Owner Direct Pet Friendly Rentals in Kailua

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  3.  USA

  4.  Hawaii

  5.  Kailua

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26 Kailua Pet Friendly Rentals From $149

Traveling with your dog or pet to Kailua? Discover a welcoming collection of rental homes, rustic cabins, and condos that happily accommodate animals. Owner Direct lets you easily evaluate verified properties with spacious layouts for the entire family.

Beachfront spectacular Kailua beach
Beachfront spectacular Kailua beach
House
Kailua, Hawaii, USA
0.9k from Kailua center

Breakfast, Internet, Private Beach, Balcony/Terrace, View, Kitchen, Air Conditioner

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1224
Average price / night
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Pilipu Palms 2
Pilipu Palms 2
House
Kailua, HI, 96734, United States
0.8k from Kailua center

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

3 Bedrooms5 Guests
New to Booking
$789
Average price / night
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Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Apartment
Kailua, HI, USA
0.9k from Kailua center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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Newly Upgraded Private Home in Kailua
Newly Upgraded Private Home in Kailua
Villa
Kailua, Hawaii, USA
3.5k from Kailua center

Pet Friendly, Internet, Air Conditioner, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$170
Average price / night
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Family cottage available July 17-August 1.
Family cottage available July 17-August 1.
Cottage
Kailua, HI, 96734, United States
0.9k from Kailua center

AC, Dryer, Internet, Laundry, No Smoking, Washer

3 Bedrooms7 Guests
New to Booking
$323
Average price / night
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Waimanalo Beach Cottages
Waimanalo Beach Cottages
Cabin
Waimanalo, HI, USA
8.8k from Kailua center

Accommodations, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay, Self-catering

39 Bedrooms50 Guests
8.8

Fabulous

51 reviews

$507
Average price / night
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Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
Apartment
Kailua, HI, 96734, United States
1.0k from Kailua center

AC, Dryer, Internet, Kitchen, Laundry, Living Area, No Smoking, TV, Washer

New to Booking
$149
Average price / night
Check Availability
Steps to Kailua Beach • Relaxing 3BR Oasis • Fenced Yard
Steps to Kailua Beach • Relaxing 3BR Oasis • Fenced Yard
House
Kailua, HI, 96734, United States
1.0k from Kailua center

Crib, Dryer, Free Parking, Internet, Laundry, Living Area, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$347
Average price / night
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Coconut Grove Cottage, Walk to Beach and Downtown
Coconut Grove Cottage, Walk to Beach and Downtown
House
Kailua, HI, 96734, United States
1.0k from Kailua center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$274
Average price / night
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Coconut Grove Kailua Vacation Home
Coconut Grove Kailua Vacation Home
House
Kailua, HI, 96734, United States
1.0k from Kailua center

AC, Barbecue, Free Parking, Internet, Microwave, No Smoking, TV

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$278
Average price / night
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Luxury Coconut Grove, Kailua Vacation Home
Luxury Coconut Grove, Kailua Vacation Home
House
Kailua, HI, 96734, United States
1.0k from Kailua center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$421
Average price / night
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Gorgeous Kailua Waterfront Apartment
Gorgeous Kailua Waterfront Apartment
Apartment
Kailua, HI, 96734, United States
1.3k from Kailua center

Dryer, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$381
Average price / night
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Tradewind Bungalow, in Kailua on Oahu
Tradewind Bungalow, in Kailua on Oahu
House
Kailua, HI, 96734, United States
1.3k from Kailua center

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

2 Bedrooms6 Guests
9.8

Exceptional

146 reviews

$198
Average price / night
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Luxury beachfront villa on a world class beach in Kailua, HI
Luxury beachfront villa on a world class beach in Kailua, HI
House
Kailua, HI, 96734, United States
1.6k from Kailua center

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

6 Bedrooms18 Guests
10.0

Exceptional

2 reviews

$4476
Average price / night
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Luxury Beach Cottage in charming Kailua
Luxury Beach Cottage in charming Kailua
Cottage
Kailua, HI, 96734, United States
1.7k from Kailua center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Laundry, Living Area

1 Bedroom6 Guests
New to Booking
$291
Average price / night
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The Cicak Shack - a perfect beach hideaway
The Cicak Shack - a perfect beach hideaway
Apartment
Kailua, HI, 96734, United States
1.8k from Kailua center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$184
Average price / night
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Wake to the waves at “The Eddie” - 3 bed/2 bath
Wake to the waves at “The Eddie” - 3 bed/2 bath
House
Kailua, HI, 96734, United States
2.0k from Kailua center

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

3 Bedrooms8 Guests
New to Booking
$318
Average price / night
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Lanikai Luxury 5 Bedroom Beachfront Estate - August & September SPECIAL DEAL
Lanikai Luxury 5 Bedroom Beachfront Estate - August & September SPECIAL DEAL
House
Kailua, HI, 96734, United States
2.2k from Kailua center

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

5 Bedrooms14 Guests
New to Booking
$2120
Average price / night
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Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!
Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!
Apartment
Kailua, HI, 96734, United States
2.2k from Kailua center

Free Parking, Internet, No Smoking

New to Booking
$164
Average price / night
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Waterfront Lanikai Beach Compound
Waterfront Lanikai Beach Compound
House
Kailua, HI, 96734, United States
2.4k from Kailua center

Extra Bed, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Grill, Patio, TV

5 Bedrooms20 Guests
New to Booking
$804
Average price / night
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Kailua Condo / Townhouse on Oahu 30 day period 7 day min
Kailua Condo / Townhouse on Oahu 30 day period 7 day min
Apartment
Kailua, HI, 96734, United States
2.9k from Kailua center

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

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$413
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 Pet-Friendly Rentals in Kailua.

Stay Near Kailua's Top Attractions

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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 Kailua. If you plan on staying in the Kailua area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet-Friendly Rentals in Kailua

You can explore 26 verified pet-friendly rentals in Kailua. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Kailua vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $149 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Kailua may have weight or breed restrictions, while others are more flexible. It's recommended to review the property's house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Kailua include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Kailua may include amenities such as Pet Friendly, Wellness Facilities, and Bedding/Linens. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.