A coastal town with houses, a beach, and the ocean.

Holiday Homes in Kailua-Kona

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Our top choices for Kailua-Kona holiday homes

1. Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort
Holualoa Village
The price is NZ$1,130
includes taxes & fees
26 Aug - 27 Aug
Hale Kona Lanai • Ocean Views • Accessible Comfort

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

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
10.0 out of 10, Exceptional, (200 reviews)
"Great location"
United States
Sara L.
The price is NZ$677
includes taxes & fees
12 Aug - 13 Aug
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

3. Kimo's Getaway

Kimo's Getaway
Holualoa Village
10.0 out of 10, Exceptional, (92 reviews)
"The hospitality was amazing. They even had snorkeling gear available and the outdoor spaces were so relaxing. Great way to end our vacation"
United States
Wendy G.
The price is NZ$652
includes taxes & fees
29 Aug - 30 Aug
Kimo's Getaway

4. Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
Keauhou
9.4 out of 10, Exceptional, (161 reviews)
"Great place, everything you need. Owner communication was always quick and easy."
United States
Jeff K.
The price is NZ$862
includes taxes & fees
15 Aug - 16 Aug
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

5. ‘Hale O Aloha’ Handicap Accessible Gem in Kona!

‘Hale O Aloha’ Handicap Accessible Gem in Kona!
Holualoa Village
9.4 out of 10, Exceptional, (31 reviews)
"Great location. Love the area "
United States
Khoa T.
The price is NZ$1,487
includes taxes & fees
9 Sept - 10 Sept
‘Hale O Aloha’ Handicap Accessible Gem in Kona!

6. Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
10.0 out of 10, Exceptional, (1 review)
The price is NZ$784
includes taxes & fees
4 Sept - 5 Sept
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

7. Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood
Kailua-Kona
10.0 out of 10, Exceptional, (2 reviews)
"This was a wonderful place to stay for my spouse and I with 2 adult children. The layout was great with 2 lanais and comfortable beds. When we arrived, the frogs were singing and the host had left windows open for the cool evening breeze. We appreciated the well-stocked kitchen for coffee. We hope to come back to stay again."
United States
Amy P.
The price is NZ$1,225
includes taxes & fees
25 Aug - 26 Aug
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

8. Stunning Ocean Front Home

Stunning Ocean Front Home
Kahaluu-Keauhou
9.8 out of 10, Exceptional, (50 reviews)
"Awesome place to stay. Great location, perfect for the family, super easy and clean. Great communication and the view was perfect. "
United States
Brett H.
The price is NZ$3,424
includes taxes & fees
9 Sept - 10 Sept
Stunning Ocean Front Home

9. Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach
Holualoa Village
9.4 out of 10, Exceptional, (40 reviews)
"Host was responsive, which is always a plus."
Canada
Martin B.
The price is NZ$827
includes taxes & fees
12 Aug - 13 Aug
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

10. Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
10.0 out of 10, Exceptional, (1 review)
"Excellent location. Room was different than expected with pictures shown. They are a mix of rooms. Once I figured out some things, all was amazing. Quiet. Safe. Comfortable.Great location for exploring the island. Walkable small beaches. Received a lot of different emails about the property and checking in. It made it confusing but figured it out. Its kind of like staying in a friend's guest room. Never really saw anyone."
United States
Linda
The price is NZ$550
includes taxes & fees
23 Aug - 24 Aug
Sunset Shores - Unit B Kauipoho

11. Earthy Modern Beach House

Earthy Modern Beach House
Holualoa Village
10.0 out of 10, Exceptional, (1 review)
"Great location. Great house. Wish we could have stayed longer."
United States
Anonymous traveller
Earthy Modern Beach House

12. The Kumu House

The Kumu House
Holualoa Village
9.6 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Shahlia W.
The price is NZ$1,143
includes taxes & fees
12 Aug - 13 Aug
The Kumu House

13. Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's
Kahaluu-Keauhou
10.0 out of 10, Exceptional, (19 reviews)
"The host was very welcoming! The lanai was gorgeous and comfortable to lounge on, and surrounding gardens were gorgeous!"
United States
Jacquelyn G.
The price is NZ$1,486
includes taxes & fees
16 Aug - 17 Aug
Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

14. Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning
Kalaoa
10.0 out of 10, Exceptional, (1 review)
"Good place to stay, we would recommend it, we would stay again if in the area. Clean "
United States
Brooke W.
The price is NZ$738
includes taxes & fees
9 Sept - 10 Sept
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

15. Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
9.2 out of 10, Wonderful, (25 reviews)
"Room was clean, easily accessible. "
United States
Jason R.
The price is NZ$356
includes taxes & fees
14 Aug - 15 Aug
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

16. Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach

Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach
Holualoa Village
10.0 out of 10, Exceptional, (1 review)
"The hosts really went above and beyond in providing for the guests comfort & convenience. Location was a perfect jumping off point. I would love to stay here again! Fantastic vibes all around 😊"
United States
Stephanie W.
The price is NZ$820
includes taxes & fees
16 Aug - 17 Aug
Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach

17. Bungalow C* Cold AC* 2‑Bed* Across Beach

Bungalow C* Cold AC* 2‑Bed* Across Beach
Holualoa Village
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful little bungalow in a great location. Super great communication with the host and everything was very nice and in great condition. AWill reach out again next time we're on the Big Island. Mahalo! "
United States
Matthew R.
The price is NZ$820
includes taxes & fees
17 Aug - 18 Aug
Bungalow C* Cold AC* 2‑Bed* Across Beach

18. Lihau Boho House

Lihau Boho House
Kalaoa
8.8 out of 10, Excellent, (6 reviews)
"The ocean was visible from the home and was really lovely! The home was clean and comfortable and very user friendly--a great experience!"
United States
Julie R.
The price is NZ$1,040
includes taxes & fees
24 Aug - 25 Aug
Lihau Boho House

19. Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool
Historic Kailua Village
10.0 out of 10, Exceptional, (1 review)
The price is NZ$872
includes taxes & fees
24 Aug - 25 Aug
Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

20. Sandy Toes Getaway in Kona

Sandy Toes Getaway in Kona
2.0 star property
Kahaluu-Keauhou
9.0 out of 10, Wonderful, (2 reviews)
"Overall, liked the place. The only issue I had was trying to communicate with someone. I just had a quick question and I couldn’t get an answer. But the place was great. "
United States
Evelyn
The price is NZ$550
includes taxes & fees
12 Aug - 13 Aug
Sandy Toes Getaway in 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.
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