
Waterfront holiday rentals in Kailua
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Kailua
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! This 1 large bedroom has a new king bed, and there is a bed in the living room as well. Right on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped remodeled kitchen, washer/dryer & private lanai looking out at this spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & onsite FREE parking spot!

Oceanfront Paradise (Car & Parking Available)
* Aloha! Welcome to our beachfront home with a unique design! * Enjoy incredible ocean views, a spacious lanai, a full kitchen, and modern amenities. Sip your morning coffee while watching the ocean, sailboats, surfers, or even whales. You can also watch fireworks directly from the lanai every Friday! The condo is right on Waikiki Beach. Just a short walk to the beaches, restaurants, bars, shopping centers, and more. Hawaii is our happy place. I hope it can bring you some happiness too. :-)

Absolutely Oceanfront-60'Waterfall Pool-Legal
Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Ko Olina Beach! Largest villa w/2 Masters, Feb 13
Welcome to our luxurious home at the Beach Villas at Ko Olina, nestled along Lagoon 2, the quietest beachfront lagoon in Ko Olina. With a beachy feel and Four Seasons and Ritz-Carlton vibe, it’s the perfect home base for couples, multigenerational families or friends traveling together. This largest 3 BR/3BA floor plan features two master suites and a children's bunk room, each with a private bath. With beds for up to eight, it’s the perfect retreat for guests seeking extra space and luxury.

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

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.

Spectacular Views - Spacious 2BR Waikiki Penthouse
Enjoy this once in a lifetime ocean view in the heart of Waikiki. This spacious 2 bedroom, 2 bathroom penthouse provides all the necessities for the perfect Hawaiian holiday. Located across the street from the world-famous Waikiki Beach, you have easy walking access to restaurants, shops and entertainment. This picturesque penthouse offers new appliances, comfortable beds, in-house laundry, A/C, a lanai with a spectacular view and more. Your dream vacation awaits!

*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.

Waikiki Beachfront Home with Ocean and Beach View
* Aloha! Welcome to our happy place in the heart of Waikiki! * If you are looking for stunning ocean views directly from your bed, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!

Kailua Beach Cottage - 1990/NUC-1797
WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

High Floor Luxury Oceanfront @ Waikiki Beach Tower
Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides unobstructed ocean views of Diamond Head and Waikiki Beach. Comfort, open space, and style are the focus of this hidden gem in paradise.

Aloha Hidden Treasure
This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01
Popular amenities for waterfront rentals in Kailua
Waterfront apartment rentals

*Remodeled Oceanfront in Waikiki - Ilikai Marina

1 BR Apt In Waikiki with Canal & Mountain View

Modern Aloha BnB of Waikiki

Steps to ocean Beachfront•King Bed•WiFi + Parking

Waikiki Oceanfront Condo 2 Minutes to the Beach

Rainbow M Ocean View-NO.1-Open Free parking!

30 Steps to the beach! Sleeps 4 TA154-814-0544-01

Modern Marina Retreat - Fully Licensed
Waterfront house rentals

ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!

Waimea Bay Studio With Sauna - Walk to beach!

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas

Hale Mahina Beach House

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Luxury Home in North Shore

@ML Ocean view, Golf, Gazebo and BBQ, we have all!

@ Marbella Lane - Mesmerizing Ocean + MT Views
Waterfront apartment rentals

Amazing Ocean & Beach Views - Only Steps to Beach!

Enjoy Ocean Sunsets - Newly Remodeled Ilikai Condo

Ko Olina Beach Villas ★Ocean View★Free Parking★

Drift on the Sea in Waikiki, Surfy, Stylish & NEW!

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

Waikiki Condo - FREE Parking, King Bed!

Beachfront direct ocean views, 21st FL at Ilikai

Dreamy Beachfront Cottage with Breathtaking Views
Quick stats about waterfront rentals in Kailua

Total holiday rentals
Explore 30 holiday rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at € 153 per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

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

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Kailua holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua rentals

4.9 Average rating
Kailua stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Kailua Beach
- Kualoa Ranch
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- Ala Moana Beach Park
- Honolulu Zoo
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- Sans Souci Beach
- Bishop Museum
- Wet 'n' Wild Hawaii
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