
Holiday 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.

Waikiki Gem, Stunning Ocean View, Parking Included
Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

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.

NEWLY RENOVATED (2021) Turtle Bay Haven!
NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

11D Hawaiian Princess - Mango Mele
This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

Kalo Homes - Makaha's Hidden Gem
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!

Oahu Perfect Vacation âąPool, Near Beach, Sleeps 14
Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic MÄkaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous MÄkaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

Hawaii Hideout~ Airbnbs Top 1% Highest Ranked Home
Escape to your ultimate Hawaiian vacation experience at our meticulously crafted Hawaii Hideout. Located just 2 miles from world famous Makaha Beach, Hawaii Hideout boasts unparalleled attention to detail and an ambiance that seamlessly blends opulence and nature's splendor. Immerse yourself in the tranquility of spacious living adorned with carefully selected furnishings inspired by our Island traditions. Enjoy the meticulous thought that went into creating this tropical haven.

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.

Beachfront/Oceanfront with Tennis/Pool/Jacuzzi
BEACHFRONT. Highly upgraded, completely renovated and sparkling clean. Direct oceanfront views! Tastefully done with state of the art appliances, teak wood cabinets and the finest touches. Per new "Honolulu County laws", we may only book "one guest rental" per 30 day period as the condo does not operate as "transient quarters". Our calendar is not always up-to-date. Please contact us if you have any questions. Aloha! TAT#: TA-186-939-8016-01 GET#: W-08805160-01

â„ North Shore Paradise at Turtle Bay â„
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 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 rentals with a pool
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

@Marbella Lane - Elegant 3BR w/ Marvelous Views

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

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Makaha Hale - Serene 3 BR Home

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Sunny Heaven 1 Bd Plus Loft

~New~ Hale Kai at Turtle Bay Golf Course
Condo rentals with a pool

Turtle bay retreat

Luxe Loft at Turtle Bay

Ocean View w/ 2 private balconies; Steps to Beach

Amazing Waikiki Beach Views!!

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Studio Suite @ Ko Olina Marriott Vacation Club :D

Waikiki Modern Condo_Free Parking On-Site

Waikiki Banyan Relaxing Ocean View Free Parking
Other holiday rentals with a pool

29FL-Ultra Modern 1BR-Ocean View & Free Parking!

New Listing! Ocean & DiamondHead View/Free Parking

29FL-Modern & Chic Ocean View 1BR w/Free Parking~

Ilikai Penthouse-Luxury Oceanview 2BR/2BTH/Parking

Hale Healani B-705 Stunning Views of the ocean

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

Aloha Surf Condo - Private Deck - Pool

Sunset Hale
Quick stats about holiday rentals with a pool in Waianae
Total rentals
60 properties
Nightly prices starting at
$139Â AUD before taxes and fees
Total number of reviews
3K reviews
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
- Honolulu Holiday rentals
- Oâahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
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- Kihei Holiday rentals
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- Princeville Holiday rentals
- North Kona Holiday rentals
- Rentals with a hot tub Waianae
- Fitness-friendly rentals Waianae
- Rentals with outdoor seating Waianae
- Family-friendly rentals Waianae
- Beachfront rentals Waianae
- Waterfront rentals Waianae
- House rentals Waianae
- Rentals with beach access Waianae
- Rentals with a washing machine and dryer Waianae
- Rentals with a patio Waianae
- Apartment rentals Waianae
- Condo rentals Waianae
- Rentals with pools Honolulu County
- Rentals with pools Hawaii
- Rentals with pools United States
- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kualoa Ranch
- Lanikai Beach
- MÄlaekahana Beach
- Honolulu Zoo
- Ala Moana Beach Park
- Banzai Pipeline
- MÄkoa Beach
- Hanauma Bay
- Kalama Beach
- Kapiolani Park Beach
- White Plains Beach
- Sans Souci Beach
- Bishop Museum
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Nimitz Beach
- Pyramid Rock Beach
- Diamond Head Beach Park
- Ke Iki Beach
- Waimea Valley
- Paradise Cove Public Beach