
Holiday rentals with a pool in Waianae
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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.

26 B FLR- High Flr. Studio w/ Ocean Views
Your dream Vacation to Waikiki, Hawaii is about to begin! Wake up to amazing ocean view from our 26th floor, completely remodeled beautiful studio. Everything is brand new in this cozy comfortable sweet home. Then, after a day of adventuring in the world-famous island O'ahu, come back to a comfortable brand new queen bed, modern kitchen with a big refrigerator and induction cook top, a coffee & tea station to relax and unwind. This is your vacation to enjoy, and we can't wait to host you.

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

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.

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.

Simple room in Waikiki
Small and cozy apartment with 236 sq ft. Located at the beginning of Waikiki, it is about 10min walking distance from the beach, and the heart of Waikiki. Across the bridge is the Convention Center and 15min walk to Ala Moana mall. Studio is fully furnished - queen size bed,TV, Wifi, mid size fridge, full bath, microwave, coffee maker, induction hot plate. Building has laundry, pool, jacuzzi and BBQ area; for additional fee you may use the gym and parking.

*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-Max 2 Adults
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.

Ko Olina Oceanfront | Disney | Next avail 04/18
April 18th is the next available date in our upscale, homeowner-managed 2-bedroom villa at Beach Villas at Ko Olina, steps from Disney’s Aulani (not affiliated). Enjoy boutique hotel luxury with unobstructed ocean views from our two ocean facing lanais, relaxed beachy style, and easy walks to the beach bar, restaurants, shops, golf, marina, and luau. High-end Wolf/Sub-Zero, Sonos, LG OLED, and new Miele appliances elevate your stay.
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

Makaha Hideaway by AvantStay | 10 Minutes to Beach

@Marbella Lane - Blissful Studio in Makaha

Golf Course Front Condo in Kahuku

Makaha Hale - Serene 3 BR Home

Oahu Perfect Vacation •Pool, Spa, Beach- Sleeps 14
Condo rentals with a pool

High Floor Suite - A block Away from Waikiki Beach

Ko Olina Beach! Largest villa w/2 Masters, 03/15

Luxe Loft at Turtle Bay

Ocean view high floor studio

Alamoana Hotel 29FL Studio City&Partial Ocean View

36th floor Waikiki condo for 2 - walk to the beach

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

$20 Parking! Cute Waikiki studio with Work space
Other holiday rentals with a pool

Amazing 2BR Condo in Ko Olina Beach Villa OT 314

New Listing! Stylish Waikiki Condo - Free Parking

Panoramic Oceanfront Home - Newly Remodeled

Hale Healani B-705 Stunning Views of the ocean

Sunset Hale

*The Maeva* Upscale with Views and Free Parking

The Sunset Villa at Ko Olina, BeachTower, sleeps 5

Park Inn
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $399 AUD | $411 AUD | $434 AUD | $375 AUD | $390 AUD | $410 AUD | $332 AUD | $316 AUD | $311 AUD | $374 AUD | $359 AUD | $399 AUD |
| 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 $90 AUD 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Waianae rentals

4.8 Average rating
Waianae stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Condo rentals Waianae
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- House rentals Waianae
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- Rentals with pools Honolulu County
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- Rentals with pools United States
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Mākua Beach
- Bishop Museum
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kailua Beach Park
- Waimea Bay Beach
- Pyramid Rock Beach
- Kalama Beach Park
- Dole Plantation
- Iolani Palace
- Waikiki Aquarium
- Ko Olina Golf Club
- Makapuʻu Beach
- Turtle Bay Golf
- Mākaha Beach Park
- Makana Beach




