Search Vacation Homes in Kailua-Kona

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Browse Select Kailua-Kona Vacation Homes

3 BR Island Villa w/ Lanai, Expansive Shared Pool, Gym, Jacuzzi
Located in Kahaluu Bay, this vacation home is within a 15-minute walk of Keauhou Shopping Center and Kahalu'u Beach Park. Keauhou Bay Beach and Kona Country ...
4.6/5 Exceptional! (11 reviews)
Amazing property
"No complains! It was clean and so close to the beach. Loveeee the location and I miss the house already."

Reviewed on Apr 28, 2021

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3 BR Island Villa w/ Lanai, Expansive Shared Pool, Gym, Jacuzzi
Entire home in Kailua-Kona easy access to all the Island.
Located in the heart of Kailua-Kona, this vacation home is within 3 mi (5 km) of Hula Daddy Kona Coffee Plantation, Kailua-Kona Wharf, and Hulihee Palace. Mokuaikaua ...
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Entire home in Kailua-Kona easy access to all the Island.
UPPER UNIT  -1500 sq/ ft - 30 + days too!
This family-friendly Kailua-Kona vacation home is located in Kahaluu Bay, within 1 mi (2 km) of Magic Sands Beach and Kahalu'u Beach Park. Haleo Luau and Keauhou ...
4.8/5 Exceptional! (5 reviews)
Pleasant condo close to the beach
"It was hot while we were in Kona, so we really appreciated the air conditioner in the living room. Kitchen was reasonably furnished but toaster didn’t work. Neighbors didn’t get the quiet hours memo. Bedrooms had closets but no drawers for clothes. We would have liked more directions for appliances. ..."

Reviewed on Jun 10, 2021

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UPPER UNIT -1500 sq/ ft - 30 + days too!
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Direct Oceanfront 2BR/2BA Townhouse with Pool and Tennis Courts
The price is $189 per night from Oct 28 to Oct 28
Located in Kahaluu Bay, this romantic vacation home is within a 15-minute walk of Keauhou Shopping Center and Kahalu'u Beach Park. Keauhou Bay Beach and Kona ...
4.6/5 Exceptional! (69 reviews)
Beautiful and quiet neighborhood, warts drive into Kona. You can’t get any closer to the ocean!!
"Enjoyed our 2-night stay at this property. Beautiful sunsets!! The property does show its age, but all in all, it served us well. Well equipped with everything you need, even some water fun gear. Pool is directly across along with propane grills. Neighborhood is very quiet and close to everything ..."

Reviewed on Sep 14, 2021

Direct Oceanfront 2BR/2BA Townhouse with Pool and Tennis Courts
Detached Getaway Ohana House
Located in the heart of Kailua-Kona, this vacation home is 1.8 mi (2.8 km) from Makalei Golf Club and within 6 mi (10 km) of Hula Daddy Kona Coffee Plantation ...
4.7/5 Exceptional! (3 reviews)
"Property was very nice and comfortable."

Reviewed on Sep 8, 2021

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Detached Getaway Ohana House
Kona Mamaki House -Private surrounded by nature, close to town and beaches
The price is $160 per night from Oct 29 to Oct 29
Located in the heart of Kailua-Kona, this vacation home is 2.5 mi (4 km) from Makalei Golf Club and 2.9 mi (4.6 km) from Hula Daddy Kona Coffee Plantation. Mountain ...
5/5 Exceptional! (2 reviews)
Like living in the trees
"A grate stay. Close to airport and just a few minutes from Kailua. Host was very gracious and helpful."

Reviewed on Sep 10, 2021

Kona Mamaki House -Private surrounded by nature, close to town and beaches
Beautiful Pool with Stunning Ocean and Sunset Views
Located in Kona Palisades, this vacation home is 3 mi (4.8 km) from Makalei Golf Club and within 6 mi (10 km) of Hawaii Gateway Energy Center and Hula Daddy ...
4.9/5 Exceptional! (10 reviews)
Nice pool & views!
"Great property, I’d recommend for anyone looking for a pool and close to the airport."

