Pet-friendly vacation rentals in Pupukea

🏝 North Shore Island Bungalow, Steps to Beach

Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of shops and restaurants. Enjoy island living with modern amenities. Surf, snorkel and swim with turtles at the beach across the street. INCLUDED > Smart TV + Neflix > Nespresso machine > Washer/Dryer/Dishwasher > Spacious lanai > Two designated workspaces + monitor > Local guidebook > Early checkin for direct bookings

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 - Turtle Bay - AC + 2 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 loves and uses the space ourselves, so we've furnished it with high-end pieces and thoughtful details that make every stay feel personal and cared for. Wake up to palm trees, and golf course views then walk or pedal two RadRunner Premium E-Bikes to legendary 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.

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

Why guests love our cozy Makaha Valley home: Our home is right next to the resort-style pool, spa, and fitness center. 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

Hula Hideout ~ Airbnb’s Favorite Home - Top 1%

Aloha and welcome to your ultimate Hawaiian retreat! Nestled just 2 miles from the world-famous Makaha Beach, our meticulously crafted hideout is a haven where luxury and nature harmoniously coexist. The warm, relaxing and spacious living areas are uniquely designed to immerse you in tranquility, with carefully selected furnishings that draw inspiration from our rich Island traditions. Experience the spirit of Hawaii while enjoying a seamless blend of luxury and nature's splendor.

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.

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

Private SPA, Sleep 12, Beach 5 min

Why do guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite homes.

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

Newly Renovated * Waikiki Beachside Retreat

Aloha!! Your Newly Renovated Waikiki Retreat! Just steps from the vibrant Kūhiō Beach, this modern 1BR gem offers a serene escape for up to 4 guests. Dive into relaxation with nearby dining, shopping, and beach adventures. Perfect for those seeking a blend of comfort and Hawaiian excitement. Book your unforgettable getaway now!