Pet-friendly vacation rentals in Kailua

Steps to ocean Beachfront•King Bed•WiFi + Parking

Aloha & Welcome!🌺 Escape to the peaceful beach countryside of Windward Oahu. It is like having your own private beach as your backyard! 🌊. One king bed and pull-out couch! Smart TV, partial kitchen with a portable 2 burner range. Sip your morning coffee by the window with the ocean breeze, and waves sounds, then head out to explore! Lounge by the pool, walk the quiet shore, or simply unwind in true Hawaiian style. Our pretty charming space offers the perfect island escape!🌺🌴Truly a Gem!!💎

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.

I NEED A VACATION!!! Waikiki Banyan, FREE PARKING

Our condo features two double beds in the bedroom, a queen size pull out sofa in the living room, providing plenty of sleeping space for everyone. Enjoy the convenience of a fully stocked kitchen, making it easy to prepare meals during your stay. Coin or pay through the PayRange mobile app laundry room on each floor. Your family will feel at home in our clean and comfortable condo. Relax on the lanai and take in the breathtaking sunsets- an experience you will treasure during your stay.

[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.

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!

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!

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek

Aloha and welcome to Yama (山)—your laid-back island hideaway named after the Japanese word for “mountain,” with Diamond Head standing proud and a peek of the ocean just outside your window. One block from the beach, this one-bedroom condo brings big island vibes with sage green and gold tones, high-end furniture, and cloud-soft 680+ thread count bedding. Stretch out with a king bed, queen sofa bed, 70” and 43” smart TVs, a chill workspace, and free garage parking. Paradise, upgraded.

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.

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)

Modern Magic is steps to Waikiki Beach Water

Waikiki Grand Boutique Hotel the friendliest and more quiet side of Waikiki. Our home is in a hotel. The studio unit makes an awesome home office 400 Wi-Fi 5-G. There is no free parking included with this apartment. Waikiki Grand Hotel front desk has parking spots for rent in the building. Residential areas around Kapiolani Park and along the beach side of Kalakaua Avenue is plenty of free street parking Park across the street at the Zoo with the metered parking lot

Haleaha Road - Steps to the Beach in Hau'ula

Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Steps from an uncrowded beach, enjoy lush scenery, local farms, hiking, golfing, surfing, kayaking, and much more. Local laws require a minimum 30-day booking, but you are not required to stay all 30 days. Please message us with any questions.

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