Kailua-Kona, HI Vacation Homes from ￥21,393

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

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Our top choices for Kailua-Kona vacation homes

1. Kimo's Getaway

Holualoa Village

Adam C.

￥62,044 total

includes taxes & fees

Aug 8 - Aug 9

2. 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

￥52,030 total

includes taxes & fees

Aug 23 - Aug 24

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

Kailua-Kona

Sara L.

￥63,725 total

includes taxes & fees

Aug 4 - Aug 5

Beach nearby, sun loungers, beach towels

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

Kalaoa

￥37,378 total

includes taxes & fees

Aug 3 - Aug 4

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

Holualoa Village

Randy S.

￥31,387 total

includes taxes & fees

Aug 23 - Aug 24

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

Kalaoa

Jason R.

￥27,419 total

includes taxes & fees

Aug 6 - Aug 7

7. Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Kalaoa

￥71,268 total

includes taxes & fees

Aug 3 - Aug 4

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

Holualoa Village

Martin B.

￥78,153 total

includes taxes & fees

Aug 3 - Aug 4

9. 1-bedroom in amazing Kailua-Kona

Kahaluu-Keauhou

Adam W.

￥21,393 total

includes taxes & fees

Aug 10 - Aug 11

2 bedrooms, iron/ironing board, travel crib, WiFi (free)

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

Holualoa Village

Matthew R.

￥77,904 total

includes taxes & fees

Aug 7 - Aug 8

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

Historic Kailua Village

￥81,378 total

includes taxes & fees

Aug 13 - Aug 14

12. Sandy Toes Getaway in Kona

Kahaluu-Keauhou

Evelyn

￥50,930 total

includes taxes & fees

Aug 3 - Aug 4

13. Island Elegance: Prime Spot

Kahaluu-Keauhou

Renee D.

￥54,724 total

includes taxes & fees

Aug 6 - Aug 7

14. Sandy Toes Getaway in Kona

Kahaluu-Keauhou

￥54,374 total

includes taxes & fees

Aug 3 - Aug 4

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

Holualoa Village

Stephanie W.

￥75,469 total

includes taxes & fees

Aug 3 - Aug 4

16. Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

Kalaoa

Brooke W.

￥69,605 total

includes taxes & fees

Aug 3 - Aug 4

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

Keauhou

Jeff K.

￥88,179 total

includes taxes & fees

Aug 3 - Aug 4

18. Sunset Shores - UNIT B Kauipoho

Kahaluu-Keauhou

￥54,374 total

includes taxes & fees

Aug 23 - Aug 24

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

Kailua-Kona

Amy P.

￥91,781 total

includes taxes & fees

Aug 13 - Aug 14

20. Earthy Modern Beach House

Holualoa Village

Anonymous traveler

￥113,687 total

includes taxes & fees

Aug 3 - Aug 4

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Top Kailua-Kona Hotel Reviews

OUTRIGGER Kona Resort & Spa

10/10 Excellent

"My family and I had a very nice stay at the Outrigger in Kona. The hotel was close to everything yet far enough away from downtown Kona that it felt peaceful and secluded. We enjoyed the hotel room, the gym, and the beautiful area surrounding the hotel. We had one problem with our air conditioner that was quickly resolved by the hotel staff."

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

10/10 Excellent

"Very comfortable, clean and quiet hotel with lots of amenities! Great location, very nice beach that they clean every morning, beautiful pool, beach towels you can exchange for clean ones as needed, and much more. If you don’t want the expensive buffet breakfast, King’s coffee shop has excellent coffees and breakfast choices and it is located on the first floor. I would definitely stay here again! Thank you for a great stay!"

Holua Resort

8/10 Good

"Wow! This property was exceptional - room was a 2 bedroom with king bed in one and two twins in the other (as was requested- so thankful). Kitchen was well stocked with cooking tools/utensils, plates, silverware, etc. Even had a small cooler to use. Was very spacious and so very clean!! Things I did not know - this is a vacation property and at check in the concierge will meet with you to set up a timeshare/vacation rental presentation at one of their properties. This was not something I was expecting or had time for - they were very gracious when I did not want to schedule. Only true cons (just to prep you) - (1) parking is quite a walk from where you will stay - so plan accordingly for unpacking and walking up; (2) and the location is not truly near anything like grocery store, restaurants, etc. All in all - would stay again if I were staying for a longer vacation as it is an excellent home base."

Aston Kona by the Sea

10/10 Excellent

"The staff was great, the security and the morning building maintenance guy are awesome. Took care of our car and maintenance guy keeped the place up looking great. I would definitely come back to this building if I return to the Kona side. What i didn't like were the bugs that are all over the place. Specially at night. Other than that. Our experience was awesome."

Kona Islander Vacation Club

10/10 Excellent

"We stayed in Condo 351, which had an amazing ocean view. You could hear the waves at night, which was so relaxing. The condo also had a mini fridge and a microwave, and it was within walking distance of several restaurants and a convenience store. It was a great location and made everything really convenient."

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Number of reviews	554
Accommodation	580 Vacation Homes
Lowest Price	￥21,393
Highest Price	￥113,687

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Kailua-Kona Vacations

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kailua-Kona vacation homes

1. Kimo's Getaway

2. Sunset Shores - Unit B Kauipoho

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

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

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

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

7. Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

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

9. 1-bedroom in amazing Kailua-Kona

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

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

12. Sandy Toes Getaway in Kona

13. Island Elegance: Prime Spot

14. Sandy Toes Getaway in Kona

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

16. Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

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

18. Sunset Shores - UNIT B Kauipoho

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

20. Earthy Modern Beach House

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

OUTRIGGER Kona Resort & Spa

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Kona Coast Resort

Holua Resort

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Aston Kona by the Sea

Kona Bali Kai

Kanaloa at Kona by OUTRIGGER

Kona Islander Vacation Club

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. Kimo's Getaway

2. Sunset Shores - Unit B Kauipoho

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

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

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

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

7. Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

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

9. 1-bedroom in amazing Kailua-Kona

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

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

12. Sandy Toes Getaway in Kona

13. Island Elegance: Prime Spot

14. Sandy Toes Getaway in Kona

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

16. Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

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

18. Sunset Shores - UNIT B Kauipoho

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

20. Earthy Modern Beach House

Find vacation rentals that suit your style

Top Kailua-Kona Hotel Reviews

OUTRIGGER Kona Resort & Spa

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Explore a world of travel with Expedia

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