Waterfront holiday rentals in Kailua

4.77 out of 5 average rating, 147 reviews

A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.

Condo in Hauula

"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!

4.89 out of 5 average rating, 218 reviews

A multistory beach cottage is viewed from the shoreline, showcasing its white and turquoise façade. Lush palm trees line the beachfront, complementing the soft sand. The clear turquoise waters reflect the building, creating a serene coastal scene.

Apartment in Hauula

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage at the second floor is steps away from a pristine Hawaiian soft-sand beach. It is extremely calming to sit & enjoy the ocean while your loved ones play in this secret sandy beach, protected by the reef. Is a perfect getaway. Enjoy the secret beach and all the island attractions. Price has discount, because main building is under construction, can be very noisy between 8 to 4, M to F. TMK#530080020132 TA-143-890-4320-01

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, 122 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, 193 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.

Guesthouse 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, 311 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.

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.

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, 294 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

Aerial view of Waikiki Beach, showcasing the clear turquoise water and soft sandy shores. The natural jetty is visible, providing a calm swimming area, while beachgoers and sun loungers dot the coastline. Lush palm trees frame the scene, with buildings lining the shore in the background.

4.96 out of 5 average rating, 210 reviews

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!

4.89 out of 5 average rating, 211 reviews

Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.

Villa in Kapolei

Studio Suite Ko Olina at MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $45/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

4.8 out of 5 average rating, 117 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.

Condo 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, 117 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!

4.8 out of 5 average rating, 164 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.

Guesthouse 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.

4.9 out of 5 average rating, 168 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.

Apartment 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 Kailua waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

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, 126 reviews

1 BR Apt In Waikiki with Canal & Mountain View

4.93 out of 5 average rating, 15 reviews

A patio dining set features a wooden table with breakfast items, including croissants and fruit, set against a backdrop of lush greenery and ocean views. Light streams through the slatted walls, enhancing the serene outdoor ambiance.

Apartment in Kahuku

Ocean Front Luxurious Villa

4.94 out of 5 average rating, 49 reviews

Modern Aloha BnB of Waikiki

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, 207 reviews

Waikiki Oceanfront Condo 2 Minutes to the Beach

The spacious living area features a comfortable sofa and leather lounge chair, with a coffee table in the center. Large floor-to-ceiling windows offer stunning ocean views, and a dining area with a table and chairs can be seen through the sliding doors.

4.86 out of 5 average rating, 51 reviews

Waikiki Luxury Oceanfront 2BR/2BTH w/ Parking~

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, 258 reviews

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

4.74 out of 5 average rating, 188 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.

Apartment in Hauula

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

A modern kitchen is equipped with stainless steel appliances, including a refrigerator, microwave, and oven. Light-colored cabinets feature glass fronts, providing visibility to organized dishware. A granite countertop offers ample space for meal preparation, complemented by a sleek stainless steel sink.

4.89 out of 5 average rating, 225 reviews

Modern Marina Retreat - Fully Licensed

Waterfront house rentals

4.95 out of 5 average rating, 44 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!

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.

4.88 out of 5 average rating, 68 reviews

@ 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

4.72 out of 5 average rating, 36 reviews

Hale Mahina Beach House

5 out of 5 average rating, 5 reviews

A panoramic view captures the vibrant coastline of Waikiki, showcasing pristine sandy beaches, a calm lagoon, and the iconic Diamond Head in the background. The harbor features numerous boats, while the resort buildings are set amidst lush palm trees and greenery.

Home in Waikiki

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

4.88 out of 5 average rating, 114 reviews

Home in North Shore

Family Home w/ 5-BD in North Shore, Ocean Views!

A spacious gazebo accommodates a large outdoor dining set, surrounded by lush greenery. The structure is designed with an open roof and features a modern aesthetic. In the background, ocean views and distant mountains enhance the tranquil outdoor setting.

4.96 out of 5 average rating, 50 reviews

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

An outdoor gazebo is furnished with a dark metal table and light-colored cushioned chairs. A decorative platter holds a variety of fresh fruits, including a pineapple and assorted tropical fruits. The background reveals a scenic view of lush greenery and the ocean under a clear blue sky.

4.85 out of 5 average rating, 61 reviews

@ Marbella Lane - Mesmerizing Ocean + MT Views

An aerial view captures a spacious, well-maintained home surrounded by lush green lawns and landscaping. The scenic ocean can be seen in the background, complementing the neat layout of the gated community, characterized by similar homes and wide streets.

4.89 out of 5 average rating, 38 reviews

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

Waterfront condo accommodation

A panoramic view reveals the tranquil Pacific Ocean, with gentle waves lapping at the shore. A lagoon is bordered by palm trees, and visitors can be seen enjoying the sandy beach. The scene captures the vibrant hues of blue water against the sunny sky.

4.9 out of 5 average rating, 183 reviews

🏝 Ilikai Condo Waikiki Beach Ocean Views

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, 329 reviews

Amazing Ocean & Beach Views - Only Steps to Beach!

A vibrant sunset paints the sky in shades of orange and yellow, with rays of light breaking through scattered clouds. Below, a marina filled with sailboats and yachts is visible, surrounded by palm trees and calm water reflecting the colors of the sky.

4.96 out of 5 average rating, 137 reviews

Enjoy Ocean Sunsets - Newly Remodeled Ilikai Condo

A spacious dining area features a large wooden table surrounded by four chairs, complemented by a patterned rug. Large sliding glass doors invite natural light from the adjacent balcony, with an open view of the living area and modern kitchen in the background.

4.91 out of 5 average rating, 204 reviews

City & Palm View Oceanfront Bliss w/ Free Parking

4.84 out of 5 average rating, 109 reviews

A serene pool area is surrounded by lush tropical landscaping, featuring palm trees and colorful flowers. Lounge chairs are placed around the pool, which is framed by natural stone accents. A calm, inviting atmosphere is created by the clear blue water and sunny skies.

Condo in Kapolei

Ko Olina Beach Villas ★Ocean View★Free Parking★

A spacious sleeping area features two comfortable beds adorned with crisp white linens. Large windows showcase stunning sunset views over the ocean and city skyline, bathing the room in warm light. The nightstand includes a bedside lamp and clock, complementing the inviting atmosphere.

4.91 out of 5 average rating, 238 reviews

Panoramic OceanView/STEPS FROM BEACH/FreeParking

The studio features a vibrant interior with two spacious beds covered in floral-patterned bedding. A cozy seating area includes a blue couch and a bright red chair. A television and decorative wall art enhance the room, while natural light streams in from the balcony doors.

4.88 out of 5 average rating, 101 reviews

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

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.