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

Honu Suite at La Bella’s-Walk to Beach-Licensed

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

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

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.

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

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!

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.

Aloha Pickleball Getaway | 2BR Kaneohe

Experience the comfort & style of this recently renovated 2-bedroom, 1-bath unit. Spanning over 1,000 sq ft with an open layout, this serene space is designed for relaxation. Both bedrooms are fitted with air conditioning to ensure optimal sleeping comfort. Enjoy breathtaking views of the Ko'olau mountains and glimpses of the ocean from the main bedroom. The owners reside on the property, ensuring a well-maintained and secure environment for your stay. MINIMUM 30 DAYS RENTAL

Hilltop cottage 2/1 serene tropical setting

You know you are in Hawaii when you stay at this tropical cottage. Serene hilltop setting. Beautiful mountain, city and ocean views. Fantastic central location to explore all of Oahu. Two bedrooms, each with Queen beds. One bathroom. Queen memory foam pullout sofa bed in living room. Ocean and mountain views! Wood floors, induction range, dishwasher, washer, dryer, covered deck, nestled in the trees. Modern updated interior. Avail for 30 day rentals.

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