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Vacation rentals with a pool in Waianae

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waianae

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
Guesthouse in Makaha Valley
4.89 out of 5 average rating, 102 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
4.94 out of 5 average rating, 108 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

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, 317 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 tranquil outdoor seating area features a cozy hanging chair beside a round dining table. The expansive balcony overlooks city views and distant mountains, with soft clouds enhancing the bright sky. Green plants add a touch of nature to the serene space.
Condo in Waikiki
4.94 out of 5 average rating, 143 reviews

38th FLR- Luxury King Boutique Studio 1000 Cranes

Welcome to our luxurious Hawaiian retreat on the stunning island of Oahu. This beautifully-appointed Airbnb offers an unforgettable vacation experience in one of the most sought-after destinations in the world. Located in a prime location on the island, our Airbnb boasts breathtaking ocean views, pristine beaches, and a wealth of local attractions and activities. The property features exquisite furnishings, upscale amenities, and elegant touches that create a serene and relaxing ambiance.

Guest favorite
Home in Makaha Valley
4.94 out of 5 average rating, 125 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 group 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 a quiet escape from Waikiki crowds

Guest favorite
Home in Makaha Valley
4.95 out of 5 average rating, 123 reviews

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub

Aloha! Welcome to Paradise Mahalo! Nestled between mountain and ocean views, enjoy our modern, luxurious, and cozy retreat in the majestic Mākaha Valley. Relax in the pool and hot tub, golf nearby, explore scenic hiking trails, or cruise just 5 minutes to the world-famous Mākaha Beach. From Yosemite to Gulf Shores, my family and I proudly deliver exceptional stays and are honored to be the #1 most-booked home in the Mākaha community, trusted for comfort, care, and unforgettable stays!

Top guest favorite
Home in Makaha Valley
4.96 out of 5 average rating, 157 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 favorite
A spacious studio unit features a kitchenette with modern appliances and a dining table. A large window offers a sweeping view of the ocean, bringing natural light into the room. The bed is neatly made with a light blue blanket, fostering a serene atmosphere.
Condo in Waikiki
4.85 out of 5 average rating, 236 reviews

Free Parking/Ocean View/Steps to Beach & Mall 33F

Fully newly remodeled in April this year! Everything is brand NEW! Amazing sweeping ocean view! Located on 33rd floor of Waikiki city, just a few minutes’ walk to the famous Waikiki Kahanamoku Beach & Lagoon, Ala Moana Beach Park, Ala Moana Shopping Mall, many restaurants , Cafes and Bars - everything is within walking distance. FREE PARKING is a Big Plus with a designated parking spot in the garage. You’ll have a great time in this brand new home with a queen bed and a sofa to stay!

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, 215 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.

Guest favorite
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, 205 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.

Top guest favorite
Condo in Downtown Honolulu
4.98 out of 5 average rating, 249 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 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, 119 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.

Popular amenities for Waianae rentals with a pool

When is the best time to visit Waianae?

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Quick stats about vacation rentals with a pool in Waianae

  • Total vacation rentals

    Explore 60 vacation rentals in Waianae

  • Nightly prices starting at

    Waianae vacation rentals start at € 51 per night before taxes and fees

  • Verified guest reviews

    Over 3,250 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Waianae vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waianae rentals

  • 4.8 Average rating

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

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