Vacation Rentals with Pool in Kailua Pier, HI: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Kailua-Kona

  6.  Kailua Pier

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1513 Best Vacation Rentals with Pool in Kailua Pier (Starting from $141)

Kona Plaza#218
Kona Plaza#218
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier center

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

1 Bedroom4 Guests
New to Booking
$172
Average price / night
Check Availability
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
0.2k from Kailua Pier 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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Kona Plaza#203
Kona Plaza#203
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier 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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Come enjoy your well deserved vacation at The Paradise Haven! 2 bedroom, 2 bath
Come enjoy your well deserved vacation at The Paradise Haven! 2 bedroom, 2 bath
Condo
KAILUA KONA, HI, 96740, United States
0.2k from Kailua Pier center

AC, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$300
Average price / night
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Kona Plaza#411
Kona Plaza#411
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier 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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Top-Floor Condo in Kona Plaza – 1 Bedroom Gem in the Heart of Kailua-Kona!
Top-Floor Condo in Kona Plaza – 1 Bedroom Gem in the Heart of Kailua-Kona!
Condo
Kailua-Kona, HI, 96740, United States
0.3k from Kailua Pier center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
9.6

Exceptional

4 reviews

$240
Average price / night
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Kona Plaza#221
Kona Plaza#221
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier 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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Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking!
Walkable to pier, restaurants and shops! A/C, W/D, pool views and parking!
Condo
Kailua Kona, HI, 96740, United States
0.3k from Kailua Pier center

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

1 Bedroom2 Guests
9.4

Superb

6 reviews

$204
Average price / night
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Kona Plaza#302
Kona Plaza#302
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier 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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Updated condo with air conditioning in the heart of downtown Kona.
Updated condo with air conditioning in the heart of downtown Kona.
Condo
Kailua-Kona, HI, 96740, United States
0.3k from Kailua Pier center

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

1 Bedroom6 Guests
9.8

Exceptional

31 reviews

$232
Average price / night
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Big Island Kona Plaza 220 by Coldwell Banker Island Vacations
Big Island Kona Plaza 220 by Coldwell Banker Island Vacations
Apartment
Kailua-Kona, HI, USA
0.3k from Kailua Pier center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
New to Booking
$296
Average price / night
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Heart of Town 5 min Walk to Ocean  Quiet Newly Remodeled with Ocean View AC
Heart of Town 5 min Walk to Ocean Quiet Newly Remodeled with Ocean View AC
Condo
Kailua-Kona, HI, 96740, United States
0.4k from Kailua Pier center

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

1 Bedroom2 Guests
New to Booking
$245
Average price / night
Check Availability
Kona Plaza#414
Kona Plaza#414
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier center

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

1 Bedroom4 Guests
New to Booking
$294
Average price / night
Check Availability
New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access
New Discount Weekly,Monthly,Daily,OceanviewSteps to Town,Beach,Pier,Ocean access
Condo
Kailua-Kona, HI, 96740, United States
0.4k from Kailua Pier center

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

1 Bedroom2 Guests
9.2

Superb

52 reviews

$141
Average price / night
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Kona Plaza#409
Kona Plaza#409
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier 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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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
0.4k from Kailua Pier 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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Kona Plaza#402
Kona Plaza#402
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier center

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

1 Bedroom2 Guests
New to Booking
$237
Average price / night
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Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai, Incredible Location
Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai, Incredible Location
Condo
Kailua-Kona, HI, 96740, United States
0.4k from Kailua Pier center

AC, Barbecue, Crib, Dryer, Elevator, Extra Bed, Free Parking, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

37 reviews

$419
Average price / night
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Kona Plaza#217
Kona Plaza#217
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier center

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

1 Bedroom4 Guests
New to Booking
$167
Average price / night
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Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
Condo
75-5776 Kuakini Highway, Kailua-Kona, HI, 96740, United States
0.4k from Kailua Pier center

Barbecue, Dryer, Free Parking, Internet, No Smoking, Outdoor Space, Pool, TV, Washer

6.0

Review score

1 reviews

$557
Average price / night
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Kona Plaza 215
Kona Plaza 215
House
Kailua-Kona, HI, USA
0.3k from Kailua Pier center

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

2 Bedrooms6 Guests
7.3

Good

3 reviews

$321
Average price / night
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Peaceful Retreat • 5 min Walk to Town, Pier & Beach • Free Parking
Peaceful Retreat • 5 min Walk to Town, Pier & Beach • Free Parking
Condo
Kailua-Kona, HI, 96740, United States
0.4k from Kailua Pier center

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

1 Bedroom4 Guests
9.6

Exceptional

5 reviews

$253
Average price / night
Check Availability
Sunsets and Tradewinds\n\n
Sunsets and Tradewinds\n\n
House
Kailua-Kona, HI, 96740, United States
0.5k from Kailua Pier center

Barbecue, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
8.0

Good

2 reviews

$247
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
0.5k from Kailua Pier 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 Hawaii 2 bedroom Condo Sleeps 6
Kona Hawaii 2 bedroom Condo Sleeps 6
Resort
Kailua-Kona, HI, 96740, United States
0.5k from Kailua Pier center

AC, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$879
Average price / night
Check Availability
Spacious 8BR w/Ocean Views, Sleeps 16 with AC in fabulous Kailua-Kona
Spacious 8BR w/Ocean Views, Sleeps 16 with AC in fabulous Kailua-Kona
House
Kailua-Kona, HI, 96740, United States
0.5k from Kailua Pier center

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

8 Bedrooms16 Guests
New to Booking
$7156
Average price / night
Check Availability
Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.
Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.
House
Kailua Kona, HI, 96740, United States
0.5k from Kailua Pier center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
9.2

Superb

79 reviews

$708
Average price / night
Check Availability

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 with Pool in Kailua Pier.

Where to stay in Kailua Pier? Best neighborhoods & areas

Kailua Pier Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1513 verified vacation rentals with a pool in Kailua Pier. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Kailua Pier vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $141 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Kailua Pier offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Kailua Pier welcome pets. Currently, 4 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Kailua Pier often include additional outdoor features such as Pool, View, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Kailua Pier offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.