Holiday houses in Ka‘ena Point

4.93 out of 5 average rating, 228 reviews

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)

Top Guest favourite

4.99 out of 5 average rating, 269 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

4.97 out of 5 average rating, 281 reviews

Condo in Waianae

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

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

Condo in Waianae

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

Condo 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!

4.91 out of 5 average rating, 322 reviews

Tiny home in Waialua

Mango Garden Cottage

This garden cottage is surrounded by mango trees, a garden and a ranch. The living space is a tiny home and it has a large separate tiled bathroom and showers about 5 ft away all within the private yard and gate. Listen to the surf at night or the natural sounds of trees during the day. There is a yard to relax in when you're not at the beach. Your garden cottage is separate from the property's house and located in the center of the north shore. This is an ideal spot next to town!

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.

4.88 out of 5 average rating, 137 reviews

The Coloradoan

One bed, one bath, close to parking, walk out lanai to large yard area facing 18th hole of Fazio golf course. Five minute walk to beach. Hawaiian country furnishings are deceptively simple but supremely comfortable. Owned by retired Colorado couple that spend winter months in Turtle Bay. Sleeps two only. Lots of amenities. Sorry, no pets, kids or surf boards. Can be rented for 1 to 3 months by tourists for deep discount. Has been popular with seniors and newly weds.

4.92 out of 5 average rating, 135 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.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Ka‘ena Point holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Ka‘ena Point

4.95 out of 5 average rating, 21 reviews

Home in Haleiwa

Waimea Bay Studio 1BD With Sauna - NS Oahu

SariahRating, 5 stars3 weeks ago

We had the best time here. So close to Waimea Bay which became our fav beach, it was less than a 10 min walk! Absolutely wonderful place to stay, also very kind and helpful host!

Guest suite in Kailua

5 out of 5 average rating, 15 reviews

Lanikai Garden Studio - Licensed Since 1985!

JohnRating, 5 stars40 months ago

Even better than we expected! (And we expected it to be great). The studio is larger than we thought and every detail is carefully thought out. The place is extremely clean and very close to the beach. Do not worry about privacy, the studio has its own gate and garden area. We hope to return soon.

5 out of 5 average rating, 4 reviews

Apartment in Honolulu

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

Apartment in Honolulu

Penthouse Upscale Oceanview King Studio Near Beach

Angie MarieRating, 5 stars4 weeks 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

Condo in Waianae

4.78 out of 5 average rating, 94 reviews

Makaha beach & surf studio "legal rental"

MichaelRating, 5 stars2 months ago

Stayed here for a week and it was great. I watched the sun come up every morning enjoying coffee and the surfers looking for that perfect wave. Slept with the balcony doors open to the crashing waves. So tranquil. It was wonderful 10x better than Waikiki.

5 out of 5 average rating, 7 reviews

Apartment in Kahuku

Ocean Front Luxurious Villa

JackieRating, 5 stars4 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!