House vacation rentals in Pupukea

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Top-rated house rentals in Pupukea

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Guest favorite

The beach features soft, golden sand stretching alongside clear turquoise waters. Lush greenery lines the shore, providing a natural backdrop. Gentle waves lap against the rocks near the water's edge, while distant mountains are visible under a partly cloudy sky.

Home in Kailua

4.9 out of 5 average rating, 310 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is 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 two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/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 shower, sink and plumbing fixtures April 2022!

Guest favorite

A spacious living area features a mixture of modern and inviting furniture. Two comfortable sofas are arranged around a wooden coffee table, with decorative pillows adding color. An outdoor view is visible through large windows, while a dining area with a table and chairs completes the space.

Home in Waianae

4.92 out of 5 average rating, 115 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!

Guest favorite

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.

Home in North Shore

4.9 out of 5 average rating, 159 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.

Guest favorite

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

4.98 out of 5 average rating, 105 reviews

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.

Guest favorite

A spacious living area features a comfortable white sofa and a light wooden coffee table. A flat-screen TV is mounted on the wall, while sliding glass doors lead to a lush outdoor area with greenery. Soft natural light filters through the curtains.

Home in Kahuku

5 out of 5 average rating, 38 reviews

New Ground Floor Luxury Honeymoon Villa near beach

This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers. Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa at Turtle Bay Resort. You will awaken each morning to the sounds of ocean waves and tropical birds just a few steps from your lanai in this small piece of paradise. Later in the day, take a secluded walk down five miles of white sand beaches, enjoying the company of monk seals and whales just off-shore.

Guest favorite

The image captures a modern home set against a vibrant sunset sky, with hues of pink and orange. Lush green grass surrounds the property, which features a welcoming entrance and a three-car garage. Nearby mountains are visible in the background, enhancing the serene atmosphere.

Home in Waianae

4.98 out of 5 average rating, 114 reviews

Kalo Homes ~ Makaha Valley Oasis!

Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

Guest favorite

A golden beach at sunset is framed by tall palm trees and gentle waves. Smooth, dark rocks are visible along the shoreline, contrasting with the soft sand. The tranquil scene embodies a serene atmosphere, inviting restful moments amidst nature.

Home in Kahuku

4.95 out of 5 average rating, 38 reviews

Ocean Pearl

Ocean Pearl is a luxurious retreat nestled in the heart of scenic Turtle Bay Resort, offering a perfect blend of comfort, convenience, and breathtaking views. With three full bedrooms and two full Jack & Jill bathrooms, this spacious abode provides ample accommodation for families or groups seeking an unforgettable getaway. As you step inside, you're greeted by a warm and inviting atmosphere, featuring a 3 bedroom home with ample space. Tasteful decor and modern amenities throughout.

Superhost

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

Home in Waianae

4.95 out of 5 average rating, 102 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)

Guest favorite

Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.

Home in North Shore

4.99 out of 5 average rating, 77 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) .

An outdoor dining area is featured, showcasing a spacious table with an umbrella. Surrounding the table are several dark wood chairs. In the background, a door and windows of a light-colored building create a relaxing atmosphere. A small barbecue grill is positioned nearby.

Home in Kaneohe

4.85 out of 5 average rating, 324 reviews

Hale Koolau(30day)

Welcome to Island Living!!Our 2 bedroom home sits on a quiet street. Full kitchen with granite counter tops, 2 full bathrooms, washer-dryer & parking. BBQ area, with views of the beautiful Koolau mountain range. Shopping and dining within 5 - 10 minutes drive. About 40 min to get anywhere on Oahu. This property may/may not be rented for less than 30 days, however we are offering it at a 50% +discount for31 + days. Price will be adjusted based on the number of days.

Guest favorite

The living area features a comfortable seating arrangement with a rattan sofa and coffee table, situated on a textured area rug. A staircase leads to the loft area, with wooden railings and ample natural light enhancing the open design. Decor includes wall art and tropical accents.

Home in Kahuku

4.94 out of 5 average rating, 16 reviews

Peek-a-Boo Ocean View

Reconnect with loved ones in this family-friendly place. My unit is on the West side and is a 10 minute walk by to Turtle Bay Resort by sidewalk. Resort has restaurants and dining, the beach, family-friendly activities, nightlife. The pool at the resort is for Hotel guests only. Our condo has Cable TV'S in all rooms with upper channels. We will be charging you a $250 security deposit on booking. If there is no damages the $ will go back to your account.

Superhost

An aerial view captures a sandy beach stretching along the coast, bordered by clear turquoise waters. Colorful umbrellas dot the beach, while small boats can be seen in the water. Lush green hills rise in the background, complementing the scenic landscape.

Home in Makaha Valley

4.91 out of 5 average rating, 111 reviews

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

Enjoy time w/family at this new 3 bdr 2.5 bath house in the mountains of Makaha Valley in a gated community. Minutes from year round surf&golf. This is a LEGAL vacation rental. Private yard on perimeter lot with unobstructed ocean&mountain views & just a few min. drive to clean, sand bottom beaches. Please note there is an attached studio on the property but everything is separate&private. Any combination of 10 guests is OK as long as no more than 8 adults.