Pet-friendly holiday rentals in Kailua

Oahu Perfect Vacation #1 Family Home, Pool Hot Tub

Ohana Paradise! Why guests love our cozy Makaha Valley home: Free parking for up to 5 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Short drive to uncrowded beaches, hiking trails, and great surf spots!

Haku Hideout ~ Top 5% Home on Airbnb!

Rooted in the heart of the islands and inspired by the traditional haku lei poʻo — a handcrafted Hawaiian flower crown symbolizing love and celebration — Haku Hideout is a space of intention. Designed for gathering, reconnecting, and marking meaningful moments, this home blends island tradition with comfort and serenity, embraced by the natural beauty, mountain views, and quiet rhythm of Makaha Valley on Oʻahu’s West Side, just minutes from pristine beaches and golden sunsets and ocean breezes.

Newly Renovated Waikiki 1 Bedroom in Nice Location

A perfect getaway for couples or small families! This newly renovated, bright and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park. Enjoy from the large balcony, you'll be treated to breathtaking panoramic views of Hawaii's mountain and city life. Have fun with the whole family at this stylish newly renovated place. Just steps from Waikiki Beach and Kapiolani park - a true Hawaiian paradise. Enjoy a clean, cozy place where ocean, park and paradise meet.

Support Local Pool Spa Gym Top 5% Family Friendly

🌺 Mahalo for choosing to support a local family! 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 a small family or large group, our Hale (home) is the perfect fit for you. 3/26/2026 update: Our property has been unaffected by the recent historic flooding on O'ahu, and guests can enjoy a safe and comfortable stay. 💦💪🏽 Community Pool, Spa & Fitness center 8 minute walk away 🛁

Gardenia @ Ke Iki Beach Bungalows~Yoga~Sauna, AC

Beachfront Bungalows on Oahu’s iconic North Shore. Guests enjoy romantic sunsets on an acre and a half of palm-fringed beachfront over looking the incredible Ke Iki Beach. All our beachfront bungalows have been fully remodeled and they all have beautiful ocean and sunset views. The legendary "Ke Iki Beach Bungalows" has been operating with Aloha since 1952, look us up online to read our great reviews. NEW, join us for free daily yoga classes on our outdoor yoga deck+Sauna and Cold plunge.

"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!

Family Haleiwa home — welcoming 3BR

Aloha. Our Haleʻiwa home has three bedrooms (1 Cal king, 2 queens), AC throughout, and a kitchen for meals together. Relax in the living areas, rinse off after the beach in the outdoor shower, or enjoy quiet evenings outside. Steps from shops and town, our home is cared for and comfortable. Whether you’re visiting home, reuniting with family, or marking a special moment, we welcome you to feel at home here in Haleʻiwa. Listing complies with all local transient accommodation rules.

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.

Waikiki studio with balcony block from the beach

No extra fee Value-packed studio with lots of amenities in this well-maintained and secure building in Waikiki. Centrally located in popular Waikiki--a short 5-minute walk to the best beaches and the upscale Ala Moana Shopping Mall and Kakaako districts and then come home and relax on your private lanai. Lots to do within easy walking distance from this studio, including many free tourist attractions, popular sightseeing tours, dining, theaters, beaches, and shopping galore.

Waikiki Magic

Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki. Enjoy views of the Ko’olau Mountains, Ala Wai Blvd and the new park on Aloha Ave from spacious lanais. Equiped with A/C, a smart TV, microwave, stove, sink and on tap filtered water to make you're stay magical! Newly renovated with stone floors and cedar plank ceiling, your cozy spot in the sky awaits! Limited Parking sometimes available for additional $20/night. Inquire of availability ahead of time

Sleep 12, Hot Tub, Beach 5 min | Oahu West Side

Why guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite home

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