lanai (deck) opens towards a view of the expanses of the ocean, coast, and slopes of South Kona at the front of the house, and the mountain jungle to the back. We are in the middle of a tropical rainforest.
Popular amenities for house rentals in Kailua-Kona
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Island Views Hale

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Walk to Beach

Tiny House Hawaii

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

Tranquil Hawaiian Pineapple Poolhouse with A/C
Weekly house rentals

Cloud Forest Retreat with Treehouse Vibes

Piece of Paradise Coffee Farm

Luxury | Remodeled 2 bed/2 bath/AC

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

Kona Sunset - Entire Home - 3BR/4Bed/4.5BA/AC

New Modern Interior|OceanView| HotTub|Forest Deck
Private house rentals

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

Honu House - Sunset/Ocean View, Quiet Location

Modern Ocean View · Kings · Spacious · Porch · ACs

Mauna Kea Uplands ~ Mountain & Ocean Views

*New* Luxury | 2bed 2bath Ocean View + Resort + AC

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

Jungle Retreat in Kona Cloud Forest Sanctuary

Zen-Inspired Retreat, Breathtaking Ocean City View
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £270 | £264 | £261 | £219 | £211 | £228 | £224 | £216 | £223 | £235 | £232 | £287 |
| 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 360 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at £37 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
360 of Kailua-Kona holiday rentals include wifi 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!
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Sea Village
- Makalawena
- Manini'owali Beach
- Mauna Kea
- Spencer Beach Park
- Waialea Beach
- Puʻuhonua o Hōnaunau National Historical Park
- Kilauea
- Big Island Retreat
- Pololū Valley Lookout
- Kaloko-Honokohau Nat'l Hist Park
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Magic Sands Beach Park
- Kua Bay
- 49 Black Sand Beach
- Hapuna Beach State Recreation Area
- Kealakekua Bay State Historical Park
- Captain James Cook Monument
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