Kailua-Kona, HI Vacation Homes from ￥42,999

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

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Our top choices for Kailua-Kona vacation homes

A palm tree on a sandy beach with the ocean in the background.

1. Island Elegance Prime Spot

Kahaluu-Keauhou

"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...

Melinda

￥51,394 total

includes taxes & fees

Oct 15 - Oct 16

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.

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

Kalaoa

￥42,999 total

includes taxes & fees

Oct 13 - Oct 14

A coastal view with palm trees and a cloudy sky.

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

Kahaluu-Keauhou

Dorrance L.

￥54,995 total

includes taxes & fees

Oct 14 - Oct 15

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

Kalaoa

Sean

￥43,164 total

includes taxes & fees

Oct 12 - Oct 13

A wooden dining table with floral cushions, a hanging pendant light, and a view of palm trees and a house through a white railing.

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

Kailua-Kona

John

￥65,200 total

includes taxes & fees

Oct 13 - Oct 14

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

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

Holualoa Village

Martin B.

￥85,690 total

includes taxes & fees

Oct 12 - Oct 13

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

Kahaluu-Keauhou

￥54,995 total

includes taxes & fees

Oct 12 - Oct 13

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

Holualoa Village

Wendy G.

￥68,964 total

includes taxes & fees

Oct 15 - Oct 16

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Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

10/10 Excellent

"Only stayed one night. The staff were attentive and professional. The room was perfect. The morning coffee was delicious! We could walk to dinner. Had a great night!"

Mango Sunset Bed and Breakfast

10/10 Excellent

"Such a cool experience staying at a beautiful B&B on a coffee farm! The property was peaceful and secluded, but still a short drive from Kona town and the airport. The rooms were clean and spacious, and the breakfast was delicious. Dan was a wonderful host and chef. Thanks for the great hospitality!"

Outrigger Kona Resort and Spa

10/10 Excellent

"This was a great hotel! My family and I wished we could have extended our stay just so we could have taken advantage of the activities that were offered like the lei making and cultural tour. The gardens were so pretty and we loved the benches and Adirondack chairs randomly around the property. The slide was super fun and the views were spectacular! Will definitely book with Outrigger again!"

Kona Islander Vacation Club

10/10 Excellent

"We’ve been staying at Kona Islander since 2008 and have stayed in several different units over the years. We keep coming back because we love the location and atmosphere, and the staff during this visit were absolutely wonderful, friendly, welcoming, and helpful. We had a great stay overall. Our main disappointment with this particular unit was that it did not have a hot plate or small stovetop. One of the reasons we choose Kona Islander instead of a traditional hotel is the ability to prepare meals during longer stays. We stayed for 10 days and went to Costco planning to make many of our breakfasts, lunches, and dinners in the room, but with only a microwave, we couldn’t do that as planned. This unit also had only a small refrigerator, while other units we’ve stayed in at the property had a full-size refrigerator and freezer. That was less important to us, but worth mentioning. We would absolutely stay at Kona Islander again. We just hope the owner considers adding a hot plate or small stovetop to this unit. That one addition would have made an otherwise wonderful stay even better."

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Number of reviews	633
Accommodation	564 Vacation Homes
Lowest Price	￥42,999
Highest Price	￥123,323

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Kailua-Kona Vacations

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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Kailua-Kona vacation homes

1. Island Elegance Prime Spot

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

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

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

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

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

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

8. Kimo's Getaway

9. Bungalow D* Laid‑Back Cozy* 2BDACAcross Beach

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

11. Sandy Toes Getaway in Kona

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

13. Lihau Boho House

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

15. Charming townhome with WiFi in Kailua-Kona

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

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

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

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

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

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

Mango Sunset Bed and Breakfast

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Outrigger Kona Resort and Spa

Big Island Retreat

Club Wyndham Kona

Kanaloa at Kona by OUTRIGGER

Kona Islander Vacation Club

Castle Kanaloa at Kona

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Kailua-Kona

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kailua-Kona vacation homes

1. Island Elegance Prime Spot

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

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

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

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

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

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

8. Kimo's Getaway

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

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

11. Sandy Toes Getaway in Kona

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

13. Lihau Boho House

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

15. Charming townhome with WiFi in Kailua-Kona

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

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

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

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

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

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Explore a world of travel with Expedia

9. Bungalow D* Laid‑Back Cozy* 2BDACAcross Beach