House vacation rentals in Pupukea

4.87 out of 5 average rating, 445 reviews

A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

Home in Kailua

Kailua Beach Park - 1 BR Cottage

Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!

4.91 out of 5 average rating, 107 reviews

Family Home, Center of North Shore, - Ocean Views!

Legal Nightly Vacation Rental in the heart of North Shore A cozy, island-style family home with 4 bedrooms plus a loft bedroom (5 rooms total). This home includes high-speed WiFi, an 85-inch smart TV, split-unit AC in every room, an outdoor shower, a tree-surrounded porch with sunset views. Walking distance to Waimea Bay and other scenic spots, & just a short drive to restaurants, grocery stores, & other activities. If not available on ur dates we have another family home, just message us!

Top guest favorite

4.93 out of 5 average rating, 127 reviews

Beautiful 4-BR Home| Near Beach| Mountain View

A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

A functional kitchenette featuring a full-size refrigerator, microwave, and wood countertops is visible. Comfortable leather chairs are positioned nearby, with a wooden table and stools complementing the space. Wall decor includes framed images reflecting a coastal theme, illuminated by warm lighting.

4.9 out of 5 average rating, 167 reviews

Fast wi-fi, AC, deck, parking, Private entrance

Welcome you to our home, where we made the perfect studio for professionals who work from home. Quiet and private setting with a dedicated Wi-Fi repeater, fast speeds, lots of natural lighting, and AC. Functional and very well thought of. Work from the cozy leather chairs, comfy bed, dining area or even from private gated deck. 2 minute walk to Starbucks. The studio is perfectly located at the entrance of Hale'iwa town in walking distance to the town's center and 10 min from the nearest freeway.

4.97 out of 5 average rating, 115 reviews

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Waikiki

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

A sandy beach curves along a clear, blue ocean, with gentle waves lapping at the shore. Sunbathers and swimmers are scattered across the beach, while umbrellas provide shade in certain areas. Lush green hills rise in the background, contrasting with the golden sands.

4.89 out of 5 average rating, 72 reviews

Steps to SURF and Beaches w/ Ocean Views!

Here on the North Shore, this unique Balinese influenced 2 leveled home is Located directly across the street, just steps from breathtaking beaches and epic surf spots Here you'll find yourself in the middle of Haleiwa and Pipeline. 3 mi in each direction. In the winter months the excitement of the Big surf draws spectators and surfers to this area. Historic Haleiwa Town you will find great restaurants, shops and amazing food trucks Farmers Markets. Placed in a nice quiet neighborhood.

Top guest favorite

4.96 out of 5 average rating, 144 reviews

Kalo Homes - Makaha's Hidden Gem

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

4.84 out of 5 average rating, 134 reviews

Home in Kaneohe

Private Kaneohe Bay suite-separate entry

Located a block from beautiful Kaneohe Bay with breath taking views of the ocean, Coconut Island, and the incredible Ko 'olau mountain range. Your own private entrance through french doors that opens up to a new and elegant 500 square foot master bedroom suite. The private bathroom has a new jacuzzi tub and separate shower. A new kitchenette has been installed for you to use. A new and clean area just for you. This neighborhood is very relaxing and quiet; a big suite in the country.

4.95 out of 5 average rating, 109 reviews

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)

A wooden deck overlooks the ocean, featuring two lounge chairs beside a woven basket filled with towels. A striped blue and white towel drapes over one chair, while gentle waves can be seen in the distance, framed by lush greenery.

4.99 out of 5 average rating, 83 reviews

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

4.94 out of 5 average rating, 79 reviews

An aerial view captures the sandy beach lined with umbrellas and lounge chairs. Soft waves lap against the shore, where sandy areas meet clear turquoise water. Palm trees provide shade alongside a nearby building, enhancing the inviting coastal atmosphere.

Home in Kahuku

Spectacular golf course front steps from the beach

Enjoy the amazing experience of staying at Turtle Bay without resort pricing! Our Kuilima West condo is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, and has all the amenities you need, parking, AC, free wifi More than 5 miles of secluded beaches, 3 private swimming pools, 2 private tennis and pickleball courts, charcoal BBQ, 2 PGA golf courses, horseback riding, activity rentals and fine dining all less than a 5 minute walk from your front door!

Superhost

A spacious living area features a large gray sectional sofa and a lighter gray loveseat, complemented by decorative pillows. A wooden coffee table occupies the center. Large windows allow natural light to fill the space, while a wall clock adds a touch of elegance.