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

Search Vacation Homes in Kailua-Kona

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
8.0 out of 10, Very good, (1 review)
"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...
United States
Melinda
The price is AED 330
AED 1,192 total
includes taxes & fees
30 Oct - 31 Oct
Island Elegance Prime Spot
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

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
9.2 out of 10, Wonderful, (26 reviews)
"Nice place to stay"
United States
Sean
The price is AED 459
AED 1,001 total
includes taxes & fees
31 Oct - 1 Nov
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
A laundry room with two front-loading washing machines, a small sink, and a cabinet.

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

Kona Retreat w/ Back Deck | Free Parking + BBQ
Kahaluu-Keauhou
9.6 out of 10, Exceptional, (9 reviews)
"Great stay location was perfect and easy check in."
United States
Dorrance L.
Kona Retreat w/ Back Deck | Free Parking + BBQ
A stone wall, a picnic table, and a grill by the ocean.

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

Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach
Holualoa Village
9.4 out of 10, Exceptional, (40 reviews)
"Host was responsive, which is always a plus."
Canada
Martin B.
The price is AED 441
AED 1,853 total
includes taxes & fees
24 Nov - 25 Nov
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach
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

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
10.0 out of 10, Exceptional, (211 reviews)
"Amazing location and stay!"
United States
Kristen K.
The price is AED 779
AED 1,727 total
includes taxes & fees
12 Nov - 13 Nov
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
A living room with a sofa, dining table, and chairs, a balcony with a view of the ocean, and a door leading outside.

6. Kimo's Getaway

Kimo's Getaway
Holualoa Village
9.8 out of 10, Exceptional, (95 reviews)
"This is a really nice property in Kona. It was very comfortable and very well furnished. Jim, who lives upstairs on the property, was a very gracious and friendly host. The views from the lanai are spectacular."
United States
James B.
The price is AED 645
AED 1,600 total
includes taxes & fees
30 Oct - 31 Oct
Kimo's Getaway
Beach

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

Kona Bungalow Unit C | Free Parking + BBQ Grill
Kahaluu-Keauhou
Kona Bungalow Unit C | Free Parking + BBQ Grill
A beach with rocky terrain, palm trees, and a clear sky.

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

Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach
Holualoa Village
10.0 out of 10, Exceptional, (3 reviews)
"We loved this place. Felt like home and we didn’t want to leave! Mahalo "
United States
Kimberly F.
The price is AED 542
AED 1,952 total
includes taxes & fees
10 Nov - 11 Nov
Bungalow D* Laid‑Back Cozy* 2BD*AC*Across Beach
A bedroom with a large bed, two bedside tables with lamps, a window with blinds, and a small plant on the bedside table.

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

Bungalow C* Cold AC* 2‑Bed* Across Beach
Holualoa Village
10.0 out of 10, Exceptional, (3 reviews)
"Very well appointed, would definitely consider staying here again on my next visit!"
United States
Robert M.
Bungalow C* Cold AC* 2‑Bed* Across Beach
A modern living room with a hanging chair, a sofa, and a dining table.

10. Lihau Boho House

Lihau Boho House
Kalaoa
8.8 out of 10, Excellent, (6 reviews)
"The ocean was visible from the home and was really lovely! The home was clean and comfortable and very user friendly--a great experience!"
United States
Julie R.
The price is AED 823
AED 2,329 total
includes taxes & fees
14 Nov - 15 Nov
Lihau Boho House
A covered outdoor patio with a wooden table and benches, a white railing, and a view of greenery.

11. Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.5 star property
Kahaluu-Keauhou
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Linda
The price is AED 327
AED 1,188 total
includes taxes & fees
1 Nov - 2 Nov
Sunset Shores - Unit B Kauipoho
A wooden deck with a table set for dining, a large umbrella, and a view of the ocean.

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

Walk to Beach – Prime Location near downtown, Incredible Views & Pool
Historic Kailua Village
10.0 out of 10, Exceptional, (1 review)
Walk to Beach – Prime Location near downtown, Incredible Views & Pool
A spacious living room with a large TV, wooden ceiling beams, and a view of the outdoors.

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

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood
Kailua-Kona
10.0 out of 10, Exceptional, (2 reviews)
"This was a wonderful place to stay for my spouse and I with 2 adult children. The layout was great with 2 lanais and comfortable beds. When we arrived, the frogs were singing and the host had left windows open for the cool evening breeze. We appreciated the well-stocked kitchen for coffee. We hope to come back to stay again."
United States
Amy P.
The price is AED 635
AED 2,173 total
includes taxes & fees
2 Nov - 3 Nov
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood
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

Charming townhome with WiFi in Kailua-Kona
Kailua-Kona
8.4 out of 10, Very good, (20 reviews)
"check in was easy!!! Nice place to stay!!! "
United States
Shelley W.
The price is AED 661
AED 1,942 total
includes taxes & fees
30 Oct - 31 Oct
Charming townhome with WiFi in Kailua-Kona
A covered outdoor seating area with wicker chairs and a table, overlooking a scenic view of trees and the ocean.

15. Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View

Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View
Kalaoa
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Very enjoyable "
United States
Philip C.
Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View
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 🏖️

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Keauhou
9.8 out of 10, Exceptional, (125 reviews)
"This was an amazing home in the perfect location on the property. We would definitely stay here again."
United States
Ian M.
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
A rocky shoreline with clear turquoise water and a distant boat.

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

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
Keauhou
9.4 out of 10, Exceptional, (163 reviews)
"Property is clean, right on seafront. Close to Kona beaches and activities. Management is very responsive."
United States
Gregory C.
The price is AED 915
AED 2,131 total
includes taxes & fees
10 Nov - 11 Nov
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
A modern kitchen with a marble countertop, built-in dishwasher, and a ceiling fan.

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

Spacious 3-bedroom house with AC in charming Kailua-Kona
Kailua-Kona
The price is AED 983
AED 2,632 total
includes taxes & fees
12 Nov - 13 Nov
Spacious 3-bedroom house with AC in charming Kailua-Kona
A two-story house with a covered porch, surrounded by lush greenery.

19. Earthy Modern Beach House

Earthy Modern Beach House
Holualoa Village
10.0 out of 10, Exceptional, (1 review)
"Great location. Great house. Wish we could have stayed longer."
United States
Anonymous traveler
Earthy Modern Beach House
A covered outdoor seating area with wooden furniture and a glass wall.

20. The Kumu House

The Kumu House
Holualoa Village
9.6 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Shahlia W.
The price is AED 975
AED 2,649 total
includes taxes & fees
30 Oct - 31 Oct
The Kumu House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua-Kona Hotel Reviews

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

10/10 Excellent
"Stayed for a business event. The hotel was amazing! Clean room, public areas, pool, and bathrooms; helpful and kind staff, The beach on site was so beautiful and easy to access for morning sunrise exercise and evening relaxation. The resort fee includes an hour of snorkeling gear and beach chairs and umbrella. I think you also get a free drink, but I didn’t use it. 10/10 experience here."
Kathryn 7-night trip
Posted 5 hours ago
Courtyard by Marriott King Kamehameha's Kona Beach Hotel