
House vacation 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 :)

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

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.

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

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.

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

Island Time-Luxury Golf Front Home with Pool/Spa

Kini Kini Pua – Private Retreat in Paradise!

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

Tiny House Hawaii

Walua Oasis 2/2 Private Pool

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

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

Ocean, Sunset, Mountain & Celestial Views
Weekly house rentals

Artist's Home: Beautiful View of Paradise in Kona

The Mango Cottage on Keauhou Bay

MAGIC SHACK aka Hale Kaipoi + Walk to Beach!

Tropical Ocean View 4 bd + Loft Sleeps 10

Mermaid Studio by Kealakekua Bay!

Modern Upcountry Home with Mauna Kea Views

New Modern Interior|OceanView| HotTub|Forest Deck

Private & Beautiful home on 1 acre
Private house rentals

Tropical Getaway! 10 Mins from Airport!

Cloud Forest Retreat with Treehouse Vibes

Hoku Ea Sunset Beach House

Private guest house in the Hawaii Island tropics.

Oceanfront Kona • Where Tide Pools Beat Any Pool

Kona Unique Natural Acreage Home

Zen-Inspired Retreat, Breathtaking Ocean City View

Cloud 9 Hawaii Forest Retreat
Quick stats about house rentals in Kailua-Kona
Total rentals
330 properties
Nightly prices starting at
R868 ZAR before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
150 properties have a pool
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- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Four Seasons Resort Hualalai
- Kaunaoa Beach
- Pahoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- Ke‘EI Beach
- Waikōloa Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- Waikoloa Beach Golf Course
- 49 Black Sand Beach
- Hapuna Golf Course
- Kona Country Club
- Kona Dog Beach
- Nanea Golf Club
- Kuki’o Golf & Beach Club
- Kealakekua Bay State Historical Park
- Makalawena Beach
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
- Pololū Beach
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