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

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Nami, meaning "waves" in Japanese, symbolizing resilience and the ever-changing nature of life, is an integral part of the vibrant Hawaiian and Japanese culture surrounding Waikiki Beach. Our Nami Suite with breathtaking ocean view is 1 block away from Waikiki Beach. The renovated interior and upscale accommodations include a full kitchen in a spacious 600 sq ft one bedroom, beach equipment, and FREE parking. Book your stay with us and create unforgettable memories by the ocean's edge in Oahu

Newly Renovated Waikiki 1 Bedroom in Nice Location

A perfect getaway for couples or small families! This newly renovated, bright and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park. Enjoy from the large balcony, you'll be treated to breathtaking panoramic views of Hawaii's mountain and city life. Have fun with the whole family at this stylish newly renovated place. Just steps from Waikiki Beach and Kapiolani park - a true Hawaiian paradise. Enjoy a clean, cozy place where ocean, park and paradise meet.

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!

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 high-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-Lic. B&B

La Bella’s B&B is a luxury island retreat on O‘ahu’s beautiful windward side, blending farmhouse charm with beach elegance. Two private suites are available, each with a private entrance, bathroom, kitchenette, AC, luxury bedding Wi‑Fi, and parking. The spacious Nai‘a Suite features a king bed and relaxing atmosphere perfect for couples or small families. Enjoy beautiful gardens, beach gear, nearby shops and eateries, and a short walk to the beach with warm onsite hosts.

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.

Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub

Welcome to Lani Kai Villa, your serene sanctuary in the heart of Mākaha Valley! This spacious retreat offers breathtaking mountain and ocean views from every room, blending luxury with serenity. Whether you're prepping local catches in the stylish chef’s kitchen or relaxing in the breezy, open-plan lounge, the home is designed for effortless social connection. Enjoy world-class beaches just minutes away and return to your private oasis to watch the sunset.

Amazing Lanikai Beachfront Guest House!!

Bordering on Lanikai beach this Beautiful two story, three bedroom home has plenty of room to spread out. Panoramic view from Mokulua Islands to Kailua Bay, with breath taking Sun Rises. Taxes are included in the Daily Rate, Weekly Rate and Monthly Rates. There is a 30 day minimum stay. GE Tax 4.712% and Transient Tax 14.25% these are local and state taxes. TA# (PHONE NUMBER HIDDEN) (URL HIDDEN) GE# (PHONE NUMBER HIDDEN)

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

@Marbella Lane - 7BR home w/ Mountain+Ocean Views

Experience a tropical paradise in Makaha Valley with two stylish vacation homes. Unwind in serene comfort in the private community, enjoying ocean and mountain views. Conveniently access beaches, surf spots, and hiking trails for your Hawaiian adventure. Create lasting memories in this tranquil oasis, where two houses offer the perfect blend of relaxation and exploration.