
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.

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 :)

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 of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired 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.

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.

Kona Sunsets & Ocean Views at Hillside Home
Watch Kona’s world-famous sunsets from two private balconies at this spectacular tropical retreat. Perched on a Hualalai hillside among sleepy palms, this luxury getaway boasts unmatched ocean views. This modern home features a full kitchen, indoor & outdoor dining, 2bd/1.5 bath, office, parking, and free laundry. When the breeze isn’t enough, air-conditioned bedrooms keep you cool. We are proud to be top-rated Airbnb Superhosts and provide you with an award-winning level of service. Aloha!

Peaceful Paradise
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!

Artist's Home: Beautiful View of Paradise in Kona
Artist's Home: Beautiful View of Paradise in Kona. One bedroom, bath, living room-dining room, full kitchen with 2 story cupola in 1000 sq. ft. Great sunset views from 10 ft. lanai (patio)! Your home away from home, filled with artist's paintings. Seven minutes to airport. A short trip to everything, yet a world apart in lovely neighborhood setting. Perfect temp @ 1000 ft. elevation. Includes breakfast foods, WIFI, cable, beach gear, parking. See tax info below.

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.

Aolani Coffee Cottage | Hot Tub + Ocean Views + AC
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.

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.

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.

Mollie’s Paradise Resort Home & Private Pool
Welcome to Mollie's Paradise! This gated resort vacation home features a beautifully crafted outdoor paradise with a private pool and spa. Your host, Mollie, has curated a vacation home experience that will exceed your expectations. Her attention to detail, quality amenities and extra clean home is loved by guests.
Popular amenities for house rentals in Kailua-Kona
House rentals with a pool

Island Views Hale

Kini Kini Pua – Private Retreat in Paradise!

Tropical Oasis Home with Pool and Steps to Beach

Ono Oasis: Oceanview Luxe w/Pool & Spacious Lanai

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

Walua Oasis 2/2 Private Pool

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

Panoramic Ocean Views With Private Saltwater Pool
Weekly house rentals

Kona Ali'i Village Home

Private guest house in the Hawaii Island tropics.

Mermaid Studio by Kealakekua Bay!

Villa LongBoard Kona, Sweeping Ocean & Town Views

The Kumu House

New Modern Interior|OceanView| HotTub|Forest Deck

Cloud 9 Hawaii Forest Retreat

Magic Sands Beach House
Private house rentals

Location, location location! Cozy base to explore!

Tropical Getaway! 10 Mins from Airport!

R&D Tropical Ohana

The Mango Cottage on Keauhou Bay

Manta Ray Manor - Oceanfront Community Retreat

Aloha Surf Shack Retreat with A/C

Peaceful Home in Kona, Hawaii

Roof deck views, hot tub, big kitchen, 3200sf, BBQ
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 277 | € 288 | € 280 | € 253 | € 244 | € 264 | € 258 | € 250 | € 258 | € 270 | € 258 | € 286 |
| 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 € 43 per night before taxes and fees

Verified guest reviews
Over 20,450 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
320 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!
Destinations to explore
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- Hapuna Beach
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- Mauna Kea Golf Course
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