Kailua-Kona Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Kailua-Kona

Royal Sea Cliff Kona by OUTRIGGER
View from room
Royal Sea Cliff Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, 434 reviews
"My husband and I just completed a 5-night stay here and had a wonderful experience. Check in was a breeze, very friendly helpful staff, and our accommodations were simply wonderful. Proximity to town is ideal — not too far, nor too close. We stayed in a 1 bed 1 bath condo with a full kitchen. We really enjoyed being able to buy local Peaberry coffee and shop at the local grocery to brew fresh ground coffee and make breakfast every morning while looking out at the ocean and listening to the...
Royal Sea Cliff Kona by OUTRIGGER
Aston Kona by the Sea
View from room
Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, 991 reviews
"Clean "
The price is HK$2,183
HK$3,724 total
includes taxes & fees
26 Jun - 27 Jun
Aston Kona by the Sea
Kanaloa at Kona by Castle
Aerial view
Kanaloa at Kona by Castle
3.0 star property
7.6 out of 10, Good, 393 reviews
"Excellent place to stay "
Kanaloa at Kona by Castle
Sea Village
Beach
Sea Village
2.5 star property
9.2 out of 10, Wonderful, 19 reviews
"Overall a very good experience. The condo was clean and comfortable. Beautiful view from the lanai. The condo was very hot and the ceiling fans would only run on low. Would have been nice to have a higher speed on them. The floor fans helped."
The price is HK$1,476
HK$1,741 total
includes taxes & fees
21 Jun - 22 Jun
Sea Village
Kanaloa at Kona by OUTRIGGER
View from room
Kanaloa at Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, 472 reviews
"This was a great property. The grounds and condo were beautiful. Small amount of beach stuff to use. Washer and dryer came in handy. It would have been nice to have some tupperware or foil in the kitchen. The walls are thin and we could hear every step made upstairs. There is a nice quiet bay within walking distance. "
Kanaloa at Kona by OUTRIGGER
Kona Reef, A Raintree Vacation Club Resort
Outdoor pool
Kona Reef, A Raintree Vacation Club Resort
3.0 star property
8.4 out of 10, Very good, 320 reviews
"We had a great 5 days and enjoyed our stay! "
Kona Reef, A Raintree Vacation Club Resort
Newly updated condo in the heart of downtown Kona. One block from the beach
Aerial view
Newly updated condo in the heart of downtown Kona. One block from the beach
9.8 out of 10, Exceptional, 13 reviews
"Location is perfect! Totally enjoyed the apartment, very clean and relaxing. Nice quiet and the screened in balcony is a plus!"
Newly updated condo in the heart of downtown Kona. One block from the beach
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, 135 reviews
"We had an amazing stay at this property. Exceeded our expectations from the pictures online. We loved being able to hang out in the several lounging spots at the house, being able to walk the beach and tidepools directly in front of the home and easily walk to town. We didn't feel like we needed to leave the property it was so great. Mei, the property manager helped us immediately and gave recommendations. We would absolutely book again."
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Beach
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
9.6 out of 10, Exceptional, 33 reviews
"Really loved the ocean view property. It was like a dream :)"
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
Aerial view
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
9.6 out of 10, Exceptional, 163 reviews
"The unit is clean, well maintained and nicely furnished. The key for our stay was the location. It is centrally located off Alii DR and this puts you in walking range of many activities and attractions. The ability to park our car in a safe location and walk to our destinations was exactly what we were looking for. We live on the island and will certainly be looking to use this unit again next time we want to get away for the weekend."
The price is HK$929
HK$2,154 total
includes taxes & fees
21 Jun - 22 Jun
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
Sun-loungers
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
9.4 out of 10, Exceptional, 157 reviews
"This is the perfect size for a couple. The bed was comfy, and the condo was clean. Within walking distance to beaches, shopping, and lots of restaurants. Check-in and check out were very easy."
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
Castle at Kona Reef
Outdoor pool
Castle at Kona Reef
3.0 star property
7.6 out of 10, Good, 604 reviews
"Loved the location, property was clean and nice!"
Castle at Kona Reef
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
View from property
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
9.2 out of 10, Wonderful, 182 reviews
"This was a perfect destination for my family and i. Kitchen set up.for full meals, clean, spacious, and oh man the views. The sunsets off the lanai were spectacular. Easy walking to everything in town, and a great starting point for longer destinations. Beach outside the door, waves crashing, it was awesome. Easy to get to, only caveat is you need to be a pretty good at parking in tight spots. The garage is clean, safe, and small. Other than that, awesome all around."
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
Sun-loungers, beach towels
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
9.6 out of 10, Exceptional, 120 reviews
"This view is priceless. The pictures do not do the apartment justice. The vaulted ceiling make it feel 10x times bigger as well as very up to date with style. Cutest place and could not beat the view for anything. Parking spot is really close to stairway directly to room. Pool was great and having an ocean view from it was amazing. Hosts were so quick to respond and help with absolutely anything. Wish we had more nights at this place will be returning!"
The price is HK$1,601
HK$3,634 total
includes taxes & fees
25 Jun - 26 Jun
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
VERY PRIVATE, expansive ocean VIEWS, close to BEST BEACH
Interior
VERY PRIVATE, expansive ocean VIEWS, close to BEST BEACH
10.0 out of 10, Exceptional, 76 reviews
"Our family all came to celebrate my wifes and I anniversary. We needed a property that would accomodate all of our family. We had a great time. The property location was great. Very close to stores including Costco, Walmart and Target. Very clost to the airport and the pier. Lots of space. The house was able to accomodate 11 of us. Allie was a great hostess. She always responded quickly to any questions or concerns I had. Furthermore, there were many restaurants, hikes and beaches she...
VERY PRIVATE, expansive ocean VIEWS, close to BEST BEACH
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
Beach nearby, sun-loungers, beach towels
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
9.8 out of 10, Exceptional, 80 reviews
"Let's start with our host, Simmy - what a wonderful unique person! Super helpful and responsive; her energy is contagious. Thank you Simmy! Truly "From Big Island". Next, the property - you'll know you're at the right place as soon as you see the gorgeous trumpet flowers out front, leading you into your slice of island paradise. The property itself is gorgeous, with the lanai as the focal point. We ate all our at-home meals in this beautiful space, sharing sun and shade with the geckos,...
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
Pool
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
9.4 out of 10, Exceptional, 111 reviews
"The condo was the perfect size for a family of 4. Well equipped with everything we needed to make meals and also items for our beach days (towels, chairs, umbrella). We had no issues whatsoever with the condo itself; our only issue was the rooster(s) we heard every morning starting around 4:30am."
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
Across the Street From the Ocean!
Beach
Across the Street From the Ocean!
8.8 out of 10, Excellent, 52 reviews
"The blinds really need to be replaced, all broken and could not close for privacy. Great lanai, pool and barbecue. Very comfortable!"
Across the Street From the Ocean!
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
Property grounds
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
9.8 out of 10, Exceptional, 146 reviews
"We were very comfortable with 5 guests. The sofa bed was surprisingly comfortable. The views are amazing-we saw whales, sea turtles, tons of fish and sea creatures. The pool is nice. The condo had a cooler, beach chairs and beach towels. There is a great surf break directly in front of the condos. Highly recommend!"
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
Property grounds
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
9.8 out of 10, Exceptional, 21 reviews
"We loved this clean, cute home on Ali'i Drive! Beautiful apartment with fun finishes and respectful, quiet nieghbors. Management was very quick to respond with any questions/concerns. An excellent choice for an easy central location in Kona!"
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
Don't see what you're looking for?
See all available properties in Kailua-Kona
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 types of properties in Kailua-Kona you may be interested in

