Vacation rentals in Oahu

4.96 out of 5 average rating, 127 reviews

Place to stay in Kailua

Honu Suite at La Bella’s-Walk to Beach-Licensed

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

4.88 out of 5 average rating, 120 reviews

Home in Haleiwa

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

Legal rental island-style family home with 4 bedrooms plus a loft bedroom (5 rooms total). This home includes high-speed WiFi, an 85-inch smart TV, split-unit AC in every room, an outdoor shower, a tree-surrounded porch with sunset views. Walking distance to Waimea Bay and other scenic spots, & just a short drive to restaurants, grocery stores, & other activities. If you’re looking for another 4 bedroom home, that can fit up to 9 other people click on my other listings and write me a message

4.92 out of 5 average rating, 368 reviews

A spacious studio suite features a king-size bed centered against a vibrant tropical-themed wall art. A dining area with a glass table and wicker chairs sits adjacent, while a cozy seating area with floral-patterned cushions completes the inviting layout. Ample natural light filters through the windows.

Guest suite in Kailua

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Managed by Kupono Svcs.

4.99 out of 5 average rating, 109 reviews

A modern two-story home is situated within a well-maintained community. The exterior features light gray siding with white trim and a spacious driveway leading to a two-car garage. Lush greenery is visible in the landscaped yard, with the majestic mountains serving as a backdrop.

Home in Makaha Valley

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Discover your dream vacation, just 2 miles from the world-famous Makaha Beach. This pristine rental is perfect for those seeking an authentic Hawaiian experience! ~Stunning Views: From every room including the backyard! ~Culinary Delights: Create island feasts in our fully equipped kitchen. ~Cozy Comfort: Rest easy in plush bedrooms designed for ultimate relaxation. ~Adventure Awaits: Surfing, fishing, & more are within easy reach. Don't miss out on making memories that will last a lifetime!

4.8 out of 5 average rating, 198 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

4.99 out of 5 average rating, 110 reviews

Ocean View Sunset, Free Parking, Pool, 5m to Beach

Aloha and welcome to one of the most amazing complete remodels you will find in Waikiki - completed end of 2022. This one-of-a-kind 1 bedroom with free 1 parking stall, pool and gym boasts spectacular ocean & Diamond Head views and is only 0.2 miles (5 min walk) from Waikiki Beach and closer to endless restaurants, shopping & so much more. We would love to have you stay with us and create memories in this truly magical place that is centrally-located, well appointed, and with fabulous views!

4.96 out of 5 average rating, 114 reviews

37F Corner Studio | Ocean & Diamond Head Views

At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building. Enjoy breathtaking Ocean & Mountain views. Hotel quality sheets, pillows, and air conditioning await you. Excellent location right across the convention center, about a 10-minute walk to the beach and a 15-minute walk to Ala Moana Mall, very accessible to restaurants and shops. The unit offers a view of Fireworks by Hilton Hawaiian Village every Friday.

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.

4.97 out of 5 average rating, 321 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.

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, 221 reviews

Ocean/Fireworks View WaikikiTop Floor 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 $35 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

4.86 out of 5 average rating, 247 reviews

The image captures the serene oceanfront view at dusk, with gentle waves lapping against the shoreline. A lush green landscape leads up to the modern home, which features a spacious deck. The sky is painted in soft shades of blue and pink as the sun sets.

Townhouse in Laie

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

A spacious bedroom is illuminated by natural light, showcasing a beautifully designed king-size bed with crisp white linens and a soft headboard. A large flat-screen TV is mounted on a wooden accent wall. The room features a cozy seating area and direct access to the patio.

4.96 out of 5 average rating, 99 reviews

32F-Penthouse Pacific Monarch Studio-Ocean View

Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.

A modern living area is illuminated by natural light from large glass doors leading to a balcony. The space features a curved gray sofa and a wall-mounted TV, with a backdrop of a serene ocean view visible through the doors.

4.95 out of 5 average rating, 156 reviews

High FL-Upscale Ocean View w/ Easy Beach Access~

Situated in one of the most vibrant neighborhoods in all of Waikiki, you'll be within steps away from many local restaurants, and shopping plazas. Most importantly, a quick 2 min walk to Waikiki beach, surrounded by cultural activities such as surf lessons and rentals. This stunning apartment is truly one of a kind, and it's the perfect choice for couples & memorable occasions.

Popular amenities for O‘ahu vacation rentals

Self check-in

Free parking on premises

Monthly stays

Gym

BBQ grill

Private vacation rentals in O‘ahu

4.98 out of 5 average rating, 96 reviews

Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.

Home in Haleiwa

Haleiwa Waterfront House

4.97 out of 5 average rating, 29 reviews

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

A spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.

