House holiday rentals in Pupukea

Find and book unique houses on Airbnb

Top-rated house rentals in Pupukea

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Guest favourite

Home in Kailua

4.9 out of 5 average rating, 317 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 favourite

Home in Waianae

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!

Guest favourite

Home in Waikiki

4.97 out of 5 average rating, 108 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 favourite

Home in Waianae

4.97 out of 5 average rating, 75 reviews

Makaha Hale - New 3 BR Home

Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

Top guest favourite

Home in Kahuku

4.95 out of 5 average rating, 40 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

Home in Kahuku

5 out of 5 average rating, 5 reviews

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

Superhost

Home in Waianae

4.91 out of 5 average rating, 64 reviews

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas

Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This comfy home is graciously appointed at the foot of the Wai‘anae Mountain Range feasting you with the marvelous ocean and mountain vistas. You could catch occasional sightings of whales, dolphins, and turtles in the ocean. This home has a modern interior design with its resort-like feel surroundings is a perfect home away from home.

Guest favourite

Home in Waianae

4.98 out of 5 average rating, 103 reviews

Kalo Homes ~ Tropical Makaha Sanctuary

Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We've got you covered with all the beach amenities you'll need to enjoy the crystal-clear waters and white sandy beaches. Whether you're looking for a romantic escape or a fun-filled family vacation, our property has everything you need to create unforgettable memories.

Guest favourite

Home in Kahuku

4.89 out of 5 average rating, 18 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

Home in Makaha Valley

4.91 out of 5 average rating, 116 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.

Guest favourite

Home in North Shore

4.93 out of 5 average rating, 29 reviews

Waimea Bay Studio 1BD With Sauna - NS Oahu

Legal Vacation Rental – No 30-Day Minimum! Welcome to our cozy one-bedroom studio located in the heart of North Shore, Oahu. Just a short walk from the beach, this charming space offers everything you need for a relaxing stay, including a small kitchen and a sauna right on the property. Walking distance to the famous Waimea Bay and other scenic spots, & just a short drive to restaurants, grocery stores, & out door activities.

Guest favourite

Home in Waianae

4.94 out of 5 average rating, 124 reviews

Large family home 5 min from beach- newly built

A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home, providing plenty of room for large families to come together and relax after days playing in the sun surfing, snorkeling, and swimming. Nestled in the Makaha Valley, experience the lush mountains out the backdoor and tropical beaches out the front.