House holiday rentals in Oahu

4.87 out of 5 average rating, 511 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!

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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.

4.94 out of 5 average rating, 175 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!

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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.

4.95 out of 5 average rating, 116 reviews

New 4 BR Home 9 Beds - Pool-Gym-Paradise Escape

Discover exceptional 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.

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4.97 out of 5 average rating, 150 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.

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The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.

4.97 out of 5 average rating, 115 reviews

Makaha Hale - Serene 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!

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The exterior of a modern home is framed by lush green mountains. The structure features a combination of light and dark siding, a spacious driveway, and a garage. A stone wall planter is visible, decorated with tropical plants.

4.93 out of 5 average rating, 123 reviews

3BR New Construction w/Mt views, Close to Beach

❀ E komo mai ❀ Imagine vacationing in a brand new home set in a peaceful valley. You're surrounded by Ka’ala & Waianae mts, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Staying in winter? Spot whales & dolphins at the coast & watch waterfalls in the surrounding mountains. Year-round there's surfing, snorkeling, turtle-spotting, rainbows, & nearby hiking.

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4.98 out of 5 average rating, 173 reviews

Mountain Views|Single Level Home|Beach 5 Min|BBQ

Escape to this secluded, mountain-view retreat in the gated Mauna Olu Estates community on Oahu's west side. A guest-favorite home in the top 5% on Airbnb, it sleeps up to 8 across three bedrooms and a living room built for groups, with a full kitchen, parking for 3 vehicles, and beach gear on hand for spontaneous trips to Makaha's uncrowded shores. Surrounded by lush valley views, it's the perfect base for a peaceful island escape just minutes from beaches, hiking, and golf.

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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

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

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.

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4.9 out of 5 average rating, 158 reviews

4.92 out of 5 average rating, 119 reviews

Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

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4.99 out of 5 average rating, 129 reviews

Home in Waikiki

Niihau Lux

I put a lot of heart & soul into designing this place, I hope you like it :-) - 3 min walk to Waikiki beach - Central location - minutes to food/booze/stores - 1G Internet speeds + Top of the line mesh router - Powerful Split-unit AC - Live edge wood accents + Hawaiian shaped surfboards - Top-of the line modern appliances - 65inch 4K TV I welcome ALL with open arms. All religions, nationalities, genders. You won't regret booking here! -Take.

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An open dining area is highlighted by a large wooden table with seating for six, complemented by natural light from sliding glass doors. The adjacent kitchen features modern appliances and a spacious island with bar seating, creating a welcoming atmosphere for gatherings.

4.96 out of 5 average rating, 138 reviews

Hawaiian Pakele (escape)

Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min drive to the world famous Makaha beach. This is the most desirable location for families, friends and couples to escape, relax and enjoy a rejuvenating and memorable vacation!

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