Waterfront holiday rentals in Kailua

A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.

4.98 out of 5 average rating, 103 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

4.87 out of 5 average rating, 102 reviews

Panoramic OceanView/STEPS FROM BEACH/FreePark/3702

Breathtaking ocean/sunset/city skyline and Firework views from the 37th floor! Enjoy walking distance to Waikiki Beach with the best location in Waikiki! The fraction of the price of Waikiki hotels! Newly renovated condo with granite countertops and custom cabinetry. Spectacularly comfortable beds with high quality linen along with all new kitchen, bathroom and living room essentials. Parking/pool/hot tub/BBQ/cabe/STARZ movie package with high speed WI-FI and much more included with your stay!

A woman stands on the spacious lanai, enjoying the ocean view framed by a full wall of windows. Comfortable outdoor furniture, including a round table and cushioned chairs, complements the serene atmosphere. Lush greenery is visible, enhancing the coastal setting.

4.96 out of 5 average rating, 127 reviews

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. :-)

4.8 out of 5 average rating, 196 reviews

A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.

Guest house in Kailua

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

4.97 out of 5 average rating, 317 reviews

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

Apartment 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.

A serene lanai features two turquoise lounge chairs beside a small round table. A view of the marina and ocean is visible in the background, showcasing boats and a clear blue sky. A decorative pineapple sits atop the table, accompanied by two cups.

4.96 out of 5 average rating, 300 reviews

Waikiki Ocean & Sunset View Condo-free parking

Welcome to the pearl of Waikiki. Situated at the world famous the Ilikai Hotel. This charming and spacious studio condo has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores, banks and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana mall (biggest outdoor mall in the U.S.A), and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

A spacious bedroom is illuminated with natural light, featuring a large bed adorned with a patterned blanket. A wall decorated with palm leaf designs complements the beach view visible through expansive glass doors, which open onto a private balcony with an outdoor seating area.

4.93 out of 5 average rating, 101 reviews

Floor-to-Ceiling Oceanfront Home (Car Available)

* Aloha! Welcome to the happiest place in the world. * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. This beachfront home is within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Every time I come to Hawaii, I am so happy. I hope our place can bring you some happiness too. :-)

The open-concept living area is highlighted by a modern kitchen with sleek white cabinetry and a stainless-steel appliances, including a refrigerator and dishwasher. A spacious living room features a dark sectional couch and a dining table, with large windows offering ocean views.

5 out of 5 average rating, 219 reviews

Ocean/Fireworks View Waikiki Walk to beach! 1BR

Renovated 1 bedroom/1 bathroom top floor apt in Waikiki. Beautiful 180 unobstructed panoramic ocean views from the Juliet balcony. See the Friday night fireworks and the sunset from the top! Queen size bed in bedroom. Bathroom has double sink, glass walk-in shower. Fully stocked kitchen. 24/7 security on site. Central A/C, Cable, WiFi included. Garage parking available for $33 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

4.81 out of 5 average rating, 119 reviews

A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.

Apartment in Waianae

*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.

An expansive balcony is visible, featuring a table and two chairs, overlooking a stunning ocean view. The azure waters and palm trees create a serene backdrop. Floor-to-ceiling glass doors provide natural light and seamless access to the outdoor space from the interior.

4.96 out of 5 average rating, 119 reviews

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!

4.78 out of 5 average rating, 167 reviews

A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.

Guest house in Kailua

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.

4.88 out of 5 average rating, 173 reviews

The oceanfront condo is displayed from a water-level perspective, showcasing its multi-story structure. Lush palm trees surround the property, and gentle waves lap at the soft sand beach. The building features a light-colored exterior with multiple balconies overlooking the ocean.

Flat in Hauula

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A spacious room with large windows provides views of the city skyline and mountains. A comfortable bed is paired with a modern sofa and a small coffee table. A television sits on a media console, enhancing the functional layout of the space.

4.79 out of 5 average rating, 128 reviews

1 BR Apt In Waikiki with Canal & Mountain View

The spacious living area showcases large windows offering views of Diamond Head and the ocean. A comfortable sofa is paired with an accent chair and a wooden coffee table. In the background, a cozy sleeping area is visible, separated by a sliding room divider.

5 out of 5 average rating, 21 reviews

Kaimana Luxury Suite

A balcony table set for two is featured with a small vase of yellow flowers. Palm fronds frame the view of the marina, where numerous boats are anchored. The water reflects the surrounding structures, creating a serene atmosphere.

4.8 out of 5 average rating, 211 reviews

Waikiki Oceanfront Condo 2 Minutes to the Beach

4.97 out of 5 average rating, 72 reviews

Kona Pad of Waikiki Beach

A spacious living area is presented, featuring a comfortable sectional sofa and a wall-mounted television. Light wood flooring complements the neutral wall color. A dining table with four chairs and an open kitchen area are visible, creating an inviting and functional space.

4.88 out of 5 average rating, 260 reviews

Mountain & River + City OV #1 ㅣ Free parking!

4.75 out of 5 average rating, 189 reviews

The image displays a waterfront view featuring a low-rise condominium surrounded by lush palm trees and mountains in the background. The water appears calm and reflective under a bright blue sky with scattered clouds, creating a serene coastal atmosphere.

