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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Guest favourite
Home in Waianae
4.95 out of 5 average rating, 130 reviews

Family Ocean Oasis, Hot Tub, 5 min drive to beach

Why guests LOVE our home? Why guests find it such a great VALUE? - Relaxing single-story 3BR in a gated community with oceanview pool and mountain views - Private hot tub & BBQ backyard for slow mornings and starry-night hangouts - Ideal for two or three families who want comfort and space for kids and grandparents. - Full kitchen, washer/dryer and filtered water help you save on dining and packing - Free parking for up to 5 cars - 5 min drive to uncrowded beaches and escape from Waikiki crowd

Top guest favourite
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, 150 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!

Superhost
A spacious living room features a light-colored leather sofa and two gray chairs, complemented by a modern coffee table. Natural light enters through multiple windows, highlighting a vibrant piece of art and potted plants that enhance the inviting atmosphere.
Home in Waianae
4.85 out of 5 average rating, 48 reviews

Misty Mountain - Minutes to Beach!

Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. A few minutes' drive to the beach. The most indigenous feel of Hawaii nearby. Electric & Makaha beach & Sunset hiking in Maili Pink Pill Box is popular to many. It is a brand-new home with new furniture, ACs, TVs & a full kitchen. Special Declaimer: 1. It is a brand-new house with 3-bedroom 2.5-bath in a gated community. 2. Owner is a licensed real estate agent with Coldwell Banker Realty.

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, 114 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 Waianae
4.93 out of 5 average rating, 113 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, 320 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.

Superhost
Flat in Waianae
4.72 out of 5 average rating, 18 reviews

Makaha Beauty - Condo in Hawaii with Ocean Views

A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area. Makaha is known for its beaches, snorkeling and scuba diving and is a world famous destination for surfers. Makaha is only a short 30 minute drive from the airport and can reach famous beaches in Waikiki, North Shore and Kailua by car.

Top guest favourite
A serene backyard is showcased with a hot tub beneath a retractable gazebo, surrounded by lush greenery and vibrant tropical plants. A waterfall cascades into a small pond, while a lounge chair rests on a well-manicured lawn, framed by scenic mountain views.
Home in Waianae
4.98 out of 5 average rating, 46 reviews

4 Bedroom Luxury Home in Makaha Valley

Escape to a serene retreat in Makaha Valley at Mauna Olu Cottages! This spacious 4-bedroom home features premium adjustable beds, a cozy family room with additional sleeping options, and all the essentials for babies and toddlers, including toys and a pack-and-play. Hot tub with gorgeous views of the ocean and mountains with your own waterfall. Nestled in the tranquil valley, enjoy the lush surroundings and nearby beaches. Perfect for families seeking comfort, relaxation, and adventure.

Top guest favourite
Home in Waianae
4.98 out of 5 average rating, 145 reviews

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

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.

Guest favourite
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
4.94 out of 5 average rating, 127 reviews

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub

Why guests love our cozy Makaha Valley home: Free parking for up to 3 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!

Top guest favourite
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, 99 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 is conveniently located 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.

Guest favourite
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, 172 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 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 Apartment Rentals in Waianae?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 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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