
House holiday rentals in Kailua-Kona
Find and book unique houses on Airbnb
Top-rated house rentals in Kailua-Kona
Guests agree: these houses are highly rated for location, cleanliness and more.

Ocean-View Retreat in Kona Countryside
Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

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.

Waimea Honu Hale- Relaxing, Tropical, Country Home
"Waimea Honu Hale". Honu is Hawaiian for turtle, and Hale is Hawaiian for home. Waimea Honu Hale is a magical home nestled in the lush green of the Waimea hills. You'll love the natural outdoors, complemented by the classy interior finishes like the custom walk-in showers, black leather granite counters, or the natural wood floors and Koa rails. This cute haven away from the Hussle of life may have you calling Waimea home. You'll want to stay forever. The beaches are 20 minutes away.

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, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living room connect to the owner's retreat via a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler temps than busy downtown while not being far from the action. Owner-hosted by locals!

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8
My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

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!

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

Kona House // Ocean View //Cold AC//5 Min to beach
As you wake to the sound of the birds, the gentle trade wind breeze reminds you this is true relaxation. As you walk to the coffee maker, the ocean view greets you on your left while the expansive living room invites you to claim your seat on the couch. You’re glad you have good WiFi, but you sure hope the boss doesn’t email you. Being close to beaches, restaurants, and entertainment is great too, but maybe you’ll cook in this gourmet kitchen.

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.

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 house rentals in Kailua-Kona
House rentals with a pool

Island Views Hale

Kona Dreams: 3BR Oceanview Home w/ Private Pool

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Private Pool - 180° Ocean View - Minutes to Beach

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

Oceanfront Escape in Kanaloa at Kona – Keauhou

Tranquil Hawaiian Pineapple Poolhouse with A/C
Weekly house rentals

Kona Kai Ocean View Suite - Walk to Shops/Dining

Ulu Tree Retreat

Cloud Forest Retreat with Treehouse Vibes

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

Kona Sanctuary · Ocean View Hot Tub · A/C

Spacious home with expansive ocean view!

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

Zen-Inspired Retreat, Breathtaking Ocean City View
Private house rentals

White Sand Beach - Puako Beach House - Beach 69

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

Hale Haku

Spacious Open-Concept Home w/ Stunning Ocean View

Mountain Oasis: Modern Plantation Home

The Mango Cottage on Keauhou Bay

Ocean View, Spacious, & Peaceful 3 BR home in Kona

Magic Sands Retreat: Remodeled Cottage,Walk to Bea
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $412 SGD | $429 SGD | $417 SGD | $378 SGD | $363 SGD | $393 SGD | $385 SGD | $372 SGD | $384 SGD | $405 SGD | $399 SGD | $494 SGD |
| 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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 21,040 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
160 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
330 of Kailua-Kona holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua-Kona rentals

4.9 Average rating
Kailua-Kona stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with breakfast Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Waterfront rentals Kailua-Kona
- Beach apartment rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Rentals with a firepit Kailua-Kona
- Apartment rentals Kailua-Kona
- Hotel rooms Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Resort rentals Kailua-Kona
- Cabin rentals Kailua-Kona
- Villa rentals Kailua-Kona
- Smoking-friendly rentals Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Beach house rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- Serviced apartment rentals Kailua-Kona
- Rentals with pools Kailua-Kona
- Guest house rentals Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Rentals with a cinema Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Flat rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Rentals with beach access Kailua-Kona
- Rentals with a patio Kailua-Kona
- House rentals Hawaii County
- House rentals Hawaii
- House rentals United States
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Lani Beach Club
- Mauna Kea
- Kilauea
- Manini'owali Beach
- Spencer Beach Park
- Big Island Retreat
- Puʻuhonua o Hōnaunau National Historical Park
- Punaluu Black Sand Beach
- Magic Sands Beach Park
- Pololū Valley Lookout
- Waialea Beach
- Sea Village
- Kaloko-Honokohau Nat'l Hist Park
- Hapuna Beach State Recreation Area
- Kua Bay
- Captain James Cook Monument
- Kona Farmer's Market
- Things to do Kailua-Kona
- Food and drink Kailua-Kona
- Things to do Hawaii County
- Nature and outdoors Hawaii County
- Sports activities Hawaii County
- Food and drink Hawaii County
- Art and culture Hawaii County
- Things to do Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Things to do United States
- Art and culture United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States
- Food and drink United States






