Vacation rentals in Diamond Head Crater

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Top-rated vacation rentals in Diamond Head Crater

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Superhost

A spacious balcony features a light-colored outdoor sofa paired with contemporary round side tables. Lush palm trees frame the ocean view, where the blue water meets the sandy beach. The scene is brightened by sunlight reflecting off the ocean.

Condo in Honolulu

5 out of 5 average rating, 4 reviews

Wake Up to Waves Oceanview Retreat (Car Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are 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 happy. I hope our place can bring you happiness too. :-)

Superhost

The living area features a comfortable gray sofa with decorative pillows, a round coffee table, and large glass doors leading to the private balcony with mountain views. A spacious bed is visible in the background, alongside a simple work desk and chair.

Condo in Honolulu

4.96 out of 5 average rating, 27 reviews

Penthouse 38th FL, Diamond Head View, Free Parking

*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.* Welcome to our 1BR PH condo in the heart of Waikiki, just steps away from famous Waikiki Beach! Features fully equipped kitchen, pull-out sofa bed, private lanai with city and mountain views, and free Wi-Fi and parking. Enjoy amenities like the pool, hot tub, BBQ, and sauna! Short walk to shops, restaurants, and entertainment options. Come enjoy a memorable stay in paradise!

Top guest favorite

A comfortable living area features a light-colored sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, complemented by two woven chairs. Floor-to-ceiling windows provide expansive views of the mountains and cityscape, inviting natural light into the space.

Condo in Honolulu

4.97 out of 5 average rating, 58 reviews

[Rare]Mtn View | Walk Score 95 | Parking | Kitchen

Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows. In the heart of Waikiki, the unit is just 1 block from Waikiki Beach, Kapiolani Park, and Honolulu Zoo. Walk Score 95, easy access to nearby grocery stores, coffee shops, restaurants, and shops. ★ "We can't wait to come back and stay here again!" ★

Top guest favorite

A spacious studio is showcased with a plush king bed positioned near large windows, offering views of the city skyline. A comfortable sofa and a glass coffee table provide a relaxing space, while a dining area with wooden chairs is accentuated by greenery on the table.

Apartment in Honolulu

5 out of 5 average rating, 17 reviews

New! Elegant King Studio-Waikiki Beach w/Parking

Spacious and stylish king studio in the heart of Waikiki Beach! Newly renovated with gorgeous interiors, this bright and airy retreat features a plush king bed, full-size sofa sleeper, and split AC for ultimate comfort. Just steps from the beach, top dining, and shopping. Enjoy a rare bonus-FREE parking! Relax in a beautifully designed space with modern amenities and everything you need for the perfect island getaway. Experience the best of Waikiki with comfort & convenience at your fingertips!

Guest favorite

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Honolulu

4.97 out of 5 average rating, 112 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

Top guest favorite

A serene bedroom features a spacious bed with natural light streaming in from a large window. A desk with a laptop is positioned beside a stylish chair, while a potted leafy plant adds a touch of greenery. The stunning ocean view enhances the calming ambiance.

Condo in Honolulu

5 out of 5 average rating, 17 reviews

MOANA Ocean View Suite • 31st Floor • FREE Parking

Welcome to our MOANA Suite, where every element has been carefully designed with our guests in mind and everything you’ll need for fun, relaxation and creating new favorite memories. Located on the 31st floor, this renovated one bedroom suite offers breathtaking panoramic views of Waikiki and the Pacific Ocean, and is a short distance to the beach as well as numerous Waikiki shops and restaurants. ☆☆☆ Next door to our ALOHA Suite Complimentary free parking is included. No hotel resort fees.

Guest favorite

A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.

Condo in Honolulu

4.93 out of 5 average rating, 233 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

Guest favorite

The modern kitchen features a combination of natural wood accents and sleek white cabinetry. A breakfast bar is highlighted by three upholstered stools. Warm lighting illuminates the space, complemented by green plants on the shelves, creating a welcoming atmosphere.

Condo in Honolulu

5 out of 5 average rating, 13 reviews

Superb Modern Penthouse in Waikiki Free Parking

Escape to paradise with this NEW, stylish PENTHOUSE in the heart of Waikiki! Recently renovated and located in the Marine Surf Waikiki building, steps away from the best restaurants, shopping, and Waikiki Beach. Enjoy the ultimate island lifestyle with all the modern amenities you need for an unforgettable stay. Whether you're looking to catch some waves, soak up the sun, or simply relax and unwind, this condo has everything you need. Book now and experience the best of Waikiki! FREE PARKING!

Top guest favorite

A spacious balcony features two wooden chairs and a small table, offering a peaceful spot to enjoy ocean views. The bright blue sky and shimmering water enhance the outdoor experience, while the tall buildings of Waikiki are visible in the distance.

Condo in Honolulu

4.97 out of 5 average rating, 140 reviews

Waikiki Banyan Relaxing Ocean View Free Parking

Newly renovated one bed-room in Waikiki Banyan with clean and modern touches. This unit in 26th floor has 533 sq. ft., sleeps 4 adults. Steps from the beach with gorgeous ocean views from your own balcony. Features a king size memory foam bed in the bedroom and queen size pullout sofa bed in the living room. The unit has full kitchen, Wi-Fi, AC, beach supplies and on site FREE PARKING. The building has BBQ, pool, jacuzzi, sauna, kids’ playground, laundry machines and 24hr security.

Top guest favorite

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.

Apartment in Honolulu

5 out of 5 average rating, 9 reviews

Kaimana Luxury Suite

Aloha, welcome to the Kaimana luxury suite —an elegant, light-filled corner condo with sweeping ocean & Diamond Head views from nearly every angle. This thoughtfully curated 1BR retreat combines modern luxury & island charm. A plush king bed, comfortable private patio, ultimate beach kit & fully stocked kitchen are some of the perks of the good life. Enjoy men’s/women’s saunas, motorized standing desk, custom TV mount & complimentary parking. Just steps to the sand—paradise awaits!

Top guest favorite

A spacious living area features a large sectional sofa facing expansive sliding doors, providing panoramic views of a rainbow over the mountains. A modern coffee table sits on a textured area rug, complemented by neutral coloured decor and wooden accents.

Condo in Honolulu

4.97 out of 5 average rating, 79 reviews

[Rare] Premier Mountain & Sunrise Views 37th Floor

2025 Summer Perks: • Complimentary Early Check-in and Late Check-out* • Stay more, Save More! See weekly promotions for more details. * Based upon availability. -- The Manoa Suite - the perennial "Guest Favorite" - trusted by guests for perfect stays in Waikiki! With unobstructed panoramic views of the Tantalus mountains and valley, the Manoa Suite is the perfect space to unwind after a day at the beaches of Waikiki, just steps away.

Guest favorite

A balcony offers a view of the beach and ocean, framed by palm trees swaying in the breeze. The distant mountains create a serene backdrop. A round table and a chair are positioned on the balcony, providing a space to relax and enjoy the scenery.

Condo in Honolulu

4.91 out of 5 average rating, 196 reviews

Special Waikiki Beach Condo with ocean view

If you want to have real Waikiki Beach experience, Waikiki Shore is the place for you! It's literally the only “ON THE BEACH” ocean front condominium building in Waikiki. This unit offers panoramic view of the Pacific Ocean, DeRussy Beach Park, and Mountains. This spacious studio is in the middle of all attractions that Waikiki has to offer. Restaurants, shopping and all activates are just steps away. STR#294