
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

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.

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Welcome to Ohana Paradise! 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, hiking trails, and great surf spots!

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!

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.

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.

Studio- Ocean View Hideaway
Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.
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

Ocean View Home for Family Fun Getaway Near Beach

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
Condo rentals with a pool

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

Ko Olina Beach Villa - Lagoon View - Free Parking

2BR High Floor Free Parking

Nalu Blue - Turtle Bay

Turtle Bay Condo. Delight in Paradise

Amazing Waikiki Beach Views!!

Elegant, Spacious Downtown Hideaway w/Parking

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

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Modern Unit with Stunning Waikiki View w/ Lanai

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

North Shore Hideaway
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ918 | ﺩ.ﺇ948 | ﺩ.ﺇ988 | ﺩ.ﺇ922 | ﺩ.ﺇ959 | ﺩ.ﺇ1,006 | ﺩ.ﺇ815 | ﺩ.ﺇ775 | ﺩ.ﺇ764 | ﺩ.ﺇ918 | ﺩ.ﺇ808 | ﺩ.ﺇ918 |
| 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 ﺩ.ﺇ257 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

Wi-Fi availability
50 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
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Kailua Beach Park
- Bishop Museum
- Hanauma Bay Nature Preserve
- Waimea Valley
- Wet 'n' Wild Hawaii
- Ko Olina Golf Club
- Polynesian Cultural Center
- Kalama Beach Park
- Sharks Cove
- Pyramid Rock Beach
- Hawaii Convention Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Waikiki Aquarium





