
House holiday rentals in Kailua-Kona
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Top-rated house rentals in Kailua-Kona
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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.

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.

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

Hale Aka'ula, House of the Red Sunset
Nestled within the lush oasis of Kohanaiki, this 3 bedroom, 2 bath home awaits as your ideal Hawaiian retreat. Offering a spacious living room and chef's kitchen, it's made for memorable family gatherings. Surrounded by tropical greenery, you have ocean vistas and stunning sunsets from the comfort of the fully screened lanai. With convenient access to downtown Kona (6 mi), the airport (7.5 mi), and the pristine beaches of the north end, like Kua Bay Beach Park (10 mi).

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

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.

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 - No Cleaning Fee!
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

Kini Kini Pua – Private Retreat in Paradise!

Island Time-Luxury Golf Front Home with Pool/Spa

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

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

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

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

Ocean, Sunset, Mountain & Celestial Views
Weekly house rentals

2 Bedroom in the Kona Hills on a Coffee Farm

Cloud Forest Retreat with Treehouse Vibes

Ho 'okipa Kaloko Cottage

The Mango Cottage on Keauhou Bay

MAGIC SHACK aka Hale Kaipoi + Walk to Beach!

Private guest house in the Hawaii Island tropics.

Mermaid Studio by Kealakekua Bay!

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

Tropical Getaway! 10 Mins from Airport!

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

Walua Oasis 2/2 Private Pool

Aloha Surf Shack Retreat with A/C

Private Oceanfront Home, Sleeps 10, fire pit, View

Dolphin House - Hawaii

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $571 NZD | $594 NZD | $578 NZD | $523 NZD | $503 NZD | $544 NZD | $533 NZD | $516 NZD | $532 NZD | $556 NZD | $533 NZD | $590 NZD |
| 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 $89 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
320 of Kailua-Kona holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Pahoa Beach
- Kaunaoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- Ke‘EI Beach
- Waikōloa Beach
- Mauna Lani Golf
- 49 Black Sand Beach
- Kuki’o Golf & Beach Club
- Waikoloa Beach Golf Course
- Volcano Golf and Country Club
- Kona Dog Beach
- Hapuna Golf Course
- Kona Country Club
- Makalawena Beach
- Kealakekua Bay State Historical Park
- Nanea Golf Club
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
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- Wawaloli Beach
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