House vacation rentals in Pupukea

4.9 out of 5 average rating, 317 reviews

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

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!

A scenic view of a paved road lined with tall palm trees swaying gently in the breeze. Lush greenery and colorful tropical flowers frame the roadway, enhancing the natural beauty of the surroundings. Soft sunlight filters through the clouds, casting a warm glow over the landscape.

4.93 out of 5 average rating, 120 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!

4.9 out of 5 average rating, 161 reviews

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

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, 108 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.

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.

4.98 out of 5 average rating, 117 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.

4.92 out of 5 average rating, 48 reviews

A modern living room features a plush gray couch with decorative pillows, complemented by a round coffee table with a wireframe design. Natural light filters through sheer curtains, illuminating the space. A decorative vase and items on a wooden shelf add style to the inviting atmosphere.

Home in Haleiwa

A/C Surfer family home 3 minutes walk to the beach

Make amazing memories at this unique and family-friendly beach house recently add split A/C Through the House The House Is in the heart of North Shores 7 mile miracle. This 3 bed, 1 bath home is perfect for a family beach vacation with the beach walking distance away, shopping, snorkeling, restaurants, groceries and food trucks nearby. This cute beach house is a prime surfing location. Walk to pipeline and catch a breath taking sunset every evening. It’s a true surfers paradise

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.

4.95 out of 5 average rating, 103 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)

5 out of 5 average rating, 3 reviews

A resort setting features multiple swimming pools surrounded by tropical landscaping, with lounge chairs arranged under umbrellas. The backdrop includes palm trees and gently rolling waves, while a sunset casts warm hues across the sky, creating a serene and inviting outdoor atmosphere.

Home in Kahuku

Sunny Heaven 1 Bd Plus Loft

Beautiful second story end unit with a great location on 1st tee. FULLY AIR CONDITIONED, screened-in lanai overlooking first fairway of the Fazio golf course. Upgraded kitchen w/granite countertops, WIFI, ceiling fans throughout unit, Full size stackable washer and dryer for added convenience. Condo with King size bed in master bedroom, two Queen beds in loft, plus pull out couch in living area.. All linens/towels are provided. Community offers pool, tennis/pickleball courts

4.99 out of 5 average rating, 77 reviews

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

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) .

5 out of 5 average rating, 39 reviews

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

20% off Luxury Honeymoon Villa Beach & Pool Access

🌺 Romantic Oceanview Studio Villa at Turtle Bay Resort – Sleeps 4 Designed with romance and island flair in mind, this newly owned 1-bedroom studio villa at Turtle Bay Resort is the perfect retreat for couples, small families, or close friends. Wake each morning to the sound of ocean waves and tropical birds just outside your private lanai. Spend your days exploring five miles of secluded white sand beaches or simply relaxing in your peaceful island escape.

4.97 out of 5 average rating, 36 reviews

A modern kitchen is showcased, featuring a spacious island with transparent stools and marble countertops. Stainless steel appliances are neatly arranged alongside wooden cabinetry, while a window allows natural light to illuminate the space.

Home in North Shore

A/C Home Heart of Haleiwa !

This stylish place to stay is perfect for a family trip to paradise! Newly renovated 3 bed, 2 bath house awaits your arrival in the notorious surf town of Haleiwa. Walk to Haleiwa beach park, catch a wave at Ali'i Beach or drive a few minutes up the road to surf the 7 mile miracle of the North Shore. Explore the restaurants, food trucks and shops this quaint surf town has to offer; all just steps away. This will be an airbnb stay you will always remember!

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.