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, 302 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, 105 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!

Superhost

A spacious living room features a light-colored leather sofa and two gray chairs, complemented by a modern coffee table. Natural light enters through multiple windows, highlighting a vibrant piece of art and potted plants that enhance the inviting atmosphere.

Home in Waianae

4.86 out of 5 average rating, 42 reviews

Misty Mountain - Minutes to Beach!

Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. A few minutes' drive to the beach. The most indigenous feel of Hawaii nearby. Electric & Makaha beach & Sunset hiking in Maili Pink Pill Box is popular to many. It is a brand-new home with new furniture, ACs, TVs & a full kitchen. Special Declaimer: 1. It is a brand-new house with 3-bedroom 2.5-bath in a gated community. 2. Owner is a licensed real estate agent with Coldwell Banker Realty.

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, 100 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 comfortable sleeping area is highlighted by soft white linens on the bed. Light streams in through a large window adorned with sheer curtains, creating a serene ambiance. A small nightstand sits on either side of the bed, complementing the wooden dresser nearby.

Home in Hauula

5 out of 5 average rating, 18 reviews

Ocean View Vacation Home

This newly-renovated home, perched on the stunning Hau'ula, Oahu hillside, is the perfect location for a tropical family getaway with room for up to 7 guests. Walk to the beach in only 5 minutes. The Polynesian Cultural Center, shopping, food trucks, as well as some of the world's most renowned beaches and surf spots (Banzai Pipeline, Sunset Beach, Waimea Bay, Sharks Cove, and Turtle Bay) are all within 5 to 20 minutes by car. Expect an unforgettable 5-star experience at an affordable price!

Guest favorite

The interior of the studio showcases a functional kitchenette with dark wooden cabinets and a patterned backsplash. A cozy double recliner is positioned in the living area. A staircase leads to the lofted bedroom, and light filters in through the window, enhancing the space.

Home in North Shore

4.79 out of 5 average rating, 211 reviews

Loft studio, AC, private entrance, 2min Starbucks

Perfect location for professionals who work from home! Loft studio with living area, bathroom and fully stocked and functional kitchenette downstairs and bedroom with AC upstairs. Conveniently located at the entrance of town in walking distance to the town's center and 10 min from the nearest freeway. Starbucks is a 2 minute walk. From here you can easily visit historical sites, beaches, hikes and lots of local activities. The studio has a dedicated wifi repeater and very strong connection.

Guest favorite

A modern living room features a spacious white leather sofa adorned with colorful cushions. A glass coffee table occupies the center, surrounded by patterned poufs. Natural light enters through two windows, accented by stylish wall art and a floor lamp, creating a bright and inviting space.

Home in Waianae

4.96 out of 5 average rating, 70 reviews

New 4 BR Home 9 Cozy Beds -Paradise Escape

Discover luxury and comfort in this brand-new 4BR, 2.5BA home nestled in a secure, 24-hour gated community. Breathe in the serenity of lush mountain vistas from each tropical-themed bedroom. Unwind on the plush Italian leather sofa, a cool refuge after sunny adventures. Delight in gourmet meals from the fully equipped kitchen, followed by movie nights in your home. Moments from golf, trails, iconic surf beaches, and prime snorkeling spots—a perfect blend of relaxation and exploration.

Guest favorite

A well-maintained backyard features lush greenery and manicured grass. The wooden deck includes comfortable seating that faces a stone wall adorned with tropical plants. In the background, mountainous terrain rises, framed by a bright blue sky with scattered clouds.

Home in Makaha Valley

4.96 out of 5 average rating, 129 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!

Top 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

4.97 out of 5 average rating, 30 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.

Guest favorite

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, 95 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

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

4.92 out of 5 average rating, 106 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. Pool opening TBD. 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.

Guest favorite

An aerial view captures a beachfront duplex set against lush greenery and distant mountains. The sandy shore frames the property, with palm trees lining the beach. A peaceful, open landscape invites relaxation and connection with nature.

Home in North Shore

4.99 out of 5 average rating, 71 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) .