Holiday rentals in Ka‘ena Point

4.79 out of 5 average rating, 109 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

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Cottage in Waialua

5 out of 5 average rating, 35 reviews

Island Jewel, North Shore Bliss

An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities you’ve come to expect plus more, including a tennis court, pickleball court, basketball hoop, and an outdoor pool. Our cottage also offers an outdoor shower, and is just steps away from the ocean. Maximum occupancy — 4 individuals

4.97 out of 5 average rating, 282 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.

4.91 out of 5 average rating, 288 reviews

Apartment in Kahuku

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

4.93 out of 5 average rating, 122 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.

4.96 out of 5 average rating, 134 reviews

Home in Makaha Valley

Kalo Homes - Makaha's Hidden Gem

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!

4.83 out of 5 average rating, 206 reviews

Apartment in Honolulu

Free Parking/Ocean View/Steps to Beach & Mall 33F

Fully newly remodeled in April this year! Everything is brand NEW! Amazing sweeping ocean view! Located on 33rd floor of Waikiki city, just a few minutes’ walk to the famous Waikiki Kahanamoku Beach & Lagoon, Ala Moana Beach Park, Ala Moana Shopping Mall, many restaurants , Cafes and Bars - everything is within walking distance. FREE PARKING is a Big Plus with a designated parking spot in the garage. You’ll have a great time in this brand new home with a queen bed and a sofa to stay!

4.96 out of 5 average rating, 163 reviews

Cottage in Waialua

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.

4.91 out of 5 average rating, 136 reviews

Cottage in Haleiwa

Tiny living! Quaint Haleiwa cottage

****Calendar is not always accurate, please inquire for availability. ******* Spacious tiny home/cottage, equipped with everything to make your vacation a home away from home. High vaulted ceilings make the small home feel spacious, full kitchen for home cooked meals, a large covered deck for outdoor dining. In the heart of historic Haleiwa town, near Starbucks and 7-11, shopping and food trucks are down the street. We are located on site should you have any issues.

4.94 out of 5 average rating, 132 reviews

Guest suite in Waianae

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

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.

4.93 out of 5 average rating, 106 reviews

Guest house in Waianae

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

4.92 out of 5 average rating, 238 reviews

Makaha Dream

The Makaha Dream is a gated beachfront condo (Hawaiian Princess) on the fabulous Turtle beach, directly next to Mount Lahilahi. Listen to the melodic sound of waves hitting the shore, watch seals and turtles from your own balcony. Relax and enjoy the west side, away from the hustle and bustle of the city. Experience Hawaiian sunsets lighting up the evening skies, it doesn’t get any better than this!

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Popular amenities for Ka‘ena Point holiday rentals

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Free parking on premises

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Other great holiday rentals in Ka‘ena Point

5 out of 5 average rating, 4 reviews

13th Fl Waikiki Shore - Ocean-front|King Bed|AC

LarissaRating, 5 stars3 weeks ago

My stay exceeded all of my expectations! The balcony view was beautiful and looked even better than the pictures. I was able to see the sunset and sunrise every day if I wanted to. On Friday nights, they have a free fireworks show so I watched this from the balcony. The place was very clean and the washer/dryer was a nice plus. I will definitely be coming back next time I’m in Hawaii!

5 out of 5 average rating, 34 reviews

Penthouse Upscale Oceanview King Studio Near Beach

Angie MarieRating, 5 stars1 month ago

We stayed at additional night beyond our stay and stayed in another one of their properties that they owned and it was just as amazing as the first one

4.97 out of 5 average rating, 61 reviews

37FL-High-FL Studio w/Diamond Head & Ocean Views

MaddyRating, 5 stars1 week ago

This was an excellent Airbnb that had everything we needed while staying in Waikiki. The convenience of having a little kitchen allowed us to cook and store some meals which was very helpful for our family. The location was excellent, and very close the International Marketplace and walkable to the beach. The amenities were excellent in this apartment, as it even had a beach mat and beach umbrellas for us to take to the beach. The hosts are very responsive, friendly and communicative. The view was amazing, as we could sit on the balcony and clearly see Diamond Head and the ocean. Only downside to the apartment was that street sound seemed to travel and same with other neighbouring apartments. All in all a great stay, and we would stay here again.

5 out of 5 average rating, 7 reviews

Flat in Kahuku

Ocean Front Luxurious Villa

JackieRating, 5 stars5 months ago

Amazing place to stay! Only hiccup was the code to the gate/door being incorrect in the message that was sent to me, but after figuring out the correct code, it was a perfect stay!

4.88 out of 5 average rating, 119 reviews

Cottage in Waialua

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

SusannaRating, 5 stars3 weeks ago

We greatly enjoyed our time in his house. We had fantastic sunsets on the lanai. It was very relaxing to spent the afternoon on the lanai and to watch and hear the sea. You can easily reach a small beach from the house, which we only did for some late afternoon walks. We went snorkeling at Shark‘s Cove and at Waimea Beach, we could see a lot of fishes and turtles, inside and outside of the water. The location of the house was very good for us, you can easily reach different beaches, go on a sea shore hike or visit Pearl Harbour. The house was ideal for the two of us. We wanted to relax at the sea and do a lot of snorkeling and swimming which we could do every day. Peter was very friendly and helpful.

4.94 out of 5 average rating, 88 reviews

Home in Waianae

3BR New Construction w/Mt views, Close to Beach

JulieRating, 5 stars1 month ago

My family felt right at home it was a beautiful place with the most beautiful beach nearby to swim at. We had a 4 months old baby with us so it was wonderful to have a crib and change of sheets available for the baby along with beach toys such as snorkeling gear and boogie boards. Lots of towels available and comfortable beds. Thank you for such an amazing and comfortable stay.

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