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

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864 Best Vacation Rentals in Omao (Starting from $150)

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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Private, Comfortable and Cozy with Distant Ocean and Mountain Views
Private, Comfortable and Cozy with Distant Ocean and Mountain Views
House
Koloa, HI, 96756, United States
0.9k from Omao center

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

1 Bedroom2 Guests
10.0

Exceptional

152 reviews

$150
Average price / night
Check Availability
The Turquoise Turtle- AC-Pool-Ocean View
The Turquoise Turtle- AC-Pool-Ocean View
Apartment
Koloa, HI, USA
2.6k from Omao center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$258
Average price / night
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Plantation Style Studio & Courtyard Garden In Koloa
Plantation Style Studio & Courtyard Garden In Koloa
Apartment
Koloa, HI, 96756, United States
1.9k from Omao center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Grill, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

155 reviews

$229
Average price / night
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Kolepa Kai
Kolepa Kai
House
Koloa, HI, USA
3.0k from Omao center

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

3 Bedrooms6 Guests
New to Booking
$466
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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Malia Makai - D - Dolphin
Malia Makai - D - Dolphin
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
New to Booking
$329
Average price / night
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Charming Cottage
Charming Cottage
Cottage
Koloa, HI, 96756, United States
2.2k from Omao center

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

2 Bedrooms5 Guests
10.0

Exceptional

119 reviews

$391
Average price / night
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Malia Makai - G - Starfish
Malia Makai - G - Starfish
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$292
Average price / night
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koolkondo Yoga Retreat Compound with Pool
koolkondo Yoga Retreat Compound with Pool
House
Koloa, HI, 96756, United States
2.3k from Omao center

AC, Free Parking, Internet, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
New to Booking
$1382
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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koolkondo Yoga Retreat Unit 1 with Pool
koolkondo Yoga Retreat Unit 1 with Pool
House
Koloa, HI, 96756, United States
2.3k from Omao center

AC, Free Parking, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$611
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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koolkondo Yoga Retreat Unit 2 with Pool
koolkondo Yoga Retreat Unit 2 with Pool
House
Koloa, HI, 96756, United States
2.4k from Omao center

AC, Free Parking, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$675
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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Beautiful ocean view Poipu 7 brs for 17!  60 yards to Beach!
Beautiful ocean view Poipu 7 brs for 17! 60 yards to Beach!
House
Koloa, HI, 96756, United States
2.6k from Omao center

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

7 Bedrooms17 Guests
New to Booking
$2961
Average price / night
Check Availability
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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2 Bedroom Condo in Poipu with Pool, Hot Tub, AC, Just steps to the Beach & Pools
2 Bedroom Condo in Poipu with Pool, Hot Tub, AC, Just steps to the Beach & Pools
Apartment
Koloa, HI, 96756, United States
2.7k from Omao center

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

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$969
Average price / night
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Poipu Makai Villas C1
Poipu Makai Villas C1
House
Koloa, HI, USA
3.0k from Omao center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$635
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 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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koolkondo Studio Cottage
koolkondo Studio Cottage
House
Koloa, HI, 96756, United States
2.8k from Omao center

AC, Free Parking, Internet, Kitchen, No Smoking, Pool

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$434
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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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
Check Availability
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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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
Check Availability
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
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 in Omao.

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Omao Vacation Rentals on the Map

Frequently Asked Questions

You can explore 864 verified vacation rentals in Omao. 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 Omao vary depending on the season, property size, and location. Rates typically start from around $150 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 Omao 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 Omao welcome pets. Currently, 2 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 Omao often include amenities such as Laundry, Internet, and Kitchen. 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.