Pet-friendly holiday rentals in Kailua

Family Ocean Oasis, Hot Tub, 5 min drive to beach

Why guests LOVE our home? Why guests find it such a great VALUE? - Relaxing single-story 3BR in a gated community with oceanview pool and mountain views - Private hot tub & BBQ backyard for slow mornings and starry-night hangouts - Ideal for two or three families who want comfort and space for kids and grandparents. - Full kitchen, washer/dryer and filtered water help you save on dining and packing - Free parking for up to 5 cars - 5 min drive to uncrowded beaches and escape from Waikiki crowd

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 - King Bed & In-unit Washer and Dryer

Jewel in Sky near Hilton Hawaiian Village

Cozy quiet privately owned studio, view of ocean and Diamond-head crater. 7 min walk to beach! Next to famous Hilton Hawaii Village beach and lagoon. Address: 1920 AlaMoana Blvd. 17th floor, access to outdoor terrace / pool / laundry on 5th floor overlooking park. AC, fans, windows open for fresh air, bathtub, etc. Queen bed, cotton sheets, beach towels + many amenities, small "kitchenette". NOTE: Paid Parking only — in our building or next door. We take care of concerns immediately!

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

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.

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.

Aloha Living Near Ko’olina + WiFi/Sleeps 4

Our Guest House sits in a unique & safe neighborhood. You’ll have your own private entrance. Shared entrance will only be through the front gate. We live on the property, but Privacy is always respected. Ko’olina Beach Lagoons & Golf Course is just a 3 minute drive (Free Parking is usually available there for early bird beach goers), Shopping centers, grocery stores, and luaus. A great space for your island get away, especially away from the busy hustle & bustle of town life.

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub

Why guests love our cozy Makaha Valley home: Free parking for up to 3 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!

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

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