Reviewed on Oct 24, 2021

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Beautiful Pool with Stunning Ocean and Sunset Views
COOL Mauka Retreat with Panoramic Ocean VIEW and the BEACH is only  5 Mins Away!
This family-friendly Kailua-Kona vacation home is located by the ocean, 0.7 mi (1.1 km) from Makalei Golf Club, and within 6 mi (10 km) of Hula Daddy Kona Coffee ...
4.9/5 Exceptional! (27 reviews)
Good treehouse vibe
"Overall good but dishwasher was stinky and leaked out onto the floor so we couldn't wash dishes or rinse anything in the kitchen. We enjoyed the birds and sound of the frogs all night long. The ocean view was a spectacular, panoramic view!"

Reviewed on Oct 21, 2021

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COOL Mauka Retreat with Panoramic Ocean VIEW and the BEACH is only 5 Mins Away!
150 Steps from Lanai to Beach | AC | WIFI | Affordable
Located in Kahaluu Bay, this historic vacation home is within a 10-minute walk of Keauhou Shopping Center and Kahalu'u Beach Park. Keauhou Bay Beach and Kona ...
4.7/5 Exceptional! (15 reviews)
"Closer to the beach. It’s a beautiful area"

Reviewed on Oct 16, 2021

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150 Steps from Lanai to Beach | AC | WIFI | Affordable
KONA MAKAI#5-205 BEAUTIFUL 2ND FLOOR UNIT IN OCEANFRONT COMPLEX!
Situated by the sea, this vacation home is within 2 mi (3 km) of Honl's Beach, Kona Inn Shopping Village, and Mokuaikaua Church. Hulihee Palace and Kailua-Kona ...
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KONA MAKAI#5-205 BEAUTIFUL 2ND FLOOR UNIT IN OCEANFRONT COMPLEX!
Kona Shores #203
3.5 out of 5
75-6008 Alii Drive #203, Kailua-Kona, HI
Situated in Kailua-Kona, this vacation home is within 2 mi (3 km) of Honl's Beach, Kona Inn Shopping Village, and Mokuaikaua Church. Hulihee Palace and Kailua-Kona ...
5/5 Exceptional! (1 review)
"The condo had everything you could possibly need. They put great effort into supplying everything. It was clean and quiet and was in great shape compared to a timeshare condo we are staying in this week in Hawaii. Kudos to you."

Reviewed on Jun 3, 2021

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Kona Shores #203
Ocean View Condo Heart of Kona Town, Pool, King Bed, Walk to Beach & Attractions
The price is $159 per night from Nov 3 to Nov 3
Located in the heart of Kailua-Kona, this vacation home is steps from Mokuaikaua Church, Hulihee Palace, and Kona Inn Shopping Village. Kamakahonu Beach and ...
5/5 Exceptional! (2 reviews)
Nice little slice of Kona
"This is a beautiful little place. Just right for a vacationing couple. The bed is so comfortable!! Close to the beach and shops."

Reviewed on Jul 21, 2021

Ocean View Condo Heart of Kona Town, Pool, King Bed, Walk to Beach & Attractions
Kimo's Getaway
Kailua-Kona, HI
The price is $175 per night from Oct 28 to Oct 28
Located in the heart of Kailua-Kona, this golf vacation home is within 1 mi (2 km) of Honl's Beach, Kona Inn Shopping Village, and Mokuaikaua Church. Hulihee ...
4.8/5 Exceptional! (4 reviews)
Good experience
"Property is clean and more spacious than on the photos, some ocean views and easy drive from Kona airport. Our flight was late at night , we could stop by the store and having some drinking water in the house would be great. Aside from this it’s a great place to stay."

Reviewed on Oct 19, 2021

Kimo's Getaway
The eruption ended..  blue skys and the best weather in 20 years !
Situated in Kailua-Kona, this historic vacation home is 2.5 mi (4 km) from Makalei Golf Club and within 6 mi (10 km) of Hawaii Gateway Energy Center and Hula ...
5/5 Exceptional! (29 reviews)
Beautiful and relaxing
"Beautiful neighborhood and property. My friend and I felt right at home the minute we arrived. Colleen and Gary are great hosts, and we are looking forward to staying with them again."

