
Holiday rentals in Waianae
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Top-rated holiday rentals in Waianae
Guests agree: these stays are highly rated for location, cleanliness and more.

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 two or three families 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 escape from Waikiki crowd

Beautiful 4-BR Home| Near Beach| Mountain View
A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

Ocean Front Retreat. Private Beach. Pool. HotTub
Stunning oceanfront condo. Breathtaking Panoramic sunset views. This magical retreat offers an equipped kitchen, Queen bed & sofa bed, beach equipment, & all tmodern comforts ensuring a perfect Hawaiian escape. Spot a sea turtle right in front of the condo as you dine on the balcony and take in the incredible ocean & sunset views. Complex features a pool, hot tub, tennis, ping-pong, BBQ, & exclusive access to a semi-private beach & Parking. If you want to book less than 30 days pls contact us.

Marriott Ko'Olina Oceanfront Resort! (5/9- 5/16
Wow! Absolutely gorgeous 2 BR/2BA condo (sleeps 8) at fabulous oceanfront Marriott Ko'Olina Resort in Kapolei! Phenomenal beach and ocean views. The week we have available is 5/9-5/16. Impeccable landscaping, beach, rock waterslide pool, sand bottom pool, Zen pool, spa, yoga classes, fitness center, on-site restaurants & market.Walk to nearby Disney Aulani & The Four Seasons, plus other restaurants & shops. It's the very best place to stay in the peaceful part of Oahu! You will totally love it!

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
Discover your dream vacation, just 2 miles from the world-famous Makaha Beach. This pristine rental is perfect for those seeking an authentic Hawaiian experience! ~Stunning Views: From every room including the backyard! ~Culinary Delights: Create island feasts in our fully equipped kitchen. ~Cozy Comfort: Rest easy in plush bedrooms designed for ultimate relaxation. ~Adventure Awaits: Surfing, fishing, & more are within easy reach. Don't miss out on making memories that will last a lifetime!

Make your next vacation, Paradise! Free Parking!
Come to Paradise on Earth at the Hawaiian Princess located in the dry, sunny Makaha Area in West Oahu on a secluded 1/3 mile pristine white sand beach overlooking the gorgeous Turtle Cove. There will be a refundable security deposit of $500 charged two days before check in after reservation confirmedThis will be refunded after you have checked out and the apartment has been inspected State of Hawaii Tax Id Number: NUC Non Conforming Use Certificate 90/TVU-0079 9/30/2022 Tax Map Key 84004006

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

3BR New Construction w/Mt views, Close to Beach
❀ E komo mai ❀ Imagine vacationing in a brand new home set in a peaceful valley. You're surrounded by Ka’ala & Waianae mts, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Staying in winter? Spot whales & dolphins at the coast & watch waterfalls in the surrounding mountains. Year-round there's surfing, snorkeling, turtle-spotting, rainbows, & nearby hiking.

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 Perfect Vacation #1 Booked Home, Pool Hot Tub
Why guests love our cozy Makaha Valley home: Free parking for up to 3 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 Short drive to uncrowded beaches, hiking trails, and great surf spots!

Cottage Nene - Luxury Home by Beaches & Mountains
Aloha! Come and rejuvenate yourself in this serene retreat in the beautiful Makaha Valley in Hawaii. The vacation home has elegant interior design and lush tropical landscape. The backyard presents stunning mountain views, perfect for morning coffee and stargazing at night. Additionally, it is conveniently located near a 7-mile stretch of pristine beaches, allowing guests to enjoy the beauty of the coast and the tranquility of the mountains in one location.

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.
Popular amenities for Waianae holiday rentals
Other great holiday rentals in Waianae

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

Historic Mountainside Hideaway, 2 mins to beach!

3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

Cozy studio w/ beach access & ocean-view lanai

Villa Aloha · 4 Bedrooms, Pool, Hot Tub Sleeps 12

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Ocean and Mountain View/ Gardener’s Dream Gateway

Oceanfront 1-BR Condo in Waianae w/ Sunset Views
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 SGD | $320 SGD | $317 SGD | $294 SGD | $298 SGD | $272 SGD | $248 SGD | $226 SGD | $224 SGD | $243 SGD | $224 SGD | $242 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 |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Waianae?
Yes! Work meets play with ease at over 40 vacation rentals in Waianae featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Waianae vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Waianae, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Waianae?
Experience the best of Waianae with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Waianae have self check-in?
Absolutely! We offer over 20 condo rentals with self check-in in Waianae. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Waianae have a bbq area?
Absolutely! We offer over 30 condo rentals with a bbq area in Waianae. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Waianae have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Waianae. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Waianae?
Waianae has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Waianae?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Waianae

Total holiday rentals
Explore 100 holiday rentals in Waianae

Nightly prices starting at
Waianae holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 3,990 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Waianae holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Waianae rentals

4.9 Average rating
Waianae stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a patio Waianae
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- Fitness-friendly rentals Waianae
- Rentals with a washing machine and dryer Waianae
- Rentals with pools Waianae
- Family-friendly rentals Waianae
- Waterfront rentals Waianae
- Rentals with beach access Waianae
- Flat rentals Waianae
- Rentals with outdoor seating Waianae
- Beachfront rentals Waianae
- Rentals with a hot tub Waianae
- House rentals Waianae
- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Waimea Bay Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Polynesian Cultural Center
- Sharks Cove
- Ko Olina Golf Club
- Dole Plantation
- Pyramid Rock Beach
- Turtle Bay Golf
- Waikiki Aquarium
- Iolani Palace
- Waimea Bay Beach




