
Vacation rentals with a pool in Waianae
Find and book unique homes with a pool on Airbnb
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 G$14,639 GYD per night before taxes and fees

Verified guest reviews
Over 3,450 verified reviews to help you choose

Rentals with dedicated workspaces
20 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!
Top-rated rentals with a pool in Waianae
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Cottage Nene - Luxury Home by Beaches & Mountains
Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

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.

Private Studio no shared spaces with own entry
Escape to this cozy, intimate studio in Makaha Valley’s exclusive gated resort community The Cottages at Mauna’Olu 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 🌿

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Why guests love our cozy Makaha Valley home: Our home is right next to the resort-style pool, spa, and fitness center. 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

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.

Paradise Found Makaha Valley Comfy Condo
MY CONDO IS NOT CLOSE TO Noisy/crowded downtown Honolulu!! , Roomy 2 bedroom Condo 1 min drive, 10 min walk from beautiful famous Waianae Surfing Beach. You can see the ocean from the lanai. Entire west side of condo has amazing views. The grounds are beautiful with lots great plants and animals to admire. There are 2 pools, 2 hot tubs, tennis courts, basketball court, and lots of walking/jogging trails. The unit has A/C and full size washer/dryer.

*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.

Private SPA, Sleep 12, Beach 5 min
Why do guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite homes.
Popular amenities for Waianae rentals with a pool
House rentals with a pool

Condo near Turtle Bay w/pool, beach & BBQ

Waikiki Gem, Stunning Ocean View, Parking Included

Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub

He'e Hideout ~ Airbnb’s Top 1% Most Desired Home

Ocean View Home Near the Beach and the Golf Course

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

4 Bedroom Luxury Home in Makaha Valley

Ocean View Exquisite Home at Cottages at Mauna Olu
Condo rentals with a pool

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Studio Suite @ Ko Olina Marriott Vacation Club :D

Modern 1 Bedroom Condo in Downtown Honolulu

Elegant, Spacious Downtown Hideaway w/Parking

♥ North Shore Paradise at Turtle Bay ♥

Dreamy Beachfront Home (Car & Parking Available)

Amazing Waikiki Beach Views!!

Luxury Condo with Ocean Views & FREE Parking!
Other vacation rentals with a pool

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Beautiful and Spacious.

Make your next vacation, Paradise! Free Parking!

Paradise Escape Stunning 2BR Oceanfront in Makaha

Ocean View Oasis Million$ Gated Comm. Pool Spa Gym

Makaha beach & surf studio "legal rental"

Support Local Pool Spa Gym Top 10% Family Friendly

Beautiful Ilikai 2BR/2BTH Corner Suite-Waikiki
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,284 GYD | G$53,957 GYD | G$56,257 GYD | G$54,166 GYD | G$52,284 GYD | G$53,329 GYD | G$46,428 GYD | G$44,127 GYD | G$43,500 GYD | G$52,284 GYD | G$46,010 GYD | G$52,284 GYD |
| 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 |
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- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Bishop Museum
- Wet 'n' Wild Hawaii
- Hanauma Bay Nature Preserve
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Hawaii Convention Center
- Dole Plantation
- Ala Moana Center
- Turtle Bay Golf
- Waimea Bay Beach
- Waikiki Aquarium





