Pet-friendly holiday rentals in Kailua

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

Why guests love our cozy Makaha Valley home: Free parking for up to 4 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 Uncrowded beaches, trails, and great surf spots! Max Occupancy: 12 adults + 2 children

Support Local Pool Spa Gym Top 5% Family Friendly

🌺 Mahalo for choosing to support a local family! 📸🌞⛱️ For a limited time! Free sunset beach family photoshoot included with your booking. Please inquire for more 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. Beach is just 5 minutes away! Whether you are a small family or large group, our Hale is the perfect fit for you. 💦💪🏽 Community Pool, Spa & Fitness center 8 minute walk away 🛁

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!

Aloha Surf Condo - Private Deck - Pool - E-Bikes

Welcome to the Aloha Surf Condo at Kuilima Estates East, located within the Ritz-Carlton Turtle Bay Resort on Oʻahu’s North Shore. Our family uses the space ourselves, so we’ve furnished it with higher-end pieces and thoughtful details that make every stay feel personal, comfortable, and cared for. Wake up to palm trees and golf course views, then walk or ride two RadRunner Premium E-Bikes to iconic surf breaks, beaches, resort restaurants, the pool bar, and Turtle Bay’s scenic trails.

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.

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

Explore | Waikiki Walkable Escape~Surf, Hike, Dine

🌺 Aloha and Welcome to the top floor studio in Kuhio Village Tower 2—just steps from the best of Waikiki! Enjoy your own private condo with a King-size bed, private lanai, full bath, and free beach gear. Perfect for couples, solo travelers, or those seeking a convenient island home base. 🌴 Surrounded by amazing restaurants, local food trucks, and just a short stroll to Waikiki Beach and the International Marketplace—you can’t beat this location for the price!

Waikiki studio with balcony block from the beach

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.

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

DIAMOND ON DIAMOND HEAD

Located on the slope of Diamond Head, our apartment is at a walking distance of Waikiki beach, restaurants, nightlife, public transport. You’ll love my place because of the coziness, the location. I put a special attention on having the mattress spray monthly for bugs and also the apartment for insects. It is very important for me to offer a super clean, cozy, comfy and secure apartment. TA-182-790-8096-01