Kailua-Kona Holiday Rentals

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Holiday Rentals in Kailua-Kona

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1089)
"Had a great stay!"
The price is AU$730
includes taxes & fees
18 July - 19 July
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
8.6 out of 10, Excellent, (16)
"Great place to stay, close to the Main Street of Kona and close to the ocean!"
The price is AU$567
includes taxes & fees
24 June - 25 June
Kona Bali Kai

Sea Village

2.5 star property
8.6 out of 10, Excellent, (90)
"We had a great stay. Beautiful view from our balcony. "
The price is AU$400
includes taxes & fees
26 June - 27 June
Sea Village

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (529)
"Everyone was so nice, great condo"
Royal Sea Cliff Kona by OUTRIGGER

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (441)
"Great property! The view was amazing!"
Castle Kanaloa at Kona

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (515)
"Beautiful quiet property well maintained in a great location."
Kanaloa at Kona by OUTRIGGER

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (424)
"Welcoming ocean side great pool and grilling area"
Kona Reef, A Raintree Vacation Club Resort

Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai

9.6 out of 10, Exceptional, (150)
"we had a wonderful stay. the views were amazing."
The price is AU$761
includes taxes & fees
20 June - 21 June
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai

Cosy studio next to Kona Beach

9.0 out of 10, Wonderful, (4)
"This location is centralized. You can walk to Coconut Grove and grab food to eat. Thankfully parking was included which is a hot commodity in Kona now. Glad I chose this location. "
The price is AU$362
includes taxes & fees
29 June - 30 June
Cosy studio next to Kona Beach

The Flying Honu is located in the heart of Kona Town

9.8 out of 10, Exceptional, (68)
"I would absolutely stay here again "
The price is AU$323
includes taxes & fees
2 July - 3 July
The Flying Honu is located in the heart of Kona Town

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (145)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is AU$629
includes taxes & fees
2 July - 3 July
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

9.6 out of 10, Exceptional, (190)
"Great property for our family stay. "
The price is AU$826
includes taxes & fees
2 July - 3 July
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Peaceful Private En-suite on Kona Coffee Farm

10.0 out of 10, Exceptional, (39)
"It was a very pleasant stay! Super beautiful views and everything was close by. "
Peaceful Private En-suite on Kona Coffee Farm

🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬

10.0 out of 10, Exceptional, (90)
"Great"
🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬

Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club

9.8 out of 10, Exceptional, (91)
"We loved our stay at this oceanfront property! The sunsets were second to none here!"
The price is AU$1,034
includes taxes & fees
12 July - 13 July
Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club

Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views

8.6 out of 10, Excellent, (67)
"Beds are comfortable, house had all we needed, pool was nice. I'd stay here again!"
Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views

A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️

9.2 out of 10, Wonderful, (59)
"Was there for work and it is perfect for a couple. Very close to the beach and town. "
The price is AU$534
includes taxes & fees
20 June - 21 June
A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️

Partial Ocean View Condo in Center of Kailua Kona

9.8 out of 10, Exceptional, (69)
"Really enjoyed our stay with Laury. Instructions were great, check in easy. Condo was clean and comfortable. Enjoyed our morning coffee on the lanai. There were a couple of small coolers and some beach gear that we borrowed. No complaints, great little place to spend a few days. Would stay here again! "
Partial Ocean View Condo in Center of Kailua Kona

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

10.0 out of 10, Exceptional, (32)
"Beautiful property with amazing views! Very helpful hosts, very clean and nicely decorated. Perfect place for our family to stay for our first trip to the big island. "
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Walk to White Sands Beach or Relax by Your Private Pool

9.6 out of 10, Exceptional, (235)
"We had a mix of family time while the younger set did snorkeling boogie boarding and hiking. Loved the pool "
Walk to White Sands Beach or Relax by Your Private Pool
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.
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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?

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views: This highly rated holiday home rental in Kailua-Kona is located near the bay, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other homes for rent in Kailua-Kona include Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club and Walk to White Sands Beach or Relax by Your Private Pool.

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

With 706 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 Hulihee Palace and Haleo Luau, whereas Kamakahonu Beach and Kaloko-Honokohau National Historical Park 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.