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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Koloa
  6.  Omao

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981 Best Vacation Rentals with Pool in Omao (Starting from $330)

Brand New Custom Bali Inspired Home in Kainani
Brand New Custom Bali Inspired Home in Kainani
House
Koloa, HI, USA
2.1k from Omao center

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

4 Bedrooms10 Guests
New to Booking
$2087
Average price / night
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4BR Bali Inspired Luxury Home in Kukuiula
4BR Bali Inspired Luxury Home in Kukuiula
House
Koloa, HI, 96756, United States
2.1k from Omao center

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

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$2911
Average price / night
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Poipu Shores 101A
Poipu Shores 101A
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
New to Booking
$593
Average price / night
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Marriott's Waiohai Beach Club : New Years week : 2 Bedroom, full amenities
Marriott's Waiohai Beach Club : New Years week : 2 Bedroom, full amenities
Apartment
Koloa, HI, 96756, United States
2.7k from Omao center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$1175
Average price / night
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Poipu Shores 207A
Poipu Shores 207A
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms5 Guests
New to Booking
$683
Average price / night
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Luxury Kukui’ula 4 master suites
Luxury Kukui’ula 4 master suites
House
Koloa, HI, 96756, United States
3.0k from Omao center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$2058
Average price / night
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Poipu Shores 107A
Poipu Shores 107A
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$454
Average price / night
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Ocean View Estate | Infinity Pool & Chef’s Kitchen | Hale Malie
Ocean View Estate | Infinity Pool & Chef’s Kitchen | Hale Malie
House
Koloa, HI, 96756, United States
3.2k from Omao center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, Pool

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$3012
Average price / night
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Poipu Shores 102A
Poipu Shores 102A
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms6 Guests
New to Booking
$509
Average price / night
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Luxury 6BR Ocean View Estate Home in Kukuiula
Luxury 6BR Ocean View Estate Home in Kukuiula
House
Koloa, HI, 96756, United States
3.3k from Omao center

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

6 Bedrooms12 Guests
New to Booking
$3705
Average price / night
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Poipu Shores 101B
Poipu Shores 101B
House
Koloa, HI, USA
3.0k from Omao center

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

1 Bedroom2 Guests
New to Booking
$638
Average price / night
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Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
House
Koloa, HI, 96756, United States
3.4k from Omao center

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

6 Bedrooms14 Guests
9.4

Superb

8 reviews

$3442
Average price / night
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Poipu Crater 23
Poipu Crater 23
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
New to Booking
$330
Average price / night
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Hale Ho'ouluulu: New Poipu Villa w/Pool/Ocean View
Hale Ho'ouluulu: New Poipu Villa w/Pool/Ocean View
House
Koloa, HI, 96756, United States
3.5k from Omao center

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

5 Bedrooms12 Guests
10.0

Exceptional

24 reviews

$2700
Average price / night
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Poipu Crater 24
Poipu Crater 24
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$330
Average price / night
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Architectural Stunner: Modern New Ocean-View Villa with Infinity Pool & Spa!
Architectural Stunner: Modern New Ocean-View Villa with Infinity Pool & Spa!
House
Koloa, HI, 96756, United States
3.5k from Omao center

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

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$2896
Average price / night
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Poipu Crater Ohana
Poipu Crater Ohana
House
Koloa, HI, USA
3.0k from Omao center

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

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$660
Average price / night
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Hale Hanohano by Gather: Luxury Poipu Estate w/ Pool, Spa, Lanais & Ocean Views
Hale Hanohano by Gather: Luxury Poipu Estate w/ Pool, Spa, Lanais & Ocean Views
House
Koloa, HI, 96756, United States
3.5k from Omao center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Kitchen, Microwave

6 Bedrooms16 Guests
New to Booking
$3003
Average price / night
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Manualoha 303
Manualoha 303
House
Koloa, HI, USA
3.0k from Omao center

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

1 Bedroom4 Guests
9.7

Exceptional

3 reviews

$388
Average price / night
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Hale Laule'a at Kukui'ula by Gather: 5BR Luxury Estate w/ Pool & Views
Hale Laule'a at Kukui'ula by Gather: 5BR Luxury Estate w/ Pool & Views
House
Koloa, HI, 96756, United States
3.5k from Omao center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Microwave, No Smoking

5 Bedrooms11 Guests
New to Booking
$2979
Average price / night
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Makahuena 1310
Makahuena 1310
House
Koloa, HI, USA
3.5k from Omao center

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

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$963
Average price / night
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Panoramic Ocean Views From Private Gated Estate
Panoramic Ocean Views From Private Gated Estate
House
Kaloa, HI, 96756, United States
3.5k from Omao center

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

1 Bedroom10 Guests
10.0

Exceptional

19 reviews

$3833
Average price / night
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Poipu Sands 312
Poipu Sands 312
House
Koloa, HI, USA
3.5k from Omao center

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

1 Bedroom4 Guests
9.0

Fabulous

3 reviews

$342
Average price / night
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Gorgeous Poipu Villa with Pool & Spa + Ocean Views
Gorgeous Poipu Villa with Pool & Spa + Ocean Views
House
Koloa, HI, 96756, United States
3.5k from Omao center

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

4 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$5498
Average price / night
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Hale Mahina Hou: Luxe 4BR Home w/ Ocean Views, Infinity Pool & Outdoor Seating
Hale Mahina Hou: Luxe 4BR Home w/ Ocean Views, Infinity Pool & Outdoor Seating
House
Koloa, HI, 96756, United States
3.5k from Omao center

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

4 Bedrooms12 Guests
9.6

Exceptional

5 reviews

$3868
Average price / night
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Hale Kaiʻopua at Kukui'ula: Modern Kauai Retreat w/ Private Pool & Lanai
Hale Kaiʻopua at Kukui'ula: Modern Kauai Retreat w/ Private Pool & Lanai
House
Koloa, HI, 96756, United States
3.6k from Omao center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$2446
Average price / night
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Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
House
Koloa, HI, 96756, United States
3.6k from Omao center

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

4 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$2839
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 Omao.

Stay Near Omao's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Omao Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 981 verified vacation rentals with a pool in Omao. 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 Omao vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $330 per night, with private pool homes and peak travel periods often costing more.

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

Some vacation rentals in Omao 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.