
Pet-friendly vacation rentals in Kailua
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Top-rated pet-friendly home rentals in Kailua
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Honu Suite at La Bella’s-Walk to Beach-Licensed
No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

*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

Rootz Wagon - North Shore Oahu
A unique cultural staycation in Sacred Valley—skip light-polluted Honolulu & enjoy nature’s sounds! Tucked in a private oasis with soaring mountain views, this is an affordable, memorable stay near Oahu’s North Shore. Just a 10-minute walk to the beach & food trucks, with essentials nearby! All visitors are required to join our free 1 hour Mālama ʻĀina (care for the land) program as part of your ag land retreat. This is an Off-grid Chevy van with solar mini fridge, outdoor shower & camping stove

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.

Gateway to Lanikai in Kailua-Steps to Kailua Beach
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom home. Private and separate from the main house with ample living area, bathroom, large kitchen area & outdoor patio, for indoor-outdoor living. The split AC, tile flooring and covered parking make this a comfortable beach retreat.

[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!

"Tropical Beach Vibes" Waterfront Condo w/ Kitchen
SUPER SPECIAL!! Welcome to one of the nicest white sand beaches on the island! This is a simple cozy condo w/ 2 queen beds & kitchen. This beachfront condo has an absolutely incredible ocean view! Enjoy swimming, paddle boarding & snorkeling with turtles & tropical fish right out front! Private lanai to sip your morning coffee & enjoy the amazing sunrises! Kitchen, washer/dryer, extra bed in living room too! Pool, umbrellas, BBQ area & workout room. FREE parking! See you at the beach!

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)

Wild Wonderful Studio
Waikiki Grand Hotel boutique Condo/Hotel. Units are individually owned. The unit is cozy, with a great lanai for dining and people-watching. It is steps from Waikiki Beach across from the Honolulu Zoo. Music lovers' delight. Piano music in the lobby and a lively bar and grill on the 2nd floor. Metered parking at the zoo. Free street parking along the beach. Great look out picnic veranda on the 10th floor. Great offload ramp on the Lemon Street side of the building Enjoy

[TOP PICK] Waikiki 2BR Condo | Near Beach & Dining
🌟 Welcome to your Waikiki getaway! 🌴 This modern 2-bedroom, 2-bath vacation rental condo is perfectly located on Kuhio Avenue, just steps from Waikiki Beach. Enjoy easy access to surfing, shopping, dining, and nightlife, all within walking distance. Relax in a spacious condo with a full kitchen, and all the comforts of home. Ideal for families, couples, or friends looking to experience the best of Honolulu and Oahu.🏄♀️
Popular amenities for Kailua pet-friendly home rentals
Pet-friendly house rentals

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

Ocean view pool, 5 mins to Beach, Private Backyard

@Marbella Lane - Blissful Studio in Makaha

Villa Aloha · 4 Bed+Pool · Sleeps 10 adults 2 kids

@ Marbella Lane - Paradise Point close to beaches

@ Marbella Lane - Mesmerizing Ocean + MT Views

Ocean Breezy Home in North Shore

@ Marbella Lane - Pōmaika'i Ocean Love Paradise
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

Surfers delight! 2 blocks to beach, kitchen&pool!

WG 922 with Full Kitchen

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

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

Close 2 Beach Entire Guest Suite

Modern Magic is steps to Waikiki Beach Water

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek

Waikiki View, Resort Area, Apt.

King Suite w/ Lanai + Washer/Dryer

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

#Heart of Waikiki! Studio Near shopping area!
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 CAD | $329 CAD | $227 CAD | $308 CAD | $308 CAD | $286 CAD | $283 CAD | $320 CAD | $325 CAD | $241 CAD | $241 CAD | $282 CAD |
| 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 vacation rentals that are pet-friendly in Kailua

Total vacation rentals
Explore 40 vacation rentals in Kailua

Nightly prices starting at
Kailua vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Kailua vacation 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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