
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.

Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Kona Dolphin and Whale House. Rare Oceanfront. Spa
Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

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

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 :)

Modern Upcountry Home with Mauna Kea Views
This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

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!

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).

Ocean, Sunset, Mountain & Celestial Views
Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.

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.
Popular amenities for house rentals in Kailua-Kona
House rentals with a pool

Ocean View House Near Outrigger Kona Resort & Spa

Island Views Hale

Island Time-Luxury Golf Front Home with Pool/Spa

Tropical Oasis Home with Pool and Steps to Beach

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

HAVEN: Poolside Sanctuary with Heavenly Views

2 - bedroom Waikoloa Townhouse

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ
Weekly house rentals

Ulu Tree Retreat

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

Kona Sanctuary · Ocean View Hot Tub · A/C

Adorable 2-bedroom modern cottage
Earthy Beach House

Spacious Open-Concept Home w/ Stunning Ocean View

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!

Catch the Sunset! Island Hale w/ *A/C* and Hot Tub
Private house rentals

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

Cloud Forest Retreat with Treehouse Vibes

The Mango Cottage on Keauhou Bay

Spacious home with expansive ocean view!

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

Family-Friendly 4BR Oasis by Magic Sands

Zen-Inspired Retreat, Breathtaking Ocean City View

New Modern Interior|OceanView| HotTub|Forest Deck
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 | $428 SGD | $417 SGD | $377 SGD | $363 SGD | $392 SGD | $385 SGD | $372 SGD | $383 SGD | $404 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 beach access Kailua-Kona
- Beachfront rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- Guest house rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Villa rentals Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Rentals with a patio Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Serviced apartment rentals Kailua-Kona
- Hotel rooms Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Smoking-friendly rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Rentals with a cinema Kailua-Kona
- Rentals with pools Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Flat rentals Kailua-Kona
- Beach house rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Resort rentals Kailua-Kona
- Cabin rentals Kailua-Kona
- Beach apartment rentals Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Rentals with a firepit 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
- 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
- Food and drink Hawaii County
- Art and culture Hawaii County
- Sports activities Hawaii County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Wellness United States






