
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.

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Why guests love our cozy Makaha Valley home: Free parking for up to 4 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 Uncrowded beaches, trails, and great surf spots! Max Occupancy: 12 adults + 2 children

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

Makaha Hale - Serene 3 BR Home
Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

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.

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.

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.

Studio at Marriott vacation club ko olina
Feel free to message me a request to book and the times you are looking for. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Price is over half of the cost if you book direct with the hotel. Also includes FREE parking where hotel charges $45/day. The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

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.

♥ North Shore Paradise at Turtle Bay ♥
For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

*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.

Slice of Paradise-Studio-Sleeps 4-Same$ for 4 as 2
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 rentals with a pool
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

Mystic Mermaid Island Retreat

Waikiki Gem, Stunning Ocean View, Parking Included

4 Bedroom Luxury Home in Makaha Valley

Le'ale'a by AvantStay | Ocean + Mountain Views!

Ocean Views Serene Vacation Escape Home Near Beach

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

Ocean-Sunset Views Home in Gated Makaha Community
Condo rentals with a pool

"Coconut Cottage by the Sea" Steps to the beach!

The Seascape at Turtle Bay

Ko Olina Beach Villa | Beach View | Free Parking

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

2BR High Floor Free Parking

North Shore Getaway - Newly renovated!

Rated Top 1% Airbnb: Privacy & Luxury @ Turtle Bay

Elegant, Spacious Downtown Hideaway w/Parking
Other vacation rentals with a pool

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Villa 302, King bed, Penthouse Lvl Ocean View Turt

16th Top Floor Penthouse w Spectacular View O-1602

Spacious 1BR Free Parking WiFi

Beachfront Condo-Legal-Free Pkg/Wifi-Pool, HotTub2

Beautiful Newly Renovated North Shore Condo !

Aloha Surf Condo - Private Deck - Pool - E-Bikes

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 | $345 CAD | $356 CAD | $371 CAD | $346 CAD | $360 CAD | $378 CAD | $306 CAD | $291 CAD | $287 CAD | $345 CAD | $303 CAD | $345 CAD |
| 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 50 vacation rentals in Waianae

Nightly prices starting at
Waianae vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 3,340 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Waianae vacation rentals include wifi 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
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- Ala Moana Beach Park
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