
House vacation rentals in Kailua-Kona
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Quick stats about house rentals in Kailua-Kona

Total vacation rentals
Explore 350 vacation rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 22,170 verified reviews to help you choose

Family-friendly vacation rentals
270 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
350 of Kailua-Kona vacation rentals include wi-fi access

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

4.8 Average rating
Kailua-Kona stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Kailua-Kona
Guests agree: these houses are highly rated for location, cleanliness, and more.

Ocean, Sunset, Mountain & Celestial Views
🌴 Guest Favorite - Top 10% on the Big Island 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 BBQ grill.

The Mango Cottage on Keauhou Bay
Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. Large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only. 100% non-smoking property inside and out.

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.

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.

Private & Beautiful home on 1 acre
A beautiful & private home on 1 acre in Kona Palisades! Our home is in an ideal location at nearly 1,400 ft. elevation to take advantage of cooler temperatures, while being just minutes from the airport, beaches, and Kailua-Kona town. Enjoy a vaulted living room ceiling, 2 covered lanais, and thoughtful finishes throughout our home. Set on a single level, the home features 3 bedrooms, 2 1/2 bathrooms, with a spacious roundabout driveway and green grassy lawns Caretaker lives on property

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).

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.

Mini Plantation with a View
2300 sq.ft home on over an acre is perfect for time with family & friends. 10 minutes from downtown Kona, in Holualoa, with organic coffee, fruit trees, and flowers. There is a roof-top games with ping-pong room overlooking the garden. Paddle boards, snorkeling gear, basketball, and lots of games are also provided. Entertaining is easy on the huge lanai with bbq and a kitchen equipped with cooking staples and equipment. Home is on-property hosted.

Beautiful, Spacious Home w/Expansive Ocean Views
Our spacious Kona home is a wonderful place for families and groups to gather, with large bedrooms, a beautiful kitchen, and plenty of room to spread out and relax. Guests especially love the sweeping sunset views, the cooler evenings at our elevation, and the easy access to some of the best beaches on the Big Island. It’s a comfortable, welcoming home that works especially well for family reunions and time together with people you love.

2 Bedroom in the Kona Hills on a Coffee Farm
Located at 2400 feet elevation, we offer our downstairs, two-bedroom, one-bathroom Ohana. Our house is located on a quiet Kona coffee farm. We enjoy wonderful ocean views, and cool mountain mornings (a nice escape for hot and sunny downtown Kona (15 to 20 minutes away). We have trees everywhere and our place borders the state forest. Our house is a perfect place to make your base-camp and then head out each day for your adventures.

Family-Friendly 4BR Oasis by Magic Sands
Escape to this spacious island retreat featuring an open-concept living area, gourmet kitchen, and beautifully designed coastal interiors. Relax on the covered lanai with outdoor dining, lounge seating, BBQ, and a lush tropical backyard. The home offers luxurious king suites, a spa-inspired primary bath with a Jacuzzi tub, and is just minutes from Kona's best beaches, snorkeling, shopping, and dining. 🌺

Kona retreat with Hot Tub, Tiki Bar & Pickleball
Your Kona reset starts here 🌊✨ Relax in the NEW hot tub, grill dinner at sunset, and enjoy breezy island living with room for the whole crew. Private hot tub • Ocean-view lanais • Pickleball Court • Pool table/game room • BBQ • Multiple king bedrooms • Second refrigerator • Family-friendly amenities
Popular amenities for Kailua-Kona house rentals
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Private Pool - 180° Ocean View - Minutes to Beach

Tropical Oasis: Pool, Spa, Waterfall, Ocean View

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

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

Paradise + Aloha + Expansive Ocean View

Tropical Oasis Home with Pool and Walk to Beach

Fully Equipped Lush Kona Home • AC • Pool • Lanai
House rentals with free parking

Wailima Beach House, Kona, Magic Sands Beach

New Modern Interior|OceanView| HotTub|AC|Forest V

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

Magic Sands Beach Bungalow

Cozy Home near Beaches & Costco

Spacious Open-Concept Home w/ Stunning Ocean View

Waimea Honu Hale- Relaxing, Tropical, Country Home
Weekly house rentals

Entire rental unit Kona Ohana

Mauna Loa Suites

Kona Coffee Estate w/ Hot Tub & Ocean View

Piece of Paradise Coffee Farm

Villa LongBoard Kona, Sweeping Ocean & Town Views

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

Kona Cloud • Treehouse Inspired Jungle Escape

Cloud 9 Luxury Oasis | Hike | Yoga| Fast Wi-Fi
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,329 | ﺩ.ﺇ 1,300 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,212 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,157 | ﺩ.ﺇ 1,142 | ﺩ.ﺇ 1,414 |
| 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 |
Destinations to explore
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- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Waikoloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Sea Village
- Kilauea
- Spencer Beach Park
- Manini'owali Beach
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kua Bay
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Kailua Pier
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