Vacation Rentals in Historic Kailua Village, HI: Compare 10+ Sites & Save

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  3.  USA

  4.  Hawaii

  5.  Kailua-Kona

  6.  Historic Kailua Village

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1502 Best Vacation Rentals in Historic Kailua Village (Starting from $163)

Alii Villas 307
Alii Villas 307
Apartment
Historic Kailua Village, Kailua-Kona, Hawaii, USA
0.1k from Historic Kailua Village center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family, Accessible hotels

2 Bedrooms4 Guests
8.8

Fabulous

16 reviews

$382
Average price / night
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Luxury Beachfront Gated retreat in-town SPA/AC/BBQ accessible to the public pool
Luxury Beachfront Gated retreat in-town SPA/AC/BBQ accessible to the public pool
House
Kailua-Kona, HI, 96740, United States
0.1k from Historic Kailua Village center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

4 Bedrooms12 Guests
8.6

Fabulous

7 reviews

$1388
Average price / night
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Kona Plaza#218
Kona Plaza#218
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$172
Average price / night
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The Surf Hideaway is walking distance to everything Kona
The Surf Hideaway is walking distance to everything Kona
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.4

Superb

102 reviews

$163
Average price / night
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Kona Plaza#203
Kona Plaza#203
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
6.5

Good

2 reviews

$254
Average price / night
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The Flying Honu is located in the heart of Kona Town
The Flying Honu is located in the heart of Kona Town
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
9.6

Exceptional

110 reviews

$209
Average price / night
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Kona Plaza#411
Kona Plaza#411
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$251
Average price / night
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RENOVATED Kona Studio By The Ocean!!!
RENOVATED Kona Studio By The Ocean!!!
Apartment
Kailua, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

9.2

Superb

56 reviews

$227
Average price / night
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Kona Plaza#221
Kona Plaza#221
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$261
Average price / night
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Apt B- 2bedroms condo in Kona town with Ocean view and Huge Lanai
Apt B- 2bedroms condo in Kona town with Ocean view and Huge Lanai
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
7.8

Good

9 reviews

$268
Average price / night
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Kalanikai #319
Kalanikai #319
Apartment
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom4 Guests
5.0

Review score

1 reviews

$240
Average price / night
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Apt A. w/ Balcony & Ocean View in Kona town -Walkable to shops, stores & beaches
Apt A. w/ Balcony & Ocean View in Kona town -Walkable to shops, stores & beaches
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
7.8

Good

8 reviews

$270
Average price / night
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Kona Plaza#302
Kona Plaza#302
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$245
Average price / night
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Da KONA WEST 305 - listen to the ocean waves crashing !! 30 + days stays
Da KONA WEST 305 - listen to the ocean waves crashing !! 30 + days stays
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
10.0

Exceptional

24 reviews

$178
Average price / night
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Kalanikai 118 - Highly Walkable
Kalanikai 118 - Highly Walkable
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$237
Average price / night
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Entire 3bedrooms Apt. w/ Balcony & Ocean Sunset View, Great Location
Entire 3bedrooms Apt. w/ Balcony & Ocean Sunset View, Great Location
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms20 Guests
9.0

Fabulous

6 reviews

$513
Average price / night
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Kona Plaza#414
Kona Plaza#414
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$294
Average price / night
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OCEAN FRONT!  Paradise in Kona!  Best Location!
OCEAN FRONT! Paradise in Kona! Best Location!
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

9.4

Superb

34 reviews

$253
Average price / night
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Kona Plaza#409
Kona Plaza#409
House
Kailua-Kona, HI, USA
0.2k from Historic Kailua Village center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$942
Average price / night
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2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything
2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms6 Guests
8.0

Good

10 reviews

$265
Average price / night
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Casa Tropical Kona in Kailua-Kona with an ocean view & pool - walk to the beach
Casa Tropical Kona in Kailua-Kona with an ocean view & pool - walk to the beach
Apartment
Kailua-Kona, HI, 96740, United States
0.3k from Historic Kailua Village center

AC, Balcony, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.8

Exceptional

30 reviews

$222
Average price / night
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Downtown Kailua Kona Inn
Downtown Kailua Kona Inn
House
Kailua-Kona, HI, 96740, United States
0.4k from Historic Kailua Village center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms12 Guests
8.0

Good

4 reviews

$824
Average price / night
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Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona
Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona
Apartment
Kailua-Kona, HI, 96740, United States
0.4k from Historic Kailua Village center

AC, Barbecue, Free Parking, Internet, Laundry, Living Area, Microwave, No Smoking, Pool

9.2

Superb

19 reviews

$245
Average price / night
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Premium 2-bedroom Condo in adorable Kona - Walk to Beaches Shops & Restaurants
Premium 2-bedroom Condo in adorable Kona - Walk to Beaches Shops & Restaurants
Apartment
Kailua Kona, HI, 96740, United States
0.4k from Historic Kailua Village center

AC, Dryer, Internet, Laundry, No Smoking, Washer

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$417
Average price / night
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Simply perfect! No one can beat 10 minutes walking to town, yet no traffic noise
Simply perfect! No one can beat 10 minutes walking to town, yet no traffic noise
House
Kailua-Kona, HI, 96740, United States
0.4k from Historic Kailua Village center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
9.6

Exceptional

76 reviews

$728
Average price / night
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Lehua Lounge in the Heart of Downtown Kona
Lehua Lounge in the Heart of Downtown Kona
House
Kailua-Kona, HI, 96740, United States
0.4k from Historic Kailua Village center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

20 reviews

$511
Average price / night
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Two Private hosted Oceanfront Homes conveniently located in Kailua Kona, Hawaii
Two Private hosted Oceanfront Homes conveniently located in Kailua Kona, Hawaii
House
Kailua Kona, HI, 96740, United States
0.4k from Historic Kailua Village center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

13 Bedrooms34 Guests
10.0

Exceptional

2 reviews

$7197
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Historic Kailua Village.

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Frequently Asked Questions

You can explore 1502 verified vacation rentals in Historic Kailua Village. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Historic Kailua Village vary depending on the season, property size, and location. Rates typically start from around $163 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Historic Kailua Village include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Historic Kailua Village welcome pets. Currently, 3 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Historic Kailua Village often include amenities such as Laundry, Wellness Facilities, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.