
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

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!

Clean spacious in Kailua Kona.
Enjoy easy access to everything from this perfectly located home base. It's close to Kona airport, Costco, beautiful beaches, and only a 10 min drive to Kona town. It is located in a quiet neighborhood right in Kailua Kona near some of the best beaches on the island. The perfect place for a small group of friends or family to have a wonderful vacation. When staying in our space, we have a variety of beach toys and towels that we welcome guests to use. The Ironman triathletes are also welcome.

Kona Beach House
Kona Beach House: Your Family Vacation Haven! Enjoy comfort, convenience, & coastal bliss just a minute walk from pristine Magics Sands Beach. With abundant amenities & free parking, this retreat has everything you need for a seamless stay. Wake up to Magic Sands Beach across the street or use this central location to explore the Big Island's volcanoes, rainforests, & waterfalls. Accommodating up to 6 adults, it's the perfect home away from home. HAWAII TAX ID NUMBER: TA-073-837-1584-01

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!

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!
MAGIC SHACK is an owner hosted Upper 2 bedroom, 2 bathroom oasis with AC and peaceful lanai that borders a nature preserve nestled at the end of a quiet neighborhood cul-de-sac. The island-inspired decor and bright colors of this accommodation make it the perfect home base the next time you’re visiting the Big Island of Hawai’i. Just a short 5 minute walk to MAGIC SANDS beach, one of the most spectacular white sandy beaches on the island...you'll never want to leave!

Jubilee By The Sea (Ocean Views)
Take a break from it all and spoil the whole family with an unforgettable getaway to this home away from home mere blocks from the blue waters of the ocean! With a wonderfully furnished wraparound deck boasting partial ocean views to sip favorite cocktails on and a spacious layout perfect for large families or groups of friends, there will be no delay in feeling right at home in no time.

Kona Sunset - Entire Home - 3BR/4Bed/4.5BA/AC
Welcome to our 5 Bed/4.5Bath vacation rental located in a cul-de-sac, on the hills with a stunning ocean/sunset view. BRAND NEW large covered lanai & deck provide the perfect entertaining space. BRAND NEW 4 Split-zoned A/C units in every bedroom. You'll experience the perfect blend of relaxation, convenience and breathtaking natural beauty.

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.

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks
~ The perfect getaway for a romantic couple ~ Expansive ocean views: floor-to-ceiling sliding doors, wrap around decks ~ King bed, jacuzzi soaking tub, Fully-equipped kitchen, BBQ ~ 1 mile from Kealakekua Bay ~ Tropical modernism with Balinese accents. Gorgeous and unique architecture
Popular amenities for house rentals in Kailua-Kona
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Island Views Hale

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

HAVEN: Poolside Sanctuary with Heavenly Views

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Weekly house rentals

3 BDR/3BTH Oasis | Dual Suites + Outdoor Kitchen

The Mango Cottage on Keauhou Bay

Spacious home with expansive ocean view!

Tropical Ocean View 4 bd + Loft Sleeps 10

Magic Sands Beach Bungalow

Our Very Hawaii Home with Ocean View!

Cozy Big Island Guesthouse #2

Kona Surf Snorkel Paradise, Beachfront, Hot Tub
Private house rentals

Cloud Forest Retreat with Treehouse Vibes

PiH: Coconut Telegraph House~ Hilton Pool Passes

Oceanfront Kona Beach House

Pool & Ocean View Villa: 3BD | Sunset Kona Side

2 - bedroom Waikoloa Townhouse

Manta Ray Manor - Oceanfront Community Retreat

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

Roof deck views, hot tub, big kitchen, 3200sf, BBQ
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $409 SGD | $425 SGD | $414 SGD | $374 SGD | $360 SGD | $390 SGD | $382 SGD | $369 SGD | $381 SGD | $401 SGD | $396 SGD | $490 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 a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- Beach apartment rentals Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Serviced apartment rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Rentals with a patio Kailua-Kona
- Rentals with a firepit Kailua-Kona
- Flat rentals Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Villa rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Smoking-friendly rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Rentals with beach access Kailua-Kona
- Hotel rooms Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Guest house rentals Kailua-Kona
- Rentals with pools Kailua-Kona
- Cabin rentals Kailua-Kona
- Beach house rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Resort rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Rentals with a cinema Kailua-Kona
- Rentals with a washing machine and dryer 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
- Manini'owali Beach
- Mauna Kea
- Kilauea
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Pololū Valley Lookout
- Magic Sands Beach Park
- Waialea Beach
- Sea Village
- Punaluu Black Sand Beach
- Hapuna Beach State Recreation Area
- Kaloko-Honokohau Nat'l Hist Park
- 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
- Sports activities Hawaii County
- Food and drink Hawaii County
- Art and culture Hawaii County
- Nature and outdoors Hawaii County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Food and drink Hawaii
- Wellness Hawaii
- Tours Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Wellness United States






