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

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Kapaa

  6.  Wailua

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527 Best Vacation Rentals with Pool in Wailua (Starting from $188)

Worldmark Kapaa Shore
Worldmark Kapaa Shore
Apartment
Kapaa, HI, USA
0.6k from Wailua center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Self-catering

3 Bedrooms10 Guests
7.4

Good

33 reviews

$188
Average price / night
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Wailua Bay View 105 Oceanfront Condo
Wailua Bay View 105 Oceanfront Condo
Condo
Kapaʻa, HI, 96746, United States
0.5k from Wailua center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$533
Average price / night
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The Golden Hibiscus - Lanikai 222
The Golden Hibiscus - Lanikai 222
Apartment
Kapaa, HI, USA
0.8k from Wailua center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay, Family

2 Bedrooms4 Guests
9.1

Superb

8 reviews

$443
Average price / night
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Wailua Bay View 215 Oceanfront condo
Wailua Bay View 215 Oceanfront condo
Condo
Kapaʻa, HI, 96746, United States
0.5k from Wailua center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.2

Superb

5 reviews

$496
Average price / night
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Luxury Oceanfront ground floor condo
Luxury Oceanfront ground floor condo
House
Kapaa, HI, USA
0.8k from Wailua center

Luxury, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms6 Guests
New to Booking
$1339
Average price / night
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Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD
Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD
Condo
Kapaʻa, HI, 96746, United States
0.6k from Wailua center

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

1 Bedroom2 Guests
10.0

Exceptional

80 reviews

$478
Average price / night
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Gardenfront Escape with Ocean Views at Kapa’a Sands 24
Gardenfront Escape with Ocean Views at Kapa’a Sands 24
House
Kapaa, HI, USA
0.8k from Wailua center

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

2 Bedrooms4 Guests
8.7

Fabulous

13 reviews

$258
Average price / night
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Bamboo Suite - Beachfront Ground Floor Condo - Lae Nani 316
Bamboo Suite - Beachfront Ground Floor Condo - Lae Nani 316
Condo
Kapaʻa, HI, 96746, United States
0.7k from Wailua center

Barbecue, Free Parking, Internet, Laundry, Microwave, No Smoking, Outdoor Space, Pool, TV

2 Bedrooms4 Guests
9.4

Superb

20 reviews

$523
Average price / night
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Hale Kai at Kapaa Sands 15
Hale Kai at Kapaa Sands 15
House
Kapaa, HI, USA
0.8k from Wailua center

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

2 Bedrooms4 Guests
8.4

Very Good

5 reviews

$381
Average price / night
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\"Pacific Paradise\" - Lae Nani 425 - Upgraded Second Floor 2 Bedroom | 2 Bathroom-with A/C
\"Pacific Paradise\" - Lae Nani 425 - Upgraded Second Floor 2 Bedroom | 2 Bathroom-with A/C
Condo
Kapaa, HI, 96746, United States
0.7k from Wailua center

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

2 Bedrooms6 Guests
10.0

Exceptional

51 reviews

$604
Average price / night
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"Sea Haven" at the Wailua Bay View 305
"Sea Haven" at the Wailua Bay View 305
Apartment
Kapaa, HI, USA
0.8k from Wailua center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$304
Average price / night
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Luxury Gated Oceanfront Condo on Ground Floor
Luxury Gated Oceanfront Condo on Ground Floor
Condo
Kauai County, HI, 96746, United States
0.8k from Wailua center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$1040
Average price / night
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Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Apartment
HI, USA
0.8k from Wailua center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
New to Booking
$280
Average price / night
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Oceanfront Studio with Panoramic Views - Kapa'a Sands 07
Oceanfront Studio with Panoramic Views - Kapa'a Sands 07
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$311
Average price / night
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"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
House
HI, USA
0.8k from Wailua center

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

1 Bedroom4 Guests
8.0

Good

1 reviews

$326
Average price / night
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Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
9.6

Exceptional

127 reviews

$347
Average price / night
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Stunning Oceanfront View Top Floor Condo at Wailua Bay View
Stunning Oceanfront View Top Floor Condo at Wailua Bay View
House
HI, USA
0.8k from Wailua center

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

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$326
Average price / night
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\"Picture Perfect\" Oceanfront on the Top Floor at Wailua Bay View!
\"Picture Perfect\" Oceanfront on the Top Floor at Wailua Bay View!
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
9.2

Superb

135 reviews

$352
Average price / night
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Coastal Charm Hideaway Oceanfront 2 Bedroom
Coastal Charm Hideaway Oceanfront 2 Bedroom
House
Kapaa, HI, USA
0.8k from Wailua center

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

2 Bedrooms4 Guests
New to Booking
$306
Average price / night
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Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
9.2

Superb

55 reviews

$344
Average price / night
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Oceanfront Escape with Lush Garden Access at Lanikai 122
Oceanfront Escape with Lush Garden Access at Lanikai 122
House
Kapaa, HI, USA
0.8k from Wailua center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

2 Bedrooms4 Guests
New to Booking
$405
Average price / night
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Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
9.0

Fabulous

88 reviews

$349
Average price / night
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Breathtaking Sunrise View Oasis 3 Bedroom Sleeps 6, Oceanfront Luxury, Pool & AC
Breathtaking Sunrise View Oasis 3 Bedroom Sleeps 6, Oceanfront Luxury, Pool & AC
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

3 Bedrooms6 Guests
9.6

Exceptional

87 reviews

$1309
Average price / night
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Wailua Bay View 108 Oceanfront, Ground floor condo centrally located
Wailua Bay View 108 Oceanfront, Ground floor condo centrally located
Condo
Wailua, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
9.6

Exceptional

71 reviews

$306
Average price / night
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Premier Oceanfront Penthouse | Pool, Parking, No Fees
Premier Oceanfront Penthouse | Pool, Parking, No Fees
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

2 Bedrooms4 Guests
10.0

Exceptional

104 reviews

$745
Average price / night
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Oceanfront!  Watch the surf from your private lanai! No hidden fees.  Book now!
Oceanfront! Watch the surf from your private lanai! No hidden fees. Book now!
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
9.4

Superb

183 reviews

$286
Average price / night
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If You Deserve the Best...... This is it!     Oceanfront Condominium For You!!
If You Deserve the Best...... This is it! Oceanfront Condominium For You!!
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom4 Guests
9.8

Exceptional

149 reviews

$483
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 with Pool in Wailua.

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Wailua Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 527 verified vacation rentals with a pool in Wailua. 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 Wailua vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $188 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Wailua 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 Wailua welcome pets. Currently, 1 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 Wailua often include additional outdoor features such as Pool, View, and Ocean View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Wailua 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.