Reviewed on Aug 13, 2021

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The eruption ended.. blue skys and the best weather in 20 years !
Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!
Situated by the sea, this vacation home is 2.8 mi (4.5 km) from Makalei Golf Club and within 6 mi (10 km) of Hawaii Gateway Energy Center and Wawaloli Beach. ...
3.6/5 Good! (11 reviews)
Construction Site
"We arrived to an empty house that was under construction with chipboard hoarding all around the deck and access stairway. There was no view from the deck which looks lovely in your photo but not in reality. I have photos if you would like to see what we encountered. The outside was a construction ..."

Reviewed on Feb 10, 2020

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Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
This family-friendly Kailua-Kona vacation home is located by the ocean, within a 15-minute walk of Kahalu'u Beach Park and Magic Sands Beach. Keauhou Bay Beach ...
4.7/5 Exceptional! (29 reviews)
Lanai with view ideal
"Excellent supply of beach gear, kitchen fully equipped, beds comfortable, paper products supplied, description accurate. When home, we LIVED on lanai = coffee, cocktails, reading and card games!"

Reviewed on Oct 12, 2021

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FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
Located in the heart of Kailua-Kona, this historic vacation home is 0.8 mi (1.2 km) from Makalei Golf Club and within 6 mi (10 km) of Hula Daddy Kona Coffee ...
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Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
Casa De Emdeko 332
3.5 out of 5
75-6082 Alii Drive, Unit #332, Kailua-Kona, HI
Situated in Kailua-Kona, this golf vacation home is steps from Kailua-Kona Wharf and Kamakahonu Beach. Hulihee Palace and Mokuaikaua Church are also within 5 ...
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Casa De Emdeko 332
Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi
Located in the heart of Kailua-Kona, this historic vacation home is 0.8 mi (1.2 km) from Makalei Golf Club and within 6 mi (10 km) of Hula Daddy Kona Coffee ...
5/5 Exceptional! (4 reviews)
We would come back.
"The unit lack nothing. Our host thought of everything. Wish we could have meet them."

Reviewed on Mar 26, 2020

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Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi
Aloha and Welcome to Hale Kona! A beautiful home centrally located in Kailua Kona
Located in the heart of Kailua-Kona, this historic vacation home is within 1 mi (2 km) of Kona Inn Shopping Village and Mokuaikaua Church. Kamakahonu Beach and ...
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Aloha and Welcome to Hale Kona! A beautiful home centrally located in Kailua Kona
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Kailua-Kona

Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
The price is $220 per night from Nov 7 to Nov 7
4.1/5 Very Good! (1,599 reviews)
"Resort Parking is horrible. Little to zero care for customers whom are staying at the resort. LUAU nights fill up fast and create traffic jams. Everything else is a 10/10"

Reviewed on Oct 22, 2021

Royal Kona Resort
Outrigger Kona Resort and Spa

Outrigger Kona Resort and Spa

4 out of 5
78-128 Ehukai Street, Kailua-Kona, HI
The price is $222 per night from Oct 28 to Oct 28
3.4/5 (5 reviews)
"Beautiful settings. Didn't like having to walk up to the hotel from the parking lot"

Reviewed on Sep 30, 2021

Outrigger Kona Resort and Spa
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel

Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel

2.5 out of 5
75-146 Sarona Ln, Kailua-Kona, HI
The price is $199 per night from Nov 18 to Nov 18
4.3/5 Excellent! (975 reviews)
"Room was clean, beds were comfortable breakfast was good."

Reviewed on Oct 25, 2021

Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Booking Tips to Find the Best Kailua-Kona Vacation Homes


How much does it cost to rent a vacation home in Kailua-Kona?

You can find incredible Kailua-Kona vacation homes for all types of budgets: between $159 and $222 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Kailua-Kona?

If you are looking for a great deal on your vacation home in Kailua-Kona, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Kailua-Kona?

There are 340 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Kailua-Kona?

Begin by entering your trip dates to see what type of Kailua-Kona rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Kailua-Kona?

Booking Kailua-Kona vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Kailua-Kona rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Kailua-Kona along with your vacation property, into a Kailua-Kona vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

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