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. 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, (199 reviews)
"Great location"
United States
Sara L.
The price is €352
includes taxes & fees
8 Aug - 9 Aug
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

2. 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 €346
includes taxes & fees
9 Aug - 10 Aug
Kimo's Getaway

3. 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 €406
includes taxes & fees
12 Aug - 13 Aug
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

4. 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 €292
includes taxes & fees
30 Aug - 31 Aug
Sunset Shores - Unit B Kauipoho

5. 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 €493
includes taxes & fees
7 Aug - 8 Aug
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

6. 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 €436
includes taxes & fees
10 Aug - 11 Aug
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

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

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
9.0 out of 10, Wonderful, (23 reviews)
"Room was clean, easily accessible. "
United States
Jason R.
The price is €188
includes taxes & fees
9 Aug - 10 Aug
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

8. 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 €454
includes taxes & fees
16 Aug - 17 Aug
Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

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, (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 €434
includes taxes & fees
7 Aug - 8 Aug
Bungalow C* Cold AC* 2‑Bed* Across Beach

10. 3-min walk to beach | King bed | Newly Renovated!

3-min walk to beach | King bed | Newly Renovated!
Holualoa Village
9.4 out of 10, Exceptional, (3 reviews)
"love the air con and larger fridge."
United States
Randy S.
The price is €166
includes taxes & fees
19 Aug - 20 Aug
3-min walk to beach | King bed | Newly Renovated!

11. 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 €582
includes taxes & fees
25 Aug - 26 Aug
The Kumu House

12. 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.
Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

13. ‘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.
‘Hale O Aloha’ Handicap Accessible Gem in Kona!

14. 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 €286
includes taxes & fees
12 Aug - 13 Aug
Sandy Toes Getaway in Kona

15. 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 €429
includes taxes & fees
16 Aug - 17 Aug
Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach

16. Island Elegance: Prime Spot

Island Elegance: Prime Spot
Kahaluu-Keauhou
9.6 out of 10, Exceptional, (9 reviews)
"This is a great property! Nice and quiet after a busy day of adventures! Host communications were fantastic! Property is clean and easy to access. Would stay here again. "
United States
Renee D.
The price is €304
includes taxes & fees
19 Aug - 20 Aug
Island Elegance: Prime Spot

17. 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 €387
includes taxes & fees
16 Aug - 17 Aug
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

18. 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
The price is €612
includes taxes & fees
19 Aug - 20 Aug
Earthy Modern Beach House

19. 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 €509
includes taxes & fees
13 Aug - 14 Aug
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

20. Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort
Holualoa Village
Hale Kona Lanai • Ocean Views • Accessible Comfort
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
589
Accommodation
580 Holiday Homes
Lowest Price
€166
Highest Price
€797

Explore a world of travel with Expedia