
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.

Ocean View w/ 2 private balconies; Steps to Beach
BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu
Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

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.

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 •Pool, 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 Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha 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)

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.

♥ 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 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.

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

Waikiki Gem, Stunning Ocean View, Parking Included

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

Makaha Hale - Serene 3 BR Home

Ocean View Exquisite Home at Cottages at Mauna Olu

"Piece of Paradise!" Luxurious 4-bed

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

Ocean View Home Near the Beach and the Golf Course
Apartment rentals with a pool

Luxury Condo with Ocean Views & FREE Parking!

Secluded White Sandy beach just 30 steps away

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

Amazing Beachfront Condo!

Downtown Luxury Condo Honolulu & FREE Parking!

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Panoramic Ocean View/ Full Kitchen/2603A

North Shore Oahu Getaway at Turtle Bay Resort
Other holiday rentals with a pool

Modern Unit with Stunning Waikiki View w/ Lanai

17F-Beautiful & Upscale-Waikiki Beach 1BR/Parking~

White Sand Beach Home (Car & Parking Available)

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

Ocean View Sunset, Free Parking, Pool, 5m to Beach

Hale Healani B-705 Stunning Views of the ocean

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

32FL-Upscale Luxury Penthouse Ocean View Studio~
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $347 SGD | $358 SGD | $377 SGD | $327 SGD | $340 SGD | $357 SGD | $289 SGD | $275 SGD | $271 SGD | $325 SGD | $312 SGD | $347 SGD |
| 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 holiday rentals with a pool in Waianae

Total holiday rentals
Explore 60 holiday rentals in Waianae

Nightly prices starting at
Waianae holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 3,130 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Waianae holiday 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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- Kailua Beach
- Waimea Bay Beach
- Kualoa Ranch
- Lanikai Beach
- Ala Moana Beach Park
- Mālaekahana Beach
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Mākoa Beach
- Kalama Beach
- Hanauma Bay
- White Plains Beach
- Bishop Museum
- Sans Souci Beach
- Waimea Bay Beach
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Diamond Head Beach Park
- Ke Iki Beach
- Nimitz Beach
- Waimea Valley
- Makao Beach
- Pyramid Rock Beach




