Kailua-Kona, HI Vacation Homes from ￥31,474

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

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Our top choices for Kailua-Kona vacation homes

A covered outdoor patio with a wooden table and benches, a white railing, and a view of greenery.

1. Sunset Shores - Unit B Kauipoho

Kahaluu-Keauhou

"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."

Linda

￥51,899 total

includes taxes & fees

Oct 4 - Oct 5

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

Kalaoa

Sean

￥43,038 total

includes taxes & fees

Oct 12 - Oct 13

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

Kalaoa

￥45,108 total

includes taxes & fees

Oct 5 - Oct 6

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.

￥85,442 total

includes taxes & fees

Oct 12 - Oct 13

A rocky shoreline with calm water reflecting the sky and clouds.

5. 3-min walk to beach | King bed | Newly Renovated!

Holualoa Village

Randy S.

￥31,474 total

includes taxes & fees

Oct 4 - Oct 5

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

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

Kailua-Kona

John

￥66,465 total

includes taxes & fees

Oct 13 - Oct 14

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

Wendy G.

￥68,765 total

includes taxes & fees

Oct 15 - Oct 16

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

Kahaluu-Keauhou

￥57,292 total

includes taxes & fees

Oct 26 - Oct 27

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

Kahaluu-Keauhou

Dorrance L.

A beach with rocky terrain, palm trees, and a clear sky.

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

Holualoa Village

Stephanie W.

￥92,301 total

includes taxes & fees

Oct 20 - Oct 21

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

11. 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

A wooden deck with a table set for dining, a large umbrella, and a view of the ocean.

12. Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

Historic Kailua Village

￥76,329 total

includes taxes & fees

Oct 19 - Oct 20

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

Holualoa Village

Robert M.

￥93,333 total

includes taxes & fees

Oct 17 - Oct 18

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.

14. Charming townhome with WiFi in Kailua-Kona

Kailua-Kona

Shelley W.

￥83,440 total

includes taxes & fees

Oct 13 - Oct 14

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

Keauhou

￥111,149 total

includes taxes & fees

Oct 19 - Oct 20

A seaside lounge with red cushioned chairs and a table with glasses of white wine, overlooking the ocean.

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

Keauhou

john S.

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

17. Lihau Boho House

Kalaoa

Julie R.

￥103,508 total

includes taxes & fees

Oct 27 - Oct 28

A covered porch with a wooden table and four chairs, a potted plant, and a view of greenery.

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

Kailua-Kona

￥102,874 total

includes taxes & fees

Oct 4 - Oct 5

A rocky shoreline with clear turquoise water and a distant boat.

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

Keauhou

Christopher C.

￥89,534 total

includes taxes & fees

Oct 11 - Oct 12

A spacious room with a wooden ceiling, large windows, a sofa, a chair, and a table.

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

Holualoa Village

Khoa T.

￥141,602 total

includes taxes & fees

Oct 12 - Oct 13

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Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

10/10 Excellent

"Hotel was in a great location. Had a clean guest laundry which is important if you try to travel light but are on a 3 week vacation. Only thing I missed was an in room coffee maker. Very close to a small beach and lots of restaurants and shopping."

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	642
Accommodation	564 Vacation Homes
Lowest Price	￥31,474
Highest Price	￥145,782

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Kailua-Kona Vacations

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Check prices for these dates

Our top choices for Kailua-Kona vacation homes

1. Sunset Shores - Unit B Kauipoho

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

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

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

5. 3-min walk to beach | King bed | Newly Renovated!

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

7. Kimo's Getaway

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

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

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

11. Island Elegance Prime Spot

12. Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

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

14. Charming townhome with WiFi in Kailua-Kona

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

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

17. Lihau Boho House

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

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

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

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

Royal Kona Resort

Kanaloa at Kona by OUTRIGGER

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Aston Kona by the Sea

OUTRIGGER Kona Resort & Spa

Club Wyndham Kona

Kona Islander Vacation Club

Holua Resort

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. Sunset Shores - Unit B Kauipoho

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

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

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

5. 3-min walk to beach | King bed | Newly Renovated!

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

7. Kimo's Getaway

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

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

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

11. Island Elegance Prime Spot

12. Beach Haven at Malia Kai – Prime Location near downtown, Incredible Views & Pool

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

14. Charming townhome with WiFi in Kailua-Kona

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

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

17. Lihau Boho House

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

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

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

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

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