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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
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 Makaha Valley
4.93 out of 5 average rating, 136 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 favourite
A spacious backyard is depicted at dusk, featuring a patio area with a dining table under swaying palm trees. The home's large windows convey warmth from inside, while the mountains rise majestically in the background, and the sky transitions through soft hues of orange and purple.
Home in Makaha Valley
4.98 out of 5 average rating, 51 reviews

Ocean view pool, 5 mins to Beach, Private Backyard

Why guests LOVE our home? Why guests find it such a great VALUE? - Free parking for 5 cars (save $40–$100/car nightly) - Private backyard & BBQ, full kitchen to cut dining costs, - Spacious single-story for large families, 3 bedroom, 9 beds, 2 bathroom, perfect for seniors and kids - Repeat guest favourite, peaceful spot near beaches & away from Waikiki crowds. - 24/7 Gated community with Oceanview pool, gym & mountain views, - Filtered water (no bottled runs), - Washer/dryer to travel light

Guest favourite
An entrance is displayed, featuring a smooth wooden deck with two outdoor chairs positioned beside the door. Soft lighting illuminates the entryway, while lush greenery provides a tropical ambiance against the backdrop of a colorful sunset sky.
Guest house in Makaha Valley
5 out of 5 average rating, 6 reviews

Studio Nene - Ocean, King bed, Tropical Garden

Aloha! Come and rejuvenate yourself in this serene retreat in the beautiful Makaha Valley in Hawaii. Studio Nene (360-ft) has elegant interior design and lush tropical garden. A highly-praised extra comfy king bed, the cute kitchenette, ensuite washer/dryer, and a desk facing the gorgeous backyard and mountain will make your stay relaxing and enjoyable. Located near a 7-mile stretch of pristine beaches, you can enjoy the beauty of the coast and the tranquility of the mountains in one location.

Guest favourite
A cozy studio space features a queen bed adorned with decorative pillows in a bright coastal theme. A comfortable sofa is positioned alongside a dining table, enhancing the room's functional layout. Sunlight filters through windows, illuminating the inviting decor and wooden cabinetry.
Guest house in Makaha Valley
4.89 out of 5 average rating, 96 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
4.94 out of 5 average rating, 107 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
4.92 out of 5 average rating, 104 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.

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, 310 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
A serene outdoor gazebo is illuminated at night, surrounded by landscaped gardens. Four wicker chairs are arranged around a circular table, creating an inviting space for relaxation. Soft outdoor lighting highlights the greenery and mountain backdrop, enhancing the tranquil atmosphere.
Flat in Makaha Valley
4.82 out of 5 average rating, 67 reviews

Hawaiian Studio Retreat in Makaha Valley

Indulge in the ultimate Hawaiian escape at this cozy ocean and mountain view studio retreat, accommodating up to 4 guests within an exclusive gated community. Nestled in the picturesque Makaha Valley on the vibrant island of Oahu, this haven is embraced by the verdant Ka'Ala and Waianae mountains, offering breathtaking ocean vistas that will leave you in awe. Nature & Modern Comfort Immerse yourself in serenity and tranquility as you unwind with your loved ones in this idyllic sanctuary.

Guest favourite
A private hot tub is positioned in the foreground, surrounded by lush tropical landscaping. The two-story home stands in the background, framed by picturesque mountain views. The outdoor space offers a well-maintained lawn and a patio area, inviting relaxation in a tranquil setting.
Home in Makaha Valley
4.95 out of 5 average rating, 153 reviews

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

Guest favourite
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.
Flat in Mākaha
4.84 out of 5 average rating, 213 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.

Superhost
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.
Apartment in Waianae
4.8 out of 5 average rating, 117 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
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 Makaha Valley
4.94 out of 5 average rating, 163 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.

Popular amenities for Waianae holiday rentals

When is the best time to visit Waianae?

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Avg. price$297 SGD$322 SGD$320 SGD$297 SGD$300 SGD$275 SGD$250 SGD$228 SGD$226 SGD$290 SGD$303 SGD$312 SGD
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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.

  • 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 gym?

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

  • Do apartment rentals in Waianae have a bbq area?

    Absolutely! We offer over 10 apartment 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 10 homes with a gym, 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 holiday rentals in Waianae

  • Total holiday rentals

    Explore 100 holiday rentals in Waianae

  • Nightly prices starting at

    Waianae holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,930 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

    50 properties have a dedicated workspace

  • Wifi availability

    100 of Waianae holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Waianae stays are highly rated by guests – averaging 4.8 out of 5!

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