Pet-friendly holiday rentals in Kailua

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

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!

Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub NEW

Why guests LOVE our home? Why guests find it such a great VALUE? - Free parking for 5 cars (save $40–$100/car nightly) - Private backyard & BBQ, full kitchen to cut dining costs, - Spacious single-story for large families, 3 bedroom, 9 beds, 2 bathroom, perfect for seniors and kids - Repeat guest favourite, peaceful spot near beaches & away from Waikiki crowds. - 24/7 Gated community with Oceanview pool, gym & mountain views, - Filtered water (no bottled runs), - Washer/dryer to travel light

Top 5% Family-Friendly Home By Beach -Honu Hideout

Welcome to our newest listing: Honu Hideout! Named after the Hawaiian sea turtle—our serene, ocean-inspired home is a tribute to this beloved creature, symbolizing wisdom, endurance, navigation, good luck, and protection. The honu is also seen as a spiritual guardian (aumakua) guiding voyagers home. Nestled in peaceful Makaha Valley, this cozy single-story, 3-d, 2-bth, offers the perfect blend of comfort and island charm. Minutes from Oahu’s westside beaches, hikes, and breathtaking sunsets.

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 🛁

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. Building Facade painting ongoing till mid Feb, balcony unavailable

"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!

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

[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.🏄‍♀️

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