Kailua-Kona Holiday Homes : Search Holiday Homes in Kailua-Kona

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

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Our top choices for Kailua-Kona holiday homes

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

Kailua-Kona

Sara L.

includes taxes & fees

12 Aug - 13 Aug

2. Kimo's Getaway

Holualoa Village

Wendy G.

includes taxes & fees

10 Aug - 11 Aug

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

Kalaoa

includes taxes & fees

10 Aug - 11 Aug

4. 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

includes taxes & fees

23 Aug - 24 Aug

Beach nearby, sun-loungers, beach towels

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

Keauhou

Jeff K.

includes taxes & fees

10 Aug - 11 Aug

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

Holualoa Village

Martin B.

includes taxes & fees

10 Aug - 11 Aug

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

Kalaoa

Jason R.

includes taxes & fees

10 Aug - 11 Aug

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

Historic Kailua Village

includes taxes & fees

22 Aug - 23 Aug

2 bedrooms, iron/ironing board, travel cot, free WiFi

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

Holualoa Village

Matthew R.

includes taxes & fees

17 Aug - 18 Aug

10. 3-min walk to beach | King bed | Newly Renovated!

Holualoa Village

Randy S.

includes taxes & fees

19 Aug - 20 Aug

11. The Kumu House

Holualoa Village

Shahlia W.

includes taxes & fees

12 Aug - 13 Aug

12. Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

Kahaluu-Keauhou

Jacquelyn G.

includes taxes & fees

17 Aug - 18 Aug

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

Holualoa Village

Khoa T.

includes taxes & fees

10 Aug - 11 Aug

14. Sandy Toes Getaway in Kona

Kahaluu-Keauhou

Evelyn

includes taxes & fees

10 Aug - 11 Aug

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

Holualoa Village

Stephanie W.

includes taxes & fees

21 Aug - 22 Aug

16. Island Elegance: Prime Spot

Kahaluu-Keauhou

Renee D.

includes taxes & fees

22 Aug - 23 Aug

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

Kalaoa

Brooke W.

includes taxes & fees

10 Aug - 11 Aug

18. Earthy Modern Beach House

Holualoa Village

Anonymous traveller

includes taxes & fees

7 Sept - 8 Sept

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

Kailua-Kona

Amy P.

20. Hale Kona Lanai • Ocean Views • Accessible Comfort

Holualoa Village

includes taxes & fees

10 Aug - 11 Aug

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Top Kailua-Kona Hotel Reviews

Kona Coast Resort

8/10 Good

"Ideal point of rest for the things I wanted to do.my issues, while petty is trying to get tired people into burning 90 mins up for a timeshare for a weeks stay or 100$… that and the parking. I could only use my designated parking half the time due to maintenance."

Kona Village, A Rosewood Resort

10/10 Excellent

"We had a fantastic vacation here. The resort was beautiful, relaxing, great staff and service. We had several amazing dinners at Moana, the New York strip was phenomenal, grilled prawns were delicious, the house sourdough bread was on point, wine selection was good. Breakfast at Moana was also great, the French toast and the omelette should not be passed up. We also had dinner at the four seasons one night and it was not even close to being as good as Moana. The beach is a relaxing vibe, never felt crowded, just a serene view with relaxing waves to listen to, we had lunch and drinks at the shipwreck bar, grilled fish Baja tacos and ceviche with Island lagers really nailed it. They have a complimentary coffee bar open at 530 am with fresh fruit and the chocolate croissant was delicious , we did that every morning and worked out in the gym which has everything you need. Only comments which are not really complaints but could be improved, dinner at Kahuwai cookhouse could be better, the burger didn’t really impress for the price, bbq oysters also didn’t impress, needed more flavor on both, seems a missed opportunity for them to not have wood fired pizza or just a more bbq over fire focused menu, we would have loved that. Overall I would give it a 10/10, we will come back and plan to visit other Rosewood resorts after this."

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

10/10 Excellent

"Everything else was great! Only thing i didnt appreciate was when front desk they didnt allow me to check out late since my family and I checked in late and were tired from our flight. And we paid for parking and parked right in front of the entrance in their lot but still got a parking ticket. They said they'll handle it so... So overall its 8 out of 10."

Club Wyndham Mauna Loa Village

10/10 Excellent

"Property was well kept and the room we stayed in was quite spacious and clean. A pool was right outside our room for easy access and even though the pool was a bit busy at times, we couldn't hear it from our rooms. We stayed in building 1 room 5. Great room and kitchen. All utensils that we needed were there. We would definitely go back to this resort in the future. My whole family enjoyed it."

Big Island Retreat

10/10 Excellent

"We really loved our stay here. The location was great as you could easily walk down to the beach and back, having parking and a hose to wash the sand out as well as access to borrow many recreational stull at the home was awesome. We got upgraded for free to a slightly larger room which was really nice and unexpected. Nights were quiet and the bed was comfy. Only improvement in my opinion is maybe adding AC (even a small standing unit) may help. The heat made it a bit hard to sleep but nothing a quick cold shower or a dip in the ocean can't fix. Overall, It was a really nice place to stay, we will definitely stay here again when visiting the Big Island/Kona area."

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kailua-Kona holiday homes

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

2. Kimo's Getaway

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

4. Sunset Shores - Unit B Kauipoho

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

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

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

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

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

10. 3-min walk to beach | King bed | Newly Renovated!

11. The Kumu House

12. Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

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

14. Sandy Toes Getaway in Kona

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

16. Island Elegance: Prime Spot

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

18. Earthy Modern Beach House

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

20. Hale Kona Lanai • Ocean Views • Accessible Comfort

Find holiday rentals that suit your style

Top Kailua-Kona Hotel Reviews

Kona Coast Resort

Kona Village, A Rosewood Resort

Royal Kona Resort

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Club Wyndham Mauna Loa Village

Club Wyndham Kona

Big Island Retreat

Royal Sea Cliff Kona by OUTRIGGER

Find out more about Kailua-Kona

Kailua-Kona Holiday Homes information

Explore a world of travel with Expedia

Search Holiday Homes in Kailua-Kona

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kailua-Kona holiday homes

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

2. Kimo's Getaway

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

4. Sunset Shores - Unit B Kauipoho

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

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

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

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

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

10. 3-min walk to beach | King bed | Newly Renovated!

11. The Kumu House

12. Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

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

14. Sandy Toes Getaway in Kona

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

16. Island Elegance: Prime Spot

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

18. Earthy Modern Beach House

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

20. Hale Kona Lanai • Ocean Views • Accessible Comfort

Find holiday rentals that suit your style

Top Kailua-Kona Hotel Reviews

Kona Coast Resort

Find out more about Kailua-Kona

Kailua-Kona Holiday Homes information

Explore a world of travel with Expedia

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