4.94 out of 5 average rating, 35 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

5 out of 5 average rating, 18 reviews

An entrance is displayed, featuring a smooth wooden deck with two outdoor chairs positioned beside the door. Soft lighting illuminates the entryway, while lush greenery provides a tropical ambiance against the backdrop of a colorful sunset sky.

Guesthouse in Waianae

Studio Nene - Ocean, King bed, Tropical Garden

4.84 out of 5 average rating, 61 reviews

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

Home in Kailua

Large Kailua Beach Home - Steps To The Beach!

A modern kitchen and dining area features a large table with stylish chairs, accompanied by sleek cabinetry and stainless steel appliances. A ceiling fan provides air circulation, while natural light filters through large windows adorned with greenery.

4.85 out of 5 average rating, 298 reviews

Beachside Bliss: Steps to the Sand *legal rental*

A modern bathroom is showcased with a deep soaking tub positioned next to large windows, providing panoramic views of the sunset over the ocean. Natural stone accents are featured throughout, while a decorative vase with flowers adds a touch of elegance.

5 out of 5 average rating, 28 reviews

(Golden Week) Nr beach! Imperial Resort

4.98 out of 5 average rating, 46 reviews

A beach cottage is nestled among palm trees, with large windows reflecting the warm hues of a sunset. The grassy area leads toward the ocean, enhancing the serene coastal atmosphere. The horizon showcases the fading light over tranquil waters.

Townhouse in Waialua

Sunset Hale

Family friendly vacation rentals in O‘ahu

A spacious studio room is highlighted by a king-size bed and a Q-size sofa bed. A smart TV is mounted on the wall, across from the bed. Natural light enters through the partially open curtains, and a window air conditioning unit is visible in the background.

4.94 out of 5 average rating, 159 reviews

9B Waikiki Studio | Steps to Beach | Ocean View

4.85 out of 5 average rating, 55 reviews

A studio-style condo features large sliding glass doors that open to a private beach view, allowing natural light to fill the space. Two full-size murphy beds are adorned with floral bedding. A flat-screen TV and comfortable seating are situated for relaxation, with scenic palm trees visible outside.

Condo in Hauula

"Seashore Dreams" Beachfront w/ New Kitchen & AC!

4.92 out of 5 average rating, 501 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.

Condo in Kahuku

RusticLuxe — Go Fully Custom at Turtle Bay

5 out of 5 average rating, 9 reviews

Warm and Cozy Getaway 1BR w/ parking

5 out of 5 average rating, 10 reviews

Aerial view of a large resort complex featuring multiple buildings surrounded by lush greenery. Sun loungers are arranged along a sandy beach leading to a calm turquoise sea, while palm trees provide a tropical ambiance to the landscape.

Condo in Kapolei

Aulani Disney Resort&Spa Studio!

5 out of 5 average rating, 4 reviews

Opihi NEW waikiki 1B+fun bunk washer parking!

A private balcony features two aqua-colored chairs overlooking a landscaped park dotted with palm trees. A clear sky adds brightness to the scene, while a glimpse of the ocean can be seen in the distance, providing an inviting setting for relaxation.

4.9 out of 5 average rating, 339 reviews

Waikiki Bungalow

5 out of 5 average rating, 33 reviews

Tiny home in Kailua

Breezey Island Retreat

O‘ahu beach vacation rentals

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.

4.96 out of 5 average rating, 105 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

A private balcony features a round glass table surrounded by two wicker chairs, overlooking a vibrant blue ocean. Soft waves lap against a sandy beach, with palm fronds providing a tropical touch. A clear sky with scattered clouds complements the picturesque view.

4.84 out of 5 average rating, 383 reviews

Million $ View on Gorgeous Secluded Beach!

A spacious living area features a comfortable seating arrangement with a textured sofa and a wooden coffee table. Large windows provide sweeping ocean views, while decorative plants and a wall-mounted TV add to the ambiance. A dining area with chairs is visible in the background.

4.98 out of 5 average rating, 109 reviews

ZEN Oceanfront Suite

4.84 out of 5 average rating, 221 reviews

A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.

Apartment in Mākaha

Beach Beauty and Comfort in remote Oahu Paradise

A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.

4.9 out of 5 average rating, 154 reviews

Ocean View w/ 2 private balconies; Steps to Beach

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.

4.81 out of 5 average rating, 123 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

A sweeping view of Turtle Beach is captured, showcasing soft golden sands meeting gentle waves. The ocean displays shades of blue under a cloudy sky, while a verdant mountain is visible in the background, adding a tranquil aspect to the coastal scenery.

4.92 out of 5 average rating, 260 reviews

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