
Holiday rentals in Waianae
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Top-rated holiday rentals in Waianae
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Ocean View Haven, Hot Tub + 5 mins to Makaha Beach
💕 Spacious & Well-Equipped Home featuring tropical boho decor, a fully stocked kitchen, cozy and comfortable beds 😃 Unwind on our expansive lanai complete with a hot tub, dining table, and a plush sectional couch perfect for soaking in the surroundings. 💖 Amenities such as snorkeling gear, boogie boards, games 😍 Breathtaking views of mountains and ocean 😎 5-minute drive to beautiful Makaha Beach Park 😉1-hour drive to Honolulu, Waikiki, and the airport 👍Safe & quiet gated community

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!

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

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!

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.

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’s 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. We can work with you if cancellation in 48 hrs is needed.

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 Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Welcome to Ohana Paradise! Why guests love our cozy Makaha Valley home: 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 Uncrowded beaches, hiking trails, and great surf spots!

New 4 BR Home 9 Beds - Pool-Gym-Paradise Escape
Discover luxury and comfort in this brand-new 4BR, 2.5BA home nestled in a secure, 24-hour gated community. Breathe in the serenity of lush mountain vistas from each tropical-themed bedroom. Unwind on the plush Italian leather sofa, a cool refuge after sunny adventures. Delight in gourmet meals from the fully equipped kitchen, followed by movie nights in your home. Moments from golf, trails, iconic surf beaches, and prime snorkeling spots—a perfect blend of relaxation and exploration.

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

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

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

Makaha beach & surf studio "legal rental"

Turtle Bay Designer Renovated Walk to Beach • Pool

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

Spacious 2Bed w/ amazing view-30 days Min.

Gem btwn Mountain & Ocean - Minitues to Beach

Let's make a dream

Magical Ocean Front. Pool. Hot-Tub. Private Beach
When is the best time to visit Waianae?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 SGD | $318 SGD | $316 SGD | $293 SGD | $297 SGD | $271 SGD | $247 SGD | $225 SGD | $223 SGD | $242 SGD | $223 SGD | $241 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 50 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.
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.
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 4,120 verified reviews to help you choose

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

Holiday rentals with a pool
50 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

4.8 Average rating
Waianae stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with pools Waianae
- Fitness-friendly rentals Waianae
- Family-friendly rentals Waianae
- Rentals with a hot tub Waianae
- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Bishop Museum
- Kailua Beach Park
- Hanauma Bay Nature Preserve
- Waimea Valley
- Wet 'n' Wild Hawaii
- Polynesian Cultural Center
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Hawaii Convention Center
- Pyramid Rock Beach
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Waikiki Aquarium





