Owner Direct Rentals with Pool in Waikoloa

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Waikoloa

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1124 Waikoloa Rentals with Pool From $156

Looking for an exciting rental with a pool in Waikoloa? Discover a curated collection of vacation homes featuring indoor or outdoor swimming pools. Owner Direct makes it simple to cross-reference verified properties for your pool-side relaxation.

6 Bed 4 Bath Condo in Waikoloa Village
6 Bed 4 Bath Condo in Waikoloa Village
Apartment
Waikoloa Village, HI, USA
0.9k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Self-catering

6 Bedrooms13 Guests
8.5

Very Good

2 reviews

$848
Average price / night
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Waikoloa Village/Ocean View/Spectacular Sunsets/Golf  3 Bedroom/3 bath Condo
Waikoloa Village/Ocean View/Spectacular Sunsets/Golf 3 Bedroom/3 bath Condo
Condo
Waikoloa Village, HI, 96738, United States
0.9k from Waikoloa center

Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

81 reviews

$320
Average price / night
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Paniolo Greens at Waikoloa C212
Paniolo Greens at Waikoloa C212
Apartment
Waikoloa Village, HI, USA
1.0k from Waikoloa center

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

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$306
Average price / night
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'Palekaiko' our Hawaiian Paradise!  Beautiful Golf & Mountain Views
'Palekaiko' our Hawaiian Paradise! Beautiful Golf & Mountain Views
House
Waikoloa Village, HI, 96738, United States
1.0k from Waikoloa center

Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
9.6

Exceptional

78 reviews

$215
Average price / night
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Paniolo Greens Resort
Paniolo Greens Resort
Resort
Waikoloa, HI, USA
1.0k from Waikoloa center

Accommodations, Pools, Resorts, Parking, Golf, Romantic, 3-star, Lodgings, Hot tubs

187 Bedrooms10 Guests
8.9

Fabulous

528 reviews

$735
Average price / night
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Island Comfort-Beautiful Condo-Ocean & Sunset Views-AC-Golf
Island Comfort-Beautiful Condo-Ocean & Sunset Views-AC-Golf
Condo
Waikoloa, HI, 96738, United States
1.0k from Waikoloa center

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

3 Bedrooms6 Guests
9.8

Exceptional

67 reviews

$324
Average price / night
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Greens At Waikoloa L101
Greens At Waikoloa L101
Apartment
Waikoloa Village, HI, USA
1.0k from Waikoloa center

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

2 Bedrooms5 Guests
9.5

Superb

11 reviews

$403
Average price / night
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Beautifully designed quiet townhome with a fenced backyard!
Beautifully designed quiet townhome with a fenced backyard!
House
Waikoloa Village, HI, 96738, United States
1.0k from Waikoloa center

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

2 Bedrooms7 Guests
New to Booking
$156
Average price / night
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Greens At Waikoloa J101
Greens At Waikoloa J101
Apartment
Waikoloa Village, HI, USA
1.0k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Lodgings, Hot tubs, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$207
Average price / night
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Beautiful Ocean Views w/ AC!!
Beautiful Ocean Views w/ AC!!
Condo
Waikoloa Village, HI, 96738, United States
1.0k from Waikoloa center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking

3 Bedrooms6 Guests
9.6

Exceptional

12 reviews

$460
Average price / night
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Waikoloa Fairways Unit A207 Golf View 2BD 2BA
Waikoloa Fairways Unit A207 Golf View 2BD 2BA
Apartment
Waikoloa Village, HI, USA
1.1k from Waikoloa center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay

2 Bedrooms4 Guests
New to Booking
$764
Average price / night
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Waikoloa condo with amazing amenities!  Close to beaches and golf courses.
Waikoloa condo with amazing amenities! Close to beaches and golf courses.
Condo
Waikoloa Village, HI, 96738, United States
1.1k from Waikoloa center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$343
Average price / night
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Waikoloa Fairways A108
Waikoloa Fairways A108
Apartment
Waikoloa, HI, USA
1.2k from Waikoloa center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$208
Average price / night
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Waikoloa Village Golf Course Fairway 2-bedroom condo with Central AC-WiFi, Views
Waikoloa Village Golf Course Fairway 2-bedroom condo with Central AC-WiFi, Views
Condo
Waikoloa Village, HI, 96738, United States
1.2k from Waikoloa center

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

2 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$340
Average price / night
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Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
House
Waikoloa, HI, USA
1.2k from Waikoloa center

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

2 Bedrooms4 Guests
New to Booking
$360
Average price / night
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Ocean Views on the Golf Course! Hale Honua
Ocean Views on the Golf Course! Hale Honua
Condo
Waikoloa Village, HI, 96738, United States
1.2k from Waikoloa center

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

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$495
Average price / night
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Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!
Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!
Condo
Waikoloa Village, HI, 96738, United States
1.2k from Waikoloa center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

24 reviews

$333
Average price / night
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Spacious Studio Near Beaches & Dining
Spacious Studio Near Beaches & Dining
Condo
Waikoloa, HI, 96738, United States
1.3k from Waikoloa center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom3 Guests
10.0

Exceptional

11 reviews

$295
Average price / night
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WAIKOLOA VILLAGE CONDO#E10: GOLF COURSE FRONTAGE, OCEAN VIEWS, GREAT STUDIO!
WAIKOLOA VILLAGE CONDO#E10: GOLF COURSE FRONTAGE, OCEAN VIEWS, GREAT STUDIO!
Condo
Waikoloa, HI, 96738, United States
1.3k from Waikoloa center

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

1 Bedroom2 Guests
9.0

Fabulous

47 reviews

$162
Average price / night
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The Best Ocean View in Waikoloa Village!!
The Best Ocean View in Waikoloa Village!!
Condo
Waikoloa Village, HI, 96738, United States
1.3k from Waikoloa center

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

1 Bedroom3 Guests
9.8

Exceptional

159 reviews

$318
Average price / night
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NEW! Extraordinary, Ocean View Retreat. Pool Golf Tennis Pickleball.
NEW! Extraordinary, Ocean View Retreat. Pool Golf Tennis Pickleball.
Condo
Waikoloa, HI, 96738, United States
1.4k from Waikoloa center

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

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$576
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Waikoloa.

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Waikoloa Vacation Rentals with Pool on the Map

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Waikoloa. If you plan on staying in the Waikoloa area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals wint Pool in Waikoloa

You can explore 1124 verified vacation rentals with a pool in Waikoloa. 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 Waikoloa vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $156 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Waikoloa 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 Waikoloa welcome pets. Currently, 2 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 Waikoloa often include additional outdoor features such as Pool, Wellness Facilities, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Waikoloa 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.