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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kailua-Kona vacation homes

A stone wall, a picnic table, and a grill by the ocean.

1. 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 ￥22,945
￥85,182 total
includes taxes & fees
Oct 1 - Oct 2
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach
A covered outdoor patio with a wooden table and benches, a white railing, and a view of greenery.

2. Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.5 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 ￥17,453
￥55,019 total
includes taxes & fees
Oct 2 - Oct 3
Sunset Shores - Unit B Kauipoho
A beach scene with people swimming and playing in the water, a child playing with sand on the shore, and palm trees in the background.

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 ￥18,271
￥40,896 total
includes taxes & fees
Oct 2 - Oct 3
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
A turtle on a sandy beach with rocky outcrops and palm trees in the background.

4. Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden

Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
Kalaoa
9.2 out of 10, Wonderful, (28 reviews)
"The room was clean and the kitchen was well stocked."
Canada
Amanda
Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
A rocky shoreline with calm water reflecting the sky and clouds.

5. 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.
3-min walk to beach | King bed | Newly Renovated!
A balcony with a view of a lush garden and a building with a sloped roof.

6. Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
A beach scene with people swimming and playing in the water, a child playing with sand on the shore, and palm trees in the background.

7. 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 ￥21,103
￥44,919 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking
A living room with a sofa, dining table, and chairs, a balcony with a view of the ocean, and a door leading outside.

8. 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 ￥27,618
￥68,555 total
includes taxes & fees
Oct 20 - Oct 21
Kimo's Getaway
A wooden deck with a table set for dining, a large umbrella, and a view of the ocean.

9. 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 ￥25,179
￥75,822 total
includes taxes & fees
Oct 1 - Oct 2
Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool
A wooden dining table with floral cushions, a hanging pendant light, and a view of palm trees and a house through a white railing.

10. 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, (208 reviews)
"CLEAN ROOM - SPACE AND THE KITCHEN"
United States
John
The price is ￥30,372
￥66,987 total
includes taxes & fees
Oct 13 - Oct 14
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
A beach with rocky terrain, palm trees, and a clear sky.

11. 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 ￥29,428
￥92,020 total
includes taxes & fees
Oct 22 - Oct 23
Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach
A palm tree on a sandy beach with the ocean in the background.

12. 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 ￥14,980
￥52,081 total
includes taxes & fees
Oct 26 - Oct 27
Sandy Toes Getaway in Kona
A bedroom with a large bed, two bedside tables with lamps, a window with blinds, and a small plant on the bedside table.

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 ￥30,294
￥93,050 total
includes taxes & fees
Oct 17 - Oct 18
Bungalow C* Cold AC* 2‑Bed* Across Beach
A rocky shoreline with clear turquoise water and a distant boat.

14. 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, (162 reviews)
"Good location. Snorkeling beach nearby decent. Spacious rooms."
United States
Christopher C.
The price is ￥37,611
￥88,767 total
includes taxes & fees
Oct 2 - Oct 3
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
A seaside lounge with red cushioned chairs and a table with glasses of white wine, overlooking the ocean.

15. 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, (122 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 ￥41,703
￥122,591 total
includes taxes & fees
Oct 15 - Oct 16
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Amazing sunsets even from lani

16. 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, (6 reviews)
Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years
A spacious living room with a large sectional sofa, a wooden coffee table, and a built-in kitchen area with dark cabinets and a central island.

17. 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 ￥28,327
￥83,186 total
includes taxes & fees
Oct 13 - Oct 14
Charming townhome with WiFi in Kailua-Kona
A modern living room with a hanging chair, a sofa, and a dining table.

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 ￥35,408
￥103,076 total
includes taxes & fees
Oct 28 - Oct 29
Lihau Boho House
A spacious room with a wooden ceiling, large windows, a sofa, a chair, and a table.

19. ‘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 ￥58,542
￥140,513 total
includes taxes & fees
Oct 1 - Oct 2
‘Hale O Aloha’ Handicap Accessible Gem in Kona!
A covered porch with a wooden table and four chairs, a potted plant, and a view of greenery.

20. 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 ￥36,250
￥102,726 total
includes taxes & fees
Oct 13 - Oct 14
Spacious 3-bedroom house with AC in charming Kailua-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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Top Kailua-Kona Hotel Reviews

Royal Kona Resort

Royal Kona Resort

8/10 Good
"Beautiful hotel. Rooms very nice, well equipped. Only issue was there were no cushions or cabanas set up at the pool area. Understandably, they were preparing for a looming tropical storm but it was way after they all clear was given to the area and still nothing set up"
Joanne 2-night trip
Posted 7 hours ago
Royal Kona Resort

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Number of reviews
467
Accommodation
564 Vacation Homes
Lowest Price
￥40,896
Highest Price
￥140,513

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