
House holiday rentals in Kailua-Kona
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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

LuxuryHome, Stunning ocean sunset, Heated Pool/Spa
4 bedroom/2.5 bath, sleeps 10, home in cul-de-sac on 1acre, in a gated community with a NEW Heated Infinity Salt Water Pool/Spa & huge fruit orchard. Immaculate home just south of downtown Kona! Enjoy sweeping ocean views and balmy breezes. As you enter, you are greeted with views of the beautiful blue Pacific Ocean. The sculpted orchard combines citrus, mango, star fruit, tropical flowers & exotic plants. The spacious interior & large covered lanai & deck provide the perfect entertaining space

Paradise Oceanview Retreat in Kona
True ALOHA with one of the best ocean views in Kona!💎 Comfortable, sun-kissed and welcoming. Professionally cleaned and maintained. Perfect for unwinding after a day of island sight-seeing. The charming, stylish, island-vibe space has private entrance and is located on the ground floor of a large two-story home. Free parking. You will experience all the comforts of home including an ohana kitchen, living area, bbq, and lovely, large outdoor lanai. Our goal is to give every guest a 5-star stay!

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.

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. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with 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.

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!

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

Magic Sands Beach Bungalow
Stay a short walk from Magic Sands Beach in this complete home. This three bedroom and three and half bath house includes an outdoor shower and bathroom, a ping pong table, and your own tree house. This is a legal and permitted vacation rental with no agency and on-island owner hosts. You can hang out in a hammock on the lanai while you BBQ your dinner after the beach. The perfect spot to explore Hawai'i island and only three miles from downtown Kailua-Kona.

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.

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 & Private Pool
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.

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

Luxe Manukai Hale: Boho Charm, Pool & Golf Views

Island Views Hale

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

Luxury Home w/Pool + Spa | Sleeps 10 | Waikoloa Re

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

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

Ocean Views, 3BD/3BA - Mauna Kea, Wai'ula'ula I101
Weekly house rentals

Cloud Forest Retreat with Treehouse Vibes

Adorable 2-bedroom modern cottage

Kona Sanctuary · Ocean View Hot Tub · A/C

Spacious Open-Concept Home w/ Stunning Ocean View

Kona House // Ocean View //Cold AC//5 Min to beach

Cozy Big Island Guesthouse #2

Zen-Inspired Retreat, Breathtaking Ocean City View

New Modern Interior|OceanView| HotTub|Forest Deck
Private house rentals

Luxury | Remodeled 2 bed/2 bath/AC

Ocean View Modern · Spacious · King · AC

4BR Paradise Oasis w/ Stunning Ocean Views

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

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

Our Very Hawaii Home with Ocean View!

Kona Charmer: Ocean View, Arcade Room

Cloud 9 Hawaii Forest Retreat
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £237 | £247 | £240 | £217 | £209 | £226 | £222 | £214 | £221 | £233 | £230 | £285 |
| 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 360 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 21,510 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
360 of Kailua-Kona holiday rentals include wifi 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!
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