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

Search Vacation 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 vacation 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 ¥14,447
¥51,567 total
includes taxes & fees
Nov 1 - Nov 2
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 ¥15,633
¥56,873 total
includes taxes & fees
Nov 1 - Nov 2
Kona Retreat w/ Back Deck | Free Parking + BBQ

3. Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking
Kalaoa
9.4 out of 10, Exceptional, (22 reviews)
"A wonderful private, spacious get away location from the touristy areas of Kona, but definitely need to have a vehicle to get there."
United States
RK
The price is ¥19,788
¥42,963 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

4. 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 ¥19,755
¥43,055 total
includes taxes & fees
Oct 12 - Oct 13
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

5. 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 ¥23,023
¥85,473 total
includes taxes & fees
Oct 12 - Oct 13
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

6. 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 ¥29,896
¥66,084 total
includes taxes & fees
Oct 13 - Oct 14
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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 ¥27,713
¥68,790 total
includes taxes & fees
Oct 15 - Oct 16
Kimo's Getaway

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

Kona Bungalow Unit C | Free Parking + BBQ Grill
Kahaluu-Keauhou
The price is ¥16,107
¥57,435 total
includes taxes & fees
Oct 26 - Oct 27
Kona Bungalow Unit C | Free Parking + BBQ Grill

9. 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 ¥24,795
¥85,985 total
includes taxes & fees
Oct 20 - Oct 21
Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach

10. 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 ¥25,424
¥76,271 total
includes taxes & fees
Oct 19 - Oct 20
Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

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 ¥14,739
¥51,914 total
includes taxes & fees
Oct 12 - Oct 13
Sandy Toes Getaway in Kona

12. 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 ¥35,530
¥103,430 total
includes taxes & fees
Oct 27 - Oct 28
Lihau Boho House

13. 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 ¥28,661
¥91,141 total
includes taxes & fees
Nov 4 - Nov 5
Bungalow C* Cold AC* 2‑Bed* Across Beach

14. 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 ¥28,424
¥83,471 total
includes taxes & fees
Oct 14 - Oct 15
Charming townhome with WiFi in Kailua-Kona

15. 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 ¥36,375
¥105,945 total
includes taxes & fees
Oct 14 - Oct 15
Spacious 3-bedroom house with AC in charming Kailua-Kona

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

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
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 ¥41,918
¥123,223 total
includes taxes & fees
Oct 20 - Oct 21
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

17. 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, (163 reviews)
"Good location. Snorkeling beach nearby decent. Spacious rooms."
United States
Christopher C.
The price is ¥37,740
¥89,568 total
includes taxes & fees
Oct 11 - Oct 12
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

18. 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 ¥34,004
¥109,777 total
includes taxes & fees
Oct 19 - Oct 20
Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years

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 ¥32,372
¥100,289 total
includes taxes & fees
Nov 2 - Nov 3
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

20. ‘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 ¥58,743
¥140,169 total
includes taxes & fees
Oct 18 - Oct 19
‘Hale O Aloha’ Handicap Accessible Gem 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.
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 Vacation Homes information

Number of reviews
645
Accommodation
564 Vacation Homes
Lowest Price
¥42,963
Highest Price
¥140,169

Explore a world of travel with Expedia