Holiday rentals in Waianae

4.92 out of 5 average rating, 115 reviews

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!

4.79 out of 5 average rating, 111 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile 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. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

4.91 out of 5 average rating, 81 reviews

Luxury Ocean Front W/Private Beach, Pool, & HotTub

Nestled in the pristine sands of west Oahu, this hidden gem offers stunning ocean views, modern amenities, & private Lanai, perfect for sunset watching. Enjoy direct beach access, fully equipped kitchen, & high-speed Wi-Fi. Whether you’re looking to swim, snorkel, or simply relax, our condo provides the perfect blend of comfort & convenience for an unforgettable Hawaiian getaway. If your dates are unavailable check HawaiianPrincessVacation.comsite for other listings in the same building. Mahalo!

4.97 out of 5 average rating, 73 reviews

Makaha Hale - New 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!

4.97 out of 5 average rating, 284 reviews

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.

4.93 out of 5 average rating, 123 reviews

11D Hawaiian Princess - Mango Mele

This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

4.98 out of 5 average rating, 114 reviews

Kalo Homes ~ Makaha Valley Oasis!

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.

4.81 out of 5 average rating, 52 reviews

Oceanfront 1-BR Condo in Waianae w/ Sunset Views

Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or explore nearby natural attractions. Enjoy peace and quiet while being just steps from the sand, perfect for snorkeling, sunbathing, or scenic walks. Discover island serenity with everything you need for a memorable stay.

4.96 out of 5 average rating, 166 reviews

Cottage in North Shore

Luxurious Beach Front Oasis Steps to the Ocean

A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.

4.84 out of 5 average rating, 200 reviews

Flat in Mākaha

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.

4.96 out of 5 average rating, 104 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

🌺Repeat Visitors' Favorite: Experienced Oahu travelers return for the unmatched mountain & ocean views 🌺Spacious for Large Groups ♨️ Private 9-seat hot tub for relaxing soaks under the stars 🏊‍♀️ Pool & Spa: Brand new Ocean-view community pool in a quiet, gated neighborhood 🔥 Outdoor grill in private backyard and 10-seat dining table for family BBQ nights 🏖️ Beach: Only 5 min drive to the famous Makaha Beach 🏠 One-story, step-free, perfect for grandparents and kids