Vacation rentals in Diamond Head Crater

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Top-rated vacation rentals in Diamond Head Crater

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Top guest favorite

A modern studio space features a queen-sized bed with a soft aqua throw. Light wood accents and a wooden feature wall complement the decor. An open kitchen area is equipped with appliances, including a blue stove, while a small dining table with two stools is visible nearby.

Apartment in Honolulu

5 out of 5 average rating, 52 reviews

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

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

A spacious living area features large windows offering panoramic ocean views. Modern furnishings include a soft sofa adorned with decorative pillows, a stylish armchair, and a wooden dining table. Natural light brightens the room, enhancing the fresh coastal ambiance.

Condo in Honolulu

4.94 out of 5 average rating, 115 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

Guest favorite

A private balcony lanai is showcased, featuring a table with two chairs overlooking an ocean view. The bedroom area is visible through large glass sliding doors, where a cozy bed is adorned with neutral-toned bedding. Lush palm trees can be seen framing the picturesque scenery.

Condo in Honolulu

4.95 out of 5 average rating, 43 reviews

Elegant Luxe OceanView&Fireworks@IlikaiResort+Park

✨ BRAND NEW LISTING. NO RESORT FEES. FREE PARKING! ✨ Aloha & Welcome to the beautiful iconic Ilikai Hotel & Luxury Suites! The Ilikai Hotel once host Elvis himself and is feature in the opening scene in Hawaii Five-O. Enjoy this cozy and stylish experience at this centrally-located Waikiki, H A W A I I! 🌴 This ocean front home is just steps away from the beach offering ocean & lagoon views. Enjoy firework shows every Friday night at 7:45pm! This home is surrounded by a lively neighborhood!

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.

Guest favorite

A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.

Condo in Honolulu

4.96 out of 5 average rating, 246 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

Top guest favorite

A modern kitchen area is presented with stylish pendant lighting overhead. A full-size refrigerator and kitchen appliances are arranged along a light-colored backsplash. A countertop with two bar stools invites casual dining, while houseplants add a touch of greenery to the organized shelves.

Condo in Honolulu

5 out of 5 average rating, 12 reviews

Amazing Studio Heart of Waikiki Free Parking

Escape to paradise with this NEW, stylish condo in the heart of Waikiki! Recently renovated and located in the Marine Surf Waikiki building, you're just 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!

Guest favorite

An open living area features a modern kitchen with sleek appliances and bar seating for four. A large 75-inch TV is mounted on the wall across from a cozy sectional sofa, complemented by a light-colored coffee table and a touch of textured decor.

Apartment in Honolulu

4.96 out of 5 average rating, 25 reviews

29FL-Ultra Modern 1BR-Ocean View & Free Parking!

Start your mornings with breathtaking ocean views and unwind with stunning sunsets from this beautifully renovated high-floor property at the Waikiki Banyan! Perched on the 29th floor, this Waikiki gem offers a warm, inviting space perfect for families or groups. Enjoy the convenience of 1 free parking spot and an unbeatable location, just steps from shops and restaurants. Best of all, the beach is only a block away, making this property an ideal retreat for relaxation and adventure.

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

4.96 out of 5 average rating, 142 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.

Guest favorite

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

Condo in Honolulu

4.9 out of 5 average rating, 194 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Guest favorite

A spacious living area features a light-toned sectional sofa and a wooden coffee table. A large 65" 4K SMART TV displays an underwater scene with a sea turtle. Floor-to-ceiling windows offer views of the ocean and mountains beyond.

Condo in Honolulu

4.98 out of 5 average rating, 144 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape. Limited-time: Complimentary early check-in and late check-out, based on availability.