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Vacation rentals in Waianae

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Top-rated vacation rentals in Waianae

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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.

Home in Waianae

4.93 out of 5 average rating, 124 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!

A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.

Condo in Waianae

4.8 out of 5 average rating, 114 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.

Condo in Waikiki

4.93 out of 5 average rating, 233 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

Condo in Waianae

4.97 out of 5 average rating, 292 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

The living area features a comfortable teal sofa with decorative pillows, a coffee table, and a television against a backdrop of large windows. A lanai with chairs provides an ocean view, while light wood accents and a blue rug enhance the calm ambiance.

Condo in Waianae

4.93 out of 5 average rating, 128 reviews

11D Hawaiian Princess - Mango Mele

This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

Top 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, 122 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.

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, 107 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)

A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.

Apartment in Mākaha

4.84 out of 5 average rating, 204 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

A private hot tub is situated beside a lush backyard, with a mountain view in the background. The yard features well-maintained landscaping, including plants and ornamental stones. In the distance, a dining table with chairs is set for outdoor gatherings under a clear blue sky.

Home in Waianae

4.96 out of 5 average rating, 109 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

Why guests LOVE our home? Why guests find it such a great VALUE? - Free parking for 5 cars (save $40–$100/car nightly) - Private SPA & BBQ, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom, 9 beds and 2 bathroom - Repeat guest favourite, peaceful spot near beaches & away from Waikiki crowds. - Gated community with Oceanview pool, gym & mountain views, - Filtered water (no bottled runs), - Washer/dryer to travel light

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

Condo in Waikiki

4.9 out of 5 average rating, 192 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

Guest suite in Waianae

4.94 out of 5 average rating, 150 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

Guesthouse in Waianae

4.94 out of 5 average rating, 117 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Vacation rentals for every style

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Convenient locations with everyday essentials

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Stylish accommodations with great services and amenities

Popular amenities for Waianae vacation rentals

Laptop-friendly workspace

Waianae beach vacation rentals

The beachfront setting showcases a stretch of light sandy beach adjacent to a modern condominium building. Clear blue waters reflect the sky, while gentle waves lap at the shore. Palm trees provide a tropical ambiance, with beachgoers enjoying the sunny day.

Condo in Waikiki

4.82 out of 5 average rating, 147 reviews

Waikiki Shore - Beachfront

Top guest favorite

A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.

Place to stay in Kailua

5 out of 5 average rating, 102 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

A private lanai offers sweeping ocean views, furnished with two comfortable chairs and a small table. The bright blue waters and greenery below are visible, enhancing the outdoor space's appeal. Sliding glass doors lead into a spacious living area, allowing for easy access.

Condo in Waikiki

4.89 out of 5 average rating, 117 reviews

Beachfront! Upgraded modern w Oceanview (WS1116)

Top guest favorite

Condo in Hauula

4.9 out of 5 average rating, 277 reviews

Secluded White Sandy beach just 30 steps away

A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.

Condo in Hauula

4.77 out of 5 average rating, 144 reviews

Amazing Beachfront Condo!

The image captures a serene beachfront scene framed by tall palm trees. Shades of blue from the ocean sky merge with the azure waters. A lush green lawn and vibrant vegetation are visible in the foreground, creating a peaceful coastal atmosphere.

4.93 out of 5 average rating, 135 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Two individuals float in calm, clear ocean water, each using a brightly colored inflatable inner tube. The water appears inviting and tranquil, and the sandy bottom is visible beneath the surface.

Condo in Hauula

4.76 out of 5 average rating, 254 reviews

Dreamy Beachfront Cottage with Breathtaking Views

A guest is seen from behind, holding a glass while looking out from a balcony. The view showcases a marina filled with boats and a bright blue ocean, framed by palm trees under a clear sky.

Apartment in Waikiki

4.99 out of 5 average rating, 161 reviews

Ocean views at Ilikai Marina - Parking included!

Waianae house rentals

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.

4.86 out of 5 average rating, 437 reviews

Kailua Beach Park - 1 BR Cottage

The exterior of a newly constructed home is showcased at dusk, with soft lighting illuminating the front yard. A pathway leads to the entrance, flanked by well-maintained grass and tasteful landscaping. Two white seating chairs are positioned near the door, adding a welcoming touch.

Home in Waianae

4.81 out of 5 average rating, 89 reviews

Brand New 4BR Home! Ocean and Mountain View!

A spacious backyard is showcased, featuring two cornhole game boards set on vibrant green grass. A cooler is positioned nearby, with the lush backdrop of greenery and a mountain visible in the distance under a blue sky.

Home in Waianae

4.94 out of 5 average rating, 17 reviews

Ocean Views Serene Vacation Escape Home Near Beach

The kitchen features modern amenities, including a refrigerator, stove, and microwave. Wooden cabinetry offers ample storage, while a surfboard decorates the wall above. A stainless steel sink is positioned on a wood countertop, providing a functional and inviting cooking space.

Home in North Shore

4.83 out of 5 average rating, 84 reviews

North shore Studio, Waimea bay - Walk to beach!

A kidney-shaped pool is surrounded by lush tropical foliage, featuring a gentle waterfall and a stone pathway. The pool reflects the vibrant greens and pink flowers, offering a serene environment for relaxation.

4.78 out of 5 average rating, 80 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

4.89 out of 5 average rating, 37 reviews

Large Kailua Beach Home - Steps To The Beach!

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.

Home in Waianae

4.92 out of 5 average rating, 95 reviews

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

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.

4.96 out of 5 average rating, 23 reviews

Ocean View Vacation Home

Beach house rentals in Waianae

An aerial view showcases the lush greenery of Oahu's mountainous terrain in the background, while the gentle waves lap against the sandy shoreline in the foreground. The tranquil beach is bordered by a small collection of homes, reflecting the serene atmosphere of the area.

4.63 out of 5 average rating, 115 reviews

"HALE HONU" North Shore Beach House

An outdoor area features a wooden picnic table situated on green grass, surrounded by a wooden fence and tropical plants. The bright blue sky and palm trees are visible in the background, creating a serene and inviting setting.

4.83 out of 5 average rating, 139 reviews

Serenity Beachfront Cottage- NUC No 90/TVU-0326

A beautifully landscaped yard features vibrant tropical plants illuminated by soft lighting. A spacious wooden deck provides a relaxing outdoor space, while the stunning sunset casts warm hues over the ocean and mountains in the background.

Home in Waianae

4.84 out of 5 average rating, 63 reviews

Ocean Views, Modern New Build, Yard | Ocean Escape

4.97 out of 5 average rating, 39 reviews

Kamalani's Hale, beachfront- 30 day minimum stay

An elegant kitchen with a large island is highlighted by a modern chandelier. The white cabinetry provides a clean backdrop, while the mirrored wall reflects light. A few bar stools are arranged along one side of the island, with a decorative vase of flowers on the countertop.

Home in Kaneohe

4.81 out of 5 average rating, 108 reviews

Beautiful & Spacious 4 bedroom 2 bath (30 + days)

Quick stats about vacation rentals in Waianae

Total rentals
100 properties
Nightly prices starting at
R710 ZAR before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Waianae?
Yes! Work meets play with ease at over 40 vacation rentals in Waianae featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Waianae vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Waianae, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Waianae?
Experience the best of Waianae with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Waianae?
Waianae has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Waianae have a bbq area?
Absolutely! We offer over 20 condo rentals with a bbq area in Waianae. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Waianae have self check-in?
Absolutely! We offer over 20 condo rentals with self check-in in Waianae. Enjoy a tailored experience with all the comforts you desire.

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