Royal Kona Resort
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very good, 2,535 reviews
"My favorite hotel on the Island. Not like the high priced swanky hotels on the Waikoloa side. Reasonably priced, so I upgraded to a corner suite. The ocean views are absolutely amazing! The restaurant & bar on the ground level are very convenient and the views while you're dining are unbeatable. Very pleased with my stay. "
The price is HK$1,520
HK$2,024 total
includes taxes & fees
16 Jun - 17 Jun
Royal Kona Resort
Kona Coast Resort
Beach nearby
Kona Coast Resort
3.5 star property
9.4 out of 10, Exceptional, 1,009 reviews
"All the amenities were close. The golf course and ocean provided excellent scenic views. The rooms were good and the kitchen was very functional with lots of counter space. Very quiet and tranquil. "
Kona Coast Resort
PACIFIC 19 Kona
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers
PACIFIC 19 Kona
3.5 star property
8.6 out of 10, Excellent, 575 reviews
"Very friendly staff. Just a block away from the beach. You can ask for complementary beach chairs and umbrella. It was very handy as we had a late flight and were still able to hangout at the beach. Lobby area has a private bathroom where we were able to change and get ready for the trip to the airport after the day at the beach."
The price is HK$1,321
HK$1,789 total
includes taxes & fees
16 Jun - 17 Jun
PACIFIC 19 Kona
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.

Search for holiday rentals in Kailua-Kona on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua-Kona using one of the methods below:

  • View our selection of featured holiday rentals in Kailua-Kona
  • Use the map to find apartments and other holiday homes in the Kailua-Kona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua-Kona while they last

Look no further and take a look at our great range of rental properties in Kailua-Kona!

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?

Walk to White Sands Beach or Relax by Your Private Pool: This highly rated holiday home rental in Kailua-Kona is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. Some other homes for rent in Kailua-Kona include Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home. and Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach.

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

With 615 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 Haleo Luau 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 Kailua Pier 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.

Recent reviews of Kailua-Kona properties
Expedia verified reviews

OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

5/5 Excellent
"The rooms were well laid out. The staff were very helpful. Location was convenient and the views were beautiful. Pool was awesome too "
A verified traveller stayed at OUTRIGGER Kona Resort and Spa
Posted 2 days ago
OUTRIGGER Kona Resort and Spa