
Pet-friendly holiday rentals in Kailua
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Kailua
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Ocean View Luxury w/ Free Parking + Washer & Dryer
One of the nicest units in the building with amazing Ocean view. Bright and newly renovated, this stunning condo is located in the iconic Executive Center building in downtown Honolulu, just steps from Financial District - Panoramic Ocean views from 20th floor! - Prime location near Chinatown, Historic Art District, & Pacific University - Secure building with Private FREE parking (saving of $35 per Day!) - Large outdoor Pool & Jacuzzi - High-speed internet - In-unit laundry w/ Washer and Dryer

Ocean & Marina View Suite
Discover our waterfront 1BR marina apartment, which features a family-friendly balcony. Unlike typical slivers in the Ilikai marina, this is a true outdoor living space! Imagine breakfasts with marina views, sunset dinners, and Friday fireworks. Inside, find modern comfort: a well-equipped kitchen for family meals, a cozy living area for movie nights, and a tranquil bedroom. Relax in the quiet ambience of the marina's charm. Create lasting family memories in this exceptional waterfront retreat

Ocean Front Spectacular Condo
Situated directly across from Waikiki beach, with direct panoramic views of the Pacific Ocean, sandy shores, gentle waves, popular surf spots, and the iconic Royal Hawaiian Hotel, this prestigious high-floor hotel condominium is a Hawaii retreat you don't want to miss. Beautifully renovated in 2022 with upgraded flooring, furnishings, high-end cabinetry, modern fixtures, stainless appliances and more. A spacious 2 bedroom, 2 bath, 1,092 sq.ft. floor plan opens up to a 171 sq.ft. covered lanai.

I NEED A VACATION!!! Waikiki Banyan, FREE PARKING
Our condo features two double beds in the bedroom, a queen size pull out sofa in the living room, providing plenty of sleeping space for everyone. Enjoy the convenience of a fully stocked kitchen, making it easy to prepare meals during your stay. Coin or pay through the PayRange mobile app laundry room on each floor. Your family will feel at home in our clean and comfortable condo. Relax on the lanai and take in the breathtaking sunsets- an experience you will treasure during your stay.

Support Local Pool Spa Gym Top 10% Family Friendly
🌺Mahalo for choosing to support a local family! For a limited time, a FREE professional photoshoot is included with your booking to capture your Hawaiian memories. Please inquire for details. 📸 We know you have many options, but we promise you will be pleased with your decision to stay in our quiet, peaceful, and family-friendly home. Whether you are small family or large group, our Hale (home) is the perfect fit for you. 💦💪🏻Community Pool, Spa & Fitness center 8 minute walk away🛁👙

[Rare] Premier Ocean and Diamond Head Views 33 FL
Celebrating the 2025 Festive Season with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included * Based on availability. -- The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

Waikiki Living
King Size 4 Post Bed, Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki! Enjoy views of Ala Wai canal, Ko'olau mountains and the park on Aloha Drive from spacious lanais, including your own private one. Equipped with A/C, smart TV, microwave and a full kitchen to help make your stay in Waikiki magical! Gaming Chair with adjustable height desk, diffuser. Limited Parking sometimes available at the building for an additional $20/night. Inquire with me for availability!

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek
Aloha and welcome to Yama (山)—your laid-back island hideaway named after the Japanese word for “mountain,” with Diamond Head standing proud and a peek of the ocean just outside your window. One block from the beach, this one-bedroom condo brings big island vibes with sage green and gold tones, high-end furniture, and cloud-soft 680+ thread count bedding. Stretch out with a king bed, queen sofa bed, 70” and 43” smart TVs, a chill workspace, and free garage parking. Paradise, upgraded.

Nai’a Suite at La Bella’s-Walk to Beach-Licensed
La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14
Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

Modern Magic is steps to Waikiki Beach Water
Waikiki Grand Boutique Hotel the friendliest and more quiet side of Waikiki. Our home is in a hotel. The studio unit makes an awesome home office 400 Wi-Fi 5-G. There is no free parking included with this apartment. Waikiki Grand Hotel front desk has parking spots for rent in the building. Residential areas around Kapiolani Park and along the beach side of Kalakaua Avenue is plenty of free street parking Park across the street at the Zoo with the metered parking lot

King Bed | Ocean View | Steps to Waikiki Beach
Best of Waikiki! Located in the Waikiki Grand Hotel. Just steps to ocean & Honolulu Zoo ½ mi to Waikiki Aquarium (5-10 min walk) ½ mi to International Marketplace (5-10 min walk) 1 ½ mi to Diamond Head State Monument Hike ☀Diamond Head and OCEAN VIEWS, amazing Lanai views ☀Steps to the beach, great running, & swimming areas. ☀King-sized bed ☀Microwave & mini fridge, Keurig Coffee Maker ☀Walk to Surf Lessons
Popular amenities for Kailua pet-friendly home rentals
Pet-friendly house rentals

ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!

Hawaii Oceanfront Beach House Paradise on the

@Marbella Lane - Blissful Studio in Makaha

Ocean view pool, 5 mins to Beach, Private Backyard

Rustic Beach House on the Ocean

@ Marbella Lane - Mesmerizing Ocean + MT Views

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

@ Marbella Lane - Serene & Lovely MT + Ocean Views
Pet-friendly home rentals with a pool

Ocean view !! The best location in waikiki!

Cozy Studio in Center of Waikiki w/ Free parking

@ Marbella Lane - Waikiki Studio | Beach 15 Steps

Tropical Beach Vibes Waterfront Condo!

Waikiki apt, wifi kitchen, pool! sleep 6-8!

Waikiki Ocean Fantasy |Free Parking|Beach Supply

Waikiki studio•high rise views•free onsite parking

1107 Waikiki 6 Beds FREE Parking Floor 11
Private, pet-friendly home rentals

Waikiki 1 brm with 1 parking 5min walk to theBeach

Cozy 1BR w/full size kitchen & free parking

Support Top 10% Local Home Pool Spa Gym Ocean View

Honu Suite at La Bella’s-Walk to Beach-Licensed

*RARE* Nami 1BR SUITE | Luxurious Ocean View

King Suite w/ Lanai + Washer/Dryer

King Bed | Ocean View |Steps to Beach | FAST WiFi

#Central area,Waikiki ! Comfort&Reasonable stay!
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $232 SGD | $313 SGD | $217 SGD | $294 SGD | $294 SGD | $273 SGD | $270 SGD | $305 SGD | $309 SGD | $230 SGD | $230 SGD | $269 SGD |
| Avg. temp | 22°C | 22°C | 23°C | 24°C | 24°C | 26°C | 26°C | 27°C | 26°C | 26°C | 24°C | 23°C |
Quick stats about holiday rentals that are pet-friendly in Kailua

Total holiday rentals
Explore 40 holiday rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Kailua holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua rentals

4.8 Average rating
Kailua stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Kailua Beach
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