Holiday rentals in Waianae

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Top-rated holiday rentals in Waianae

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

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Top guest favourite
An outdoor seating area features two armchairs and a coffee table, situated on a patio with a well-maintained lawn. In the background, the Wai’anae Mountain provides a dramatic and striking backdrop, while landscaped greenery is visible along the perimeter.
Home in Makaha Valley
4.94 out of 5 average rating, 149 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
Guest house in Makaha Valley
4.89 out of 5 average rating, 104 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 favourite
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.
Flat in Waianae
4.95 out of 5 average rating, 112 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 favourite
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 Makaha Valley
4.93 out of 5 average rating, 112 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 favourite
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.
Apartment in Waianae
4.97 out of 5 average rating, 319 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 favourite
A large swimming pool is surrounded by a sundeck and palm trees, under a clear blue sky. The pool's clear water reflects the sunlight. Lounge chairs are positioned around the pool area, offering ample space for relaxation.
Apartment in Waikiki
4.88 out of 5 average rating, 215 reviews

26 B FLR- High Flr. Studio w/ Ocean Views

Your dream Vacation to Waikiki, Hawaii is about to begin! Wake up to amazing ocean view from our 26th floor, completely remodeled beautiful studio. Everything is brand new in this cozy comfortable sweet home. Then, after a day of adventuring in the world-famous island O'ahu, come back to a comfortable brand new queen bed, modern kitchen with a big refrigerator and induction cook top, a coffee & tea station to relax and unwind. This is your vacation to enjoy, and we can't wait to host you.

Superhost
A sandy beach stretches along the shoreline, gently meeting the ocean waves. Palm trees are visible in the background, framing the tranquil scene. The sky is partly cloudy, casting soft light over the peaceful landscape, inviting moments of relaxation and enjoyment.
Guest house in Kapolei
4.91 out of 5 average rating, 130 reviews

Aloha Living Near Ko’olina + WiFi/Sleeps 4

Our Guest House sits in a unique & safe neighborhood. You’ll have your own private entrance. Shared entrance will only be through the front gate. We live on the property, but Privacy is always respected. Ko’olina Beach Lagoons & Golf Course is just a 3 minute drive (Free Parking is usually available there for early bird beach goers), Shopping centers, grocery stores, and luaus. A great space for your island get away, especially away from the busy hustle & bustle of town life.

Guest favourite
Flat in Mākaha
4.84 out of 5 average rating, 220 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 favourite
Home in Makaha Valley
4.98 out of 5 average rating, 120 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.

Top guest favourite
Apartment in Downtown Honolulu
4.98 out of 5 average rating, 252 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

Guest favourite
A spacious living area is visible, showcasing large sliding glass doors that open to a balcony with ocean views. The seating includes a light-colored sectional sofa and a small round table with two chairs, complemented by vibrant greenery outside and tranquil blue waters.
Apartment in Waianae
4.81 out of 5 average rating, 121 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 favourite
A well-lit studio showcases an inviting living area with a comfortable sofa and a decorative coffee table. Two dining chairs are positioned at a small table, beside large windows offering views of the ocean and surrounding mountains.
Guest suite in Makaha Valley
4.95 out of 5 average rating, 171 reviews

Slice of Paradise-Studio-Sleeps 4-Max 2 Adults

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 holiday rentals

When is the best time to visit Waianae?

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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 50 vacation rentals in Waianae featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 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!

  • 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 gym?

    Absolutely! We offer over 10 condo rentals with a gym 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 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.

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with self check-in, over 30 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Waianae

  • Total holiday rentals

    Explore 100 holiday rentals in Waianae

  • Nightly prices starting at

    Waianae holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 3,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Waianae holiday rentals include wifi 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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