Kailua-Kona, HI Vacation Homes from ￥43,171

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

￥51,217 total

includes taxes & fees

Oct 18 - Oct 19

A coastal view with palm trees and a cloudy sky.

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

Kahaluu-Keauhou

Dorrance L.

￥55,006 total

includes taxes & fees

Oct 18 - Oct 19

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

Kalaoa

Sean

￥43,171 total

includes taxes & fees

Oct 16 - Oct 17

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

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

Holualoa Village

Martin B.

￥85,565 total

includes taxes & fees

Oct 21 - Oct 22

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

￥68,219 total

includes taxes & fees

Oct 17 - Oct 18

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

Kahaluu-Keauhou

￥55,006 total

includes taxes & fees

Oct 16 - Oct 17

A living room with a sofa, dining table, and chairs, a balcony with a view of the ocean, and a door leading outside.

7. Kimo's Getaway

Holualoa Village

James B.

￥68,978 total

includes taxes & fees

Oct 20 - Oct 21

A modern living room with a hanging chair, a sofa, and a dining table.

8. Lihau Boho House

Kalaoa

Julie R.

￥103,373 total

includes taxes & fees

Nov 10 - Nov 11

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Top Kailua-Kona Hotel Reviews

Outrigger Kona Resort and Spa

10/10 Excellent

"It was a lovely stay! My 7 year old enjoyed the pool and we loved the resort."

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!"

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."

Royal Sea Cliff Kona by OUTRIGGER

8/10 Good

"Our room was lovely, very spacious for a 1 bedroom apartment. The grounds were lovely and well maintained. All the staff were very friendly and accommodating. We didn’t have a car, so we had to catch the local bus to the nearest shops. The bus was free which was an extra bonus. The Royal Sea Cliff is a nice resort."

Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views

10/10 Excellent

"My husband and I, along with our children and their spouses, and two of his siblings, stayed at Kona Blue for a week to celebrate our 50th wedding anniversary. We drove through the security gates of the neighborhood and knew immediately that we were in paradise! We had three vehicles with plenty of room for more in the driveway and easilyaccessed the house through the coded lock on the front door. The house is absolutely stunning, with unbelievable ocean views from most of the rooms! The kitchen offered everything we needed to enjoy our meals, both in the dining room and on the lanai. There was plenty of space for us to spread out when we needed to, with plenty of comfortable seating for the moments we wanted to enjoy together. The pool was the perfect temperature and offered a refreshing dip in the heat of the afternoon. There’s a easily accessible walkway through the gated neighborhood, between the houses and the ocean, to allow you to stroll through the neighborhood and snap that perfect picture of the sunset! The beds were comfortable, and the bedrooms decorated tastefully and beautifully. The property managers promptly answered our questions and helped us. After spending a few days touring the island and finding our favorite spots to spend our days, we realized just how perfect the location of this house really is. This house is a few minutes from the airport, bars, restaurants, and beautiful beaches. Perfect!"

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Number of reviews	619
Accommodation	549 Vacation Homes
Lowest Price	￥43,171
Highest Price	￥131,932

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

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

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

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

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

7. Kimo's Getaway

8. Lihau Boho House

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

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

11. Sandy Toes Getaway in Kona

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

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

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

15. Charming townhome with WiFi in Kailua-Kona

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

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

18. 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

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

Outrigger Kona Resort and Spa

Mango Sunset Bed and Breakfast

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Big Island Retreat

Kanaloa at Kona by OUTRIGGER

Kona Islander Vacation Club

Castle Kanaloa at Kona

Royal Sea Cliff Kona by OUTRIGGER

Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views

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

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

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

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

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

7. Kimo's Getaway

8. Lihau Boho House

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

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

11. Sandy Toes Getaway in Kona

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

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

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

15. Charming townhome with WiFi in Kailua-Kona

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

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

18. 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

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

Outrigger Kona Resort and Spa

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Explore a world of travel with Expedia

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