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

Total holiday rentals
Explore 350 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $71 AUD per night before taxes and fees

Verified guest reviews
Over 22,170 verified reviews to help you choose

Family-friendly holiday rentals
270 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
230 properties have a dedicated workspace

Wi-Fi availability
350 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.

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-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

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.

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.

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.

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.

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

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.

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

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.

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

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

Million Dollar View | Sunsets & Aloha

Tropical villa: Heated pool, hot tub & ocean views

Ocean, Sunset, Mountain & Celestial Views

Mollie’s Paradise Resort Home & Private Pool

Tiny House Hawaii

Fully Equipped Lush Kona Home • AC • Pool • Lanai

Tropical Oasis Home with Pool and Walk to Beach
Weekly house rentals

Villa LongBoard Kona, Sweeping Ocean & Town Views

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Magic Sands Beach House

Piece of Paradise Coffee Farm

Stunning Ocean Views + Designer Designed Kona Home

Beautiful, Spacious Home w/Expansive Ocean Views

Magic Sands Beach Bungalow

2 Bedroom in the Kona Hills on a Coffee Farm
Private house rentals

Bright Queen Room in Kona Home | Centrally located

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

Kona Sanctuary · Ocean View Hot Tub · A/C

Secluded hideaway with amazing view

Adorable 2-bedroom modern cottage

Hale Kohola

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!

Clean spacious in Kailua Kona.
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $513 AUD | $502 AUD | $496 AUD | $475 AUD | $468 AUD | $495 AUD | $425 AUD | $411 AUD | $424 AUD | $446 AUD | $441 AUD | $546 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
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- Pololū Valley Lookout
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- Kua Bay
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
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