
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.

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.

Modern Hawaiian Cottage - Ocean Across the Street
SURF TEMPLE – A Tropical Modern Hawaiian-style cottage on desirable Ali‘i Dr, steps from the ocean. Enjoy breathtaking sunsets, reading, & snorkeling at the lava rock beach across the street. The cottage features a main house + guest cottage, connected by a spacious lanai for dining & relaxing. Lava rock walls throughout embody the Hawaiian culture & spirit. Just .4 miles from Kahalu’u Beach, .7 miles from White Sand Beach & 4 miles from downtown Kona. Perfect location for your Hawaiian Getaway!

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.

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!

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!

Kona Sanctuary · Ocean View Hot Tub · A/C
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.

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 Kailua-Kona house rentals
House rentals with a pool

Island Time-Luxury Golf Front Home with Pool/Spa

Kini Kini Pua – Private Retreat in Paradise!

Walua Oasis 2/2 Private Pool

Panoramic Ocean Views With Private Saltwater Pool

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

Holua Kai #32: Coastal view w/AC & Private Pool

Ocean, Sunset, Mountain & Celestial Views

1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Weekly house rentals

The Mango Tiny House

Artist's Home: Beautiful View of Paradise in Kona

Kona Paradise Home, Hawaii

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

The Mango Cottage on Keauhou Bay

Kona Beach House

New Modern Interior|OceanView| HotTub|Forest Deck

Private & Beautiful home on 1 acre
Private house rentals

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

Panoramic City and Ocean View

Alii Dr. Oceanfront 3BR — Winter Dates Open

Aloha Surf Shack Retreat with A/C

Private guest house in the Hawaii Island tropics.

Roof deck views, hot tub, big kitchen, 3200sf, BBQ

Kona Unique Natural Acreage Home

The Kona Cottage
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,208 GYD | G$69,930 GYD | G$68,045 GYD | G$61,555 GYD | G$59,252 GYD | G$64,067 GYD | G$62,811 GYD | G$60,717 GYD | G$62,602 GYD | G$65,533 GYD | G$62,811 GYD | G$69,511 GYD |
| 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 G$10,469 GYD 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 & 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

Wi-Fi availability
320 of Kailua-Kona vacation 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!
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- Hapuna Beach
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- Mauna Kea Golf Course
- Kohanaiki Private Club Community
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- 49 Black Sand Beach
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