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.

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Top guest favourite
A breathtaking ocean view is framed by large windows, showcasing vibrant colors of the sunset reflecting on the water. The horizon extends into the distance, where boats can be seen navigating the tranquil sea, alongside nearby high-rise buildings.
Apartment in Waikiki
5 out of 5 average rating, 72 reviews

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Nami, meaning "waves" in Japanese, symbolizing resilience and the ever-changing nature of life, is an integral part of the vibrant Hawaiian and Japanese culture surrounding Waikiki Beach. Our Nami Suite with breathtaking ocean view is 1 block away from Waikiki Beach. The renovated interior and upscale accommodations include a full kitchen in a spacious 600 sq ft one bedroom, beach equipment, and FREE parking. Book your stay with us and create unforgettable memories by the ocean's edge in Oahu

Guest favourite
Flat in Hauula
4.82 out of 5 average rating, 17 reviews

Steps to ocean Beachfront•King Bed•WiFi + Parking

Aloha & Welcome!🌺 Escape to the peaceful beach countryside of Windward Oahu. It is like having your own private beach as your backyard! 🌊. One king bed and pull-out couch! Smart TV, partial kitchen with a portable 2 burner range. Sip your morning coffee by the window with the ocean breeze, and waves sounds, then head out to explore! Lounge by the pool, walk the quiet shore, or simply unwind in true Hawaiian style. Our pretty charming space offers the perfect island escape!🌺🌴Truly a Gem!!💎

Guest favourite
Flat in Waikiki
5 out of 5 average rating, 5 reviews

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

Guest favourite
A panoramic view highlights the vibrant waters of Waikiki Beach, with golden sands and a lively shoreline filled with beachgoers. The iconic Royal Hawaiian Hotel is visible, along with several colorful umbrellas and lounge chairs along the beachfront. The serene ocean reflects a clear blue sky.
Apartment in Waikiki
4.94 out of 5 average rating, 51 reviews

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.

Guest favourite
A balcony view reveals a mix of urban high-rises and glimpses of the ocean. Lush palm trees line the foreground, while a parking area is visible below. The sky is bright with a few scattered clouds, enhancing the serene atmosphere of the surroundings.
Apartment in Waikiki
4.91 out of 5 average rating, 116 reviews

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.

Top guest favourite
Cottage in Makaha Valley
5 out of 5 average rating, 78 reviews

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🛁👙

Guest favourite
A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.
Apartment in Waikiki
4.97 out of 5 average rating, 149 reviews

[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.

Guest favourite
Two individuals are positioned on stand-up paddleboards in a serene body of water. Lush greenery surrounds the water, with palm trees and other foliage visible in the background under a bright blue sky with scattered clouds.
Tiny home in North Shore
4.91 out of 5 average rating, 332 reviews

Mango Garden Cottage

This garden cottage is surrounded by mango trees, a garden and a ranch. The living space is a tiny home and it has a large separate tiled bathroom and showers about 5 ft away all within the private yard and private gate. Listen to the surf at night or the natural sounds of trees during the day. There is a yard to relax in when you're not at the beach. Your garden cottage is separate from the property's house and located in the center of the north shore. This is an ideal spot next to town!

Guest favourite
A king size four-poster bed is featured in a room with green accent walls and natural decor. A desk with an adjustable height chair and a smart TV are present, while a kitchenette is visible in the background. Soft lighting creates a warm ambiance.
Apartment in Waikiki
4.81 out of 5 average rating, 144 reviews

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!

Top guest favourite
A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
5 out of 5 average rating, 103 reviews

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.

Top guest favourite
A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.
Home in Makaha Valley
4.96 out of 5 average rating, 114 reviews

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)

Guest favourite
A spacious studio with a light color palette features a plush, tufted headboard above a large bed adorned with fresh linens. A circular ottoman sits at the foot of the bed, and a small round table is placed beside it. The kitchenette is to the right with bar stools along the counter.
Apartment in Waikiki
4.74 out of 5 average rating, 229 reviews

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

Popular amenities for Kailua pet-friendly home rentals

When is the best time to visit Kailua?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$233 SGD$314 SGD$217 SGD$294 SGD$294 SGD$273 SGD$271 SGD$306 SGD$310 SGD$230 SGD$230 SGD$269 SGD
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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!

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