Pet-friendly holiday rentals in Pupukea

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

Outdoor spaces · Walkability · Comfort

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

Walkability · Outdoor spaces · Getting around

🏝 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

Outdoor spaces · Walkability · Checkout

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!

Pets · Outdoor spaces · Check-in

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!

Walkability · Check-in · Checkout

"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. This beachfront condo has an absolutely incredible ocean view! Enjoy swimming, paddle boarding & snorkeling w/ 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, BBQ area & workout room. See you at the beach! Keep reading for important information!

Walkability · Outdoor spaces · Laundry

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.

Walkability · Outdoor spaces · Value

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.

Walkability · Pets · Amenities

Aloha Living Near Ko’olina + WiFi/Sleeps 4

Our Guest House sits in a unique & safe neighborhood. You’ll have your own private entrance. Shared entrance will only be through the front gate. We live on the property, but Privacy is always respected. Ko’olina Beach Lagoons & Golf Course is just a 3 minute drive (Free Parking is usually available there for early bird beach goers), Shopping centers, grocery stores, and luaus. A great space for your island get away, especially away from the busy hustle & bustle of town life.

Outdoor spaces · Walkability · Getting around

Support Top 10% Local Home Pool Spa Gym Ocean View

🌺 Mahalo for choosing to support a local family! 📸🌞⛱️ For a limited time! Free sunset beach family photoshoot included with your booking. Please inquire for more details! 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 small family or large group, our Hale (home) is the perfect fit for you. 💦💪🏻Community Pool, Spa & Fitness center 2 minute walk away🛁👙

Walkability · Condition · View

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.

Walkability · Amenities · Solo travel

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.

Walkability · Outdoor spaces · Kitchen