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Vacation rentals in Waianae

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Top-rated vacation rentals in Waianae

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.94 out of 5 average rating, 152 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!

Top 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, 130 reviews

Oahu Perfect Vacation #1 Family Home, Pool Hot Tub

Ohana Paradise! Why guests love our cozy Makaha Valley home: Free parking for up to 5 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Short drive to uncrowded beaches, hiking trails, and great surf spots!

Guest favorite
A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.
Guesthouse in Kailua
4.81 out of 5 average rating, 200 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Guest favorite
Guesthouse in Waianae
4.9 out of 5 average rating, 106 reviews

Chic Private Guest House • Pool • Gym • Hikes

Escape to this cozy, intimate studio in Makaha Valley’s exclusive Mauna Olu Cottages, a gated community with 24-hour security. Surrounded by lush, tropical landscapes, this private retreat offers the perfect blend of comfort and tranquility your area is not shared with the main house it’s private and fenced away from each other. Unwind on famous Makaha Beach, just 4 minutes away, explore nearby hiking trails, or simply relax to the soothing sounds of the mountains. With thoughtful amenities 🌿

Guest favorite
A bright living area features large sliding glass doors offering unobstructed views of the ocean. Comfortable seating is arranged around a coffee table, with a TV mounted nearby. Tropical decor and tile flooring create a relaxing atmosphere, inviting guests to enjoy the coastal scenery.
Apartment in Waianae
4.95 out of 5 average rating, 116 reviews

9K Hawaiian Princess - Alii Hale Aina

Beautiful remodeled Hawaiian Princess unit on one of the best beaches on Oahu. The view is nothing less than spectacular. The condo has been remodeled with the best of everything. You will not find a better place on the island if you are looking for a beach vacation away from the crowds of Waikiki. This unit has an NUC and is permitted rental Feel free to message me (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available

Guest favorite
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
4.93 out of 5 average rating, 116 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.

Top guest favorite
A modern cottage is illuminated by warm light, showcasing its elegant exterior against a colorful sunset sky. The lush landscaping features tropical plants and soft outdoor lighting. The backdrop reveals a mountain range, further enhancing the serene atmosphere of the Makaha Valley.
Cottage in Waianae
4.97 out of 5 average rating, 102 reviews

Cottage Nene - Luxury Home by Beaches & Mountains

Aloha! Come and rejuvenate yourself in this serene retreat in the beautiful Makaha Valley in Hawaii. The vacation home has elegant interior design and lush tropical landscape. The backyard presents stunning mountain views, perfect for morning coffee and stargazing at night. Additionally, it’s near a 7-mile stretch of pristine beaches, allowing guests to enjoy the beauty of the coast and the tranquility of the mountains in one location. We can work with you if cancellation in 48 hrs is needed.

Top guest favorite
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, 324 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.

Guest favorite
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, 224 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.

Top guest favorite
Home in Waianae
4.98 out of 5 average rating, 124 reviews

4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

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 favorite
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
4.81 out of 5 average rating, 123 reviews

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

Gorgeous, Fully Furnished, Beachfront, legal one-bedroom condo with over 740 square feet in Maili 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. Owner a licensed real estate agent. State #1990/NUC-2309. TMK870280170031.

Top guest favorite
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
4.95 out of 5 average rating, 178 reviews

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

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.

Popular amenities for Waianae vacation rentals

When is the best time to visit Waianae?

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Avg. priceﺩ.ﺇ845ﺩ.ﺇ918ﺩ.ﺇ911ﺩ.ﺇ845ﺩ.ﺇ856ﺩ.ﺇ782ﺩ.ﺇ712ﺩ.ﺇ650ﺩ.ﺇ643ﺩ.ﺇ698ﺩ.ﺇ643ﺩ.ﺇ694
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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.

  • 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.

  • Do condo rentals in Waianae have a bbq area?

    Absolutely! We offer over 30 condo rentals with a bbq area in Waianae. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Waianae have a gym?

    Absolutely! We offer over 10 apartment rentals with a gym in Waianae. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • What are the most popular amenities for Condo Rentals in Waianae?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Waianae

  • Total vacation rentals

    Explore 100 vacation rentals in Waianae

  • Nightly prices starting at

    Waianae vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 3,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Waianae vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Waianae rentals

  • 4.9 Average rating

    Waianae stays are highly rated by guests—averaging 4.9 out of 5!

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