
House vacation 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.

Kona Dolphin and Whale House. Rare Oceanfront. Spa
Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

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.

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!

Tropical Private Oasis, Heated Pool & OceanView!
3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

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.

Peaceful island getaway near the Kona airport
Enjoy cool breezes on a large, garden-like property 5 minutes from the airport. This private 1 bedroom, 1 bath condo is a 15 minute drive to Kona-town and popular beaches. This accessible space comes with a private parking space, king bed, walk-in closet, fully stocked kitchen, beach gear, portable crib, and much more. After a fun-filled day exploring the Big Island, relax by the fire pit and cook up some local fare on the grill surrounded by a lush setting.

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.

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 Kailua-Kona house rentals
House rentals with a pool

Luxe Manukai Hale: Boho Charm, Pool & Golf Views

Island Views Hale

Kini Kini Pua – Private Retreat in Paradise!

Tropical Oasis Home with Pool and Steps to Beach

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

Cloud Forest Retreat with Treehouse Vibes

The Mango Cottage on Keauhou Bay

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

Private guest house in the Hawaii Island tropics.

Mermaid Studio by Kealakekua Bay!

Modern Upcountry Home with Mauna Kea Views

Breathtaking Ocean Views with Refreshing AC

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

Kona Paradise w/ Ocean Sunset View - Hosted Rental

Location, location location! Cozy base to explore!

Tropical Getaway! 10 Mins from Airport!

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

One bedroom studio (private)

R&D Tropical Ohana

Panoramic City and Ocean View

Aloha Surf Shack Retreat 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 | $453 CAD | $471 CAD | $459 CAD | $415 CAD | $399 CAD | $432 CAD | $423 CAD | $409 CAD | $422 CAD | $442 CAD | $423 CAD | $468 CAD |
| 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 vacation rentals
Explore 330 vacation rentals in Kailua-Kona

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

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

Family-friendly vacation rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
320 of Kailua-Kona vacation 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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