
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.

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 🌿

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

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.

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.

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

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!

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!

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!

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.

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.

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.

*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
House rentals with a pool

Waikiki Gem, Stunning Ocean View, Parking Included

4 Bedroom Luxury Home in Makaha Valley

Large family home 5 min from beach- with pool

Top 5% Family-Friendly Home By Beach -Honu Hideout

Golf Course Front Condo in Kahuku

Makaha Hale - Serene 3 BR Home

Ocean View Exquisite Home at Cottages at Mauna Olu

Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Condo rentals with a pool

Paradise Found Makaha Valley Comfy Condo

Ko Olina Beach! Largest 2 Masters + Bunks next4/15

Ocean view high floor studio

Luxe Loft at Turtle Bay

Rated Top 5% Airbnb: Privacy & Luxury @ Turtle Bay

"Endless Summer" Beachfront Condo w/ Full Kitchen!

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

NEWLY RENOVATED (2021) Turtle Bay Haven!
Other vacation rentals with a pool

Penthouse Upscale Oceanview King Studio Near Beach

Amazing 2BR Condo in Ko Olina Beach Villa OT 314

Marriott's Ko'Olina Beach Club- Studio-LAGOONS

Panoramic Oceanfront Home - Newly Remodeled

20F-High Floor Ocean View-Ilikai-1BR-Waikiki Beach

32FL-Upscale Luxury Penthouse Ocean View Studio~

Sunset Hale

Elegant Luxury OceanView&Fireworks@IlikaiResort+Park
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 226 | € 233 | € 245 | € 212 | € 221 | € 232 | € 188 | € 179 | € 176 | € 212 | € 186 | € 212 |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
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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- Waikiki Beach
- Kailua Beach
- Ala Moana Center
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Pyramid Rock Beach
- Dole Plantation
- Ko Olina Golf Club
- Iolani Palace
- Waikiki Aquarium
- Waimea Bay Beach
- Turtle Bay Golf
- Polynesian Cultural Center