Flat in Hauula

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

A vibrant outdoor pool area is seen with turquoise umbrellas surrounding the clear water. Lush palm trees gently frame the scene, and beachgoers can be viewed enjoying the space. The soft curve of the sandy beach is visible in the background, leading to the tranquil ocean.

4.93 out of 5 average rating, 29 reviews

Oceanview-Luxurious Condo, free parking.

A guest is seen from behind, holding a glass while looking out from a balcony. The view showcases a marina filled with boats and a bright blue ocean, framed by palm trees under a clear sky.

4.94 out of 5 average rating, 174 reviews

Ocean views at Ilikai Marina. Parking included!

Waterfront house rentals

4.96 out of 5 average rating, 52 reviews

A bright and compact kitchen is shown, featuring modern appliances, including a microwave and a stove. Shelves hold various kitchen items, while a circular dining table is present in the foreground. Natural light enters through a window, illuminating the space.

Home in North Shore

Waimea Bay Studio With Sauna - Walk to beach!

5 out of 5 average rating, 19 reviews

The image captures a serene beach scene with soft, golden sand and gentle waves lapping at the shore. Lush green mountains rise in the background, creating a striking contrast with the clear blue ocean. Fluffy white clouds drift overhead, adding to the tranquil atmosphere.

Home in Hauula

Ocean Views, Steps from Beach - 3 Bedroom/2 Bath

4.88 out of 5 average rating, 74 reviews

A dining area features a marble table with elegant chairs, complemented by decorative sailboat figurines. Large windows invite natural light and offer views of the lush landscape and distant mountain. Light, sheer curtains frame the windows, enhancing the bright atmosphere.

Home in Makaha Valley

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

Aerial view of Oahu's North Shore showcases lush green mountains rising above a serene coastline. The foreground captures a sandy beach framed by tranquil blue waters, where gentle waves lap against the shore, creating a peaceful backdrop to the surrounding landscape.

Home in Laie

4.63 out of 5 average rating, 38 reviews

Hale Mahina Beach House

4.83 out of 5 average rating, 46 reviews

An outdoor gazebo features a wooden beam structure with draped curtains, offering space for relaxation. A wooden bar counter runs along one side, while comfortable seating is displayed inside. The backdrop showcases a vibrant sunset over lush greenery, enhancing the serene atmosphere.

Home in Makaha Valley

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

4.88 out of 5 average rating, 25 reviews

Home in Haleiwa

Sunsetyards/ Sunset pt. 30 day minimum

Home in Hauula

Luxury Home in North Shore

The living area features a comfortable couch with decorative pillows, a coffee table, and a dining table with chairs. Large windows allow natural light to fill the space and showcase an ocean view. A soft area rug enhances the inviting atmosphere.

Home in Kaneohe

4.61 out of 5 average rating, 187 reviews

Beautiful Ocean view 2 bedroom rental (30 + days)

Waterfront apartment rentals

A sweeping view of a lagoon bordered by golden sand, with gentle waves lapping at the shore. Lush palm trees line the beach, while a clear blue sky meets the horizon, enhancing the serene coastal landscape.

4.83 out of 5 average rating, 333 reviews

Amazing Ocean & Beach Views - Only Steps to Beach!

4.92 out of 5 average rating, 495 reviews

An open living space showcases a dining area with a circular table and metal chairs, surrounded by natural wood accents. A large wall art piece features a world map. A sliding glass door leads to a private lanai offering views of the golf course.

Apartment in Kahuku

RusticLuxe — Go Fully Custom at Turtle Bay

An aerial view captures the serene Duke Kahanamoku Lagoon surrounded by lush palm trees and the expansive ocean. Vibrant blue waters stretch to the horizon, with sandy beaches visible along the shoreline. The nearby resort features a swimming pool and landscaped areas for relaxation.

4.9 out of 5 average rating, 180 reviews

Beachfront Ocean/Lagoon Views, 20th FL Ilikai

A spacious balcony is accessed from the suite, featuring a table and chairs with a view of the Waikiki Marina. The scene includes boats in the water and distant ocean views against a backdrop of blue skies and scattered clouds.

4.98 out of 5 average rating, 212 reviews

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

4.91 out of 5 average rating, 291 reviews

The beachfront property is surrounded by lush greenery and palm trees, displaying multiple levels of residential units. The sandy beach extends to the clear blue waters, with mountain views in the background under a partly cloudy sky.

Apartment in Hauula

Secluded White Sandy beach just 30 steps away

The living area showcases a sleek entertainment unit with a large flat-screen TV mounted above a simple shelf. Modern bar stools are arranged around a stylish kitchen counter, accompanied by a decorative plant and coastal-themed art pieces on the walls.

4.95 out of 5 average rating, 170 reviews

Ilikai Condo - FREE Parking, City View

A balcony offers a view of the ocean and surrounding buildings, featuring a small round table with two brown chairs. A potted plant is placed on the table, and a kitchenette with a fridge is visible in the background, complemented by bright blue skies.

4.9 out of 5 average rating, 154 reviews

🏄‍♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental