Kailua-Kona Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kailua-Kona holiday rentals

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is NZ$557
includes taxes & fees
8 July - 9 July
Sunset Shores - Unit B Kauipoho

Sea Village

Sea Village
3.5 star property
Holualoa Village
8.8 out of 10, Excellent, (159 reviews)
"Great location!"
United States
Jaimie
The price is NZ$423
includes taxes & fees
21 July - 22 July
Sea Village

The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (115 reviews)
"It worked great for our needs for our last night of vacation."
United States
ROBERT E.
The price is NZ$285
includes taxes & fees
29 June - 30 June
The Surf Hideaway is walking distance to everything Kona

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
Holualoa Village
9.2 out of 10, Wonderful, (158 reviews)
"Great host and room was perfect!"
United States
Peyton L.
The price is NZ$376
includes taxes & fees
24 June - 25 June
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Peek-a-boo Oceanview Studio | AC & small beach

Peek-a-boo Oceanview Studio | AC & small beach
Holualoa Village
10.0 out of 10, Exceptional, (9 reviews)
"Great location, quiet and clean-"
United States
Mindy P.
The price is NZ$397
includes taxes & fees
13 July - 14 July
Peek-a-boo Oceanview Studio | AC & small beach

Cosy studio next to Kona Beach

Cosy studio next to Kona Beach
Historic Kailua Village
9.6 out of 10, Exceptional, (36 reviews)
"Perfect location, clean, comfortable and very well appointed."
United States
David L.
The price is NZ$412
includes taxes & fees
24 June - 25 June
Cosy studio next to Kona Beach

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
9.0 out of 10, Wonderful, (22 reviews)
"Room was clean, easily accessible. "
United States
Jason R.
The price is NZ$471
includes taxes & fees
10 July - 11 July
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

RENOVATED Kona Studio By The Ocean!!!

RENOVATED Kona Studio By The Ocean!!!
Historic Kailua Village
9.2 out of 10, Wonderful, (61 reviews)
"Very clean condo and there were a few extras available like an ice chest and snorkle gear."
United States
Andrew
The price is NZ$409
includes taxes & fees
5 July - 6 July
RENOVATED Kona Studio By The Ocean!!!

Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.8 out of 10, Exceptional, (36 reviews)
"This is a lovely apartment. Very clean. Location is great for everything. The ocean breeze is unforgettable! Quite at night. Beds are comfy. Will come back!"
United States
Zhi
The price is NZ$549
includes taxes & fees
24 June - 25 June
Ocean View Condo in the Heart of Kona

Kona Condo with all the comforts of home

Kona Condo with all the comforts of home
Holualoa Village
9.2 out of 10, Wonderful, (89 reviews)
"Walking distance from the pool, marketplace, shops and food "
Australia
Lauren T.
The price is NZ$573
includes taxes & fees
24 June - 25 June
Kona Condo with all the comforts of home

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$555
includes taxes & fees
24 June - 25 June
Island Elegance Prime Spot

Contemporary Studio 1 minute to the Ocean!

Contemporary Studio 1 minute to the Ocean!
Historic Kailua Village
8.8 out of 10, Excellent, (93 reviews)
"Great location, easy communication. Would stay here again."
United States
Marion
The price is NZ$409
includes taxes & fees
5 July - 6 July
Contemporary Studio 1 minute to the Ocean!

Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.
Historic Kailua Village
9.8 out of 10, Exceptional, (15 reviews)
"Loved the location and classy touches by this host. If you are in Kona during a rare Kona low storm this was a great hideaway. Flooding all around and power outages too but we stayed high and dry in this cozy condo. Mahalo! "
United States
Blossom J.
The price is NZ$686
includes taxes & fees
24 June - 25 June
Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

Cozy studio with WiFi & AC in enchanting Kailua-Kona, walking distance to beach

Cozy studio with WiFi & AC in enchanting Kailua-Kona, walking distance to beach
Kahaluu-Keauhou
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic host, great location, cozy space."
United States
Hilary C.
The price is NZ$455
includes taxes & fees
25 June - 26 June
Cozy studio with WiFi & AC in enchanting Kailua-Kona, walking distance to beach

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch
Kahaluu-Keauhou
9.8 out of 10, Exceptional, (34 reviews)
"Great hosts, beautiful area to stay"
Canada
Shawn K.
The price is NZ$455
includes taxes & fees
24 June - 25 June
Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

Kona-Amazing sunset, Ocean/POOL/AC/Great loc
Kalaoa
9.6 out of 10, Exceptional, (15 reviews)
"We had a great stay!! The rental has everything we needed to make meals and relax after a busy day of adventure. The hosts are very friendly and helpful. "
United States
Nicole B.
The price is NZ$502
includes taxes & fees
24 June - 25 June
Kona-Amazing sunset, Ocean/POOL/AC/Great loc

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
Historic Kailua Village
9.0 out of 10, Wonderful, (79 reviews)
"There was a key code situation that never got resolved. We had to Leave the door unlocked cause we thought if it locked we would be out on the street for the night. Pool was good. Price cheap but the key thing a real problem. Not fancy for sure"
United States
Deborah
The price is NZ$514
includes taxes & fees
24 June - 25 June
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

Tiki Ali'i Retreat

Tiki Ali'i Retreat
Holualoa Village
10.0 out of 10, Exceptional, (6 reviews)
"Great location, loved the king bed, private patio, pool area was delightful!"
United States
Katie L.
The price is NZ$744
includes taxes & fees
4 July - 5 July
Tiki Ali'i Retreat

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,249 reviews)
"Hotel n room area was wonderful Staff was even better which makes ur stay pleasant."
United States
Kimaline
The price is NZ$974
includes taxes & fees
26 June - 27 June
Aston Kona by the Sea

Kona Bali Kai

Kona Bali Kai
2.0 star property
Holualoa Village
8.2 out of 10, Very good, (97 reviews)
"Beautiful property, very clean. Pool and hot tub were well kept and the staff made sure the property was secure and safe."
United States
john
The price is NZ$693
includes taxes & fees
24 June - 25 June
Kona Bali Kai
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua-Kona Hotel Reviews

Find out more about Kailua-Kona

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kailua-Kona holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kailua-Kona. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kailua-Kona. Seeing all the best attractions is bound to make you fall in love with Kailua-Kona. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kailua-Kona short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Kailua-Kona?

Yes, there are holiday rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside in Kailua-Kona. While you're here, grab a bite or have a drink at the top-notch restaurants and charming coffee shops.

What are some of the best holiday rentals that Kailua-Kona has to offer?

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views: This highly rated holiday home rental in Kailua-Kona offers a patio, a selection of games and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other homes for rent in Kailua-Kona include Beautiful Pool with Stunning Ocean and Sunset Views and Stunning Ocean Views + Designer Designed Kona Home.

How many holiday rentals will I find in Kailua-Kona?

With 573 Expedia holiday rentals, you're guaranteed to find just the right place for your Kailua-Kona stay.

What can I see and do in Kailua-Kona?

Cultural attractions include Hulihe‘e Palace State Monument and Hulihee Palace, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Kaloko-Honokohau National Historical Park are other places worth a visit.

What are holiday rentals like in Kailua-Kona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kailua-Kona. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.