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

Holiday Homes in Kailua-Kona

  • 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 homes

1. Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
8.0 out of 10, Very good, (1 review)
"It is really very close to the beach, you can even walk it.i also love the place itself. very quiet. The only thing really is the air con is very loud that you can’t sleep! That is the tie breaker. Either you sleep in comfort with the loud sound of the air conditioner blasting loud into your ear or hot but quiet during the night. I always end up turning off the air and just taking off my clothes under the covers Lol. Also the small window by the back porch doesn’t have a curtain so the neighbor...
United States
Melinda
The price is AU$454
includes taxes & fees
19 Oct - 20 Oct
Island Elegance Prime Spot

2. Kona Retreat w/ Back Deck | Free Parking + BBQ

Kona Retreat w/ Back Deck | Free Parking + BBQ
Kahaluu-Keauhou
9.6 out of 10, Exceptional, (9 reviews)
"Great stay location was perfect and easy check in."
United States
Dorrance L.
The price is AU$483
includes taxes & fees
15 Oct - 16 Oct
Kona Retreat w/ Back Deck | Free Parking + BBQ

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

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
9.2 out of 10, Wonderful, (26 reviews)
"Nice place to stay"
United States
Sean
The price is AU$383
includes taxes & fees
16 Oct - 17 Oct
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

4. 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 AU$754
includes taxes & fees
15 Oct - 16 Oct
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

5. 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, (210 reviews)
"CLEAN ROOM - SPACE AND THE KITCHEN"
United States
John
The price is AU$605
includes taxes & fees
17 Oct - 18 Oct
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

6. Kona Bungalow Unit C | Free Parking + BBQ Grill

Kona Bungalow Unit C | Free Parking + BBQ Grill
Kahaluu-Keauhou
The price is AU$485
includes taxes & fees
16 Oct - 17 Oct
Kona Bungalow Unit C | Free Parking + BBQ Grill

7. Kimo's Getaway

Kimo's Getaway
Holualoa Village
9.8 out of 10, Exceptional, (93 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 AU$617
includes taxes & fees
30 Oct - 31 Oct
Kimo's Getaway

8. 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 AU$919
includes taxes & fees
10 Nov - 11 Nov
Lihau Boho House

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

Bungalow C* Cold AC* 2‑Bed* Across Beach
Holualoa Village
10.0 out of 10, Exceptional, (3 reviews)
"Very well appointed, would definitely consider staying here again on my next visit!"
United States
Robert M.
The price is AU$730
includes taxes & fees
17 Oct - 18 Oct
Bungalow C* Cold AC* 2‑Bed* Across Beach

10. 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, (2 reviews)
"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 AU$745
includes taxes & fees
20 Oct - 21 Oct
Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach

11. 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 AU$467
includes taxes & fees
16 Oct - 17 Oct
Sandy Toes Getaway in Kona

12. Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi

Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi
Kalaoa
8.6 out of 10, Excellent, (19 reviews)
"Great place "
United States
Vladislav
The price is AU$519
includes taxes & fees
15 Oct - 16 Oct
Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi

13. 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 AU$811
includes taxes & fees
25 Oct - 26 Oct
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

14. Walk to Beach – Prime Location near downtown, Incredible Views & Pool

Walk to Beach – Prime Location near downtown, Incredible Views & Pool
Historic Kailua Village
10.0 out of 10, Exceptional, (1 review)
The price is AU$676
includes taxes & fees
28 Oct - 29 Oct
Walk to Beach – Prime Location near downtown, Incredible Views & Pool

15. Charming townhome with WiFi in Kailua-Kona

Charming townhome with WiFi in Kailua-Kona
Kailua-Kona
8.4 out of 10, Very good, (20 reviews)
"check in was easy!!! Nice place to stay!!! "
United States
Shelley W.
The price is AU$734
includes taxes & fees
18 Oct - 19 Oct
Charming townhome with WiFi in Kailua-Kona

16. Spacious 3-bedroom house with AC in charming Kailua-Kona

Spacious 3-bedroom house with AC in charming Kailua-Kona
Kailua-Kona
The price is AU$969
includes taxes & fees
15 Oct - 16 Oct
Spacious 3-bedroom house with AC in charming Kailua-Kona

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

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
Kahaluu-Keauhou
9.4 out of 10, Exceptional, (163 reviews)
"Property is clean, right on seafront. Close to Kona beaches and activities. Management is very responsive."
United States
Gregory C.
The price is AU$790
includes taxes & fees
28 Oct - 29 Oct
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

18. Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Kahaluu-Keauhou
9.8 out of 10, Exceptional, (123 reviews)
"perfect for our family, had umbrella for beach and snorkeling gear, more than we asked for. very clean. would recommend to anyone"
United States
john S.
The price is AU$1,130
includes taxes & fees
20 Oct - 21 Oct
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

19. Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View

Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View
Kalaoa
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Very enjoyable "
United States
Philip C.
The price is AU$1,163
includes taxes & fees
9 Nov - 10 Nov
Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View

20. Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years

Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years
Keauhou
10.0 out of 10, Exceptional, (7 reviews)
"Whalehouse was a joy to stay in. Beautifully decorated and very comfortable. Nicely appointed, even had bathrobes! Loved the location next to the beach and the pool on the property as well. The hosts were very responsive and would stay here again."
United States
Steven
The price is AU$1,017
includes taxes & fees
19 Oct - 20 Oct
Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years
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

Kailua-Kona Holiday Homes information

Number of reviews
619
Accommodation
547 Holiday Homes
Lowest Price
AU$383
Highest Price
AU$1,163

Explore a world of travel with Expedia