Holiday rentals in Diamond Head

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Top-rated holiday rentals in Diamond Head

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Guest favourite
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.
Apartment in Honolulu
4.9 out of 5 average rating, 123 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.

Top guest favourite
A private lanai features two dark wicker chairs paired with a glass table, providing a space for relaxation. Lush greenery and ocean views are visible in the background, with the outline of Diamond Head framed by clouds under a clear blue sky.
Flat in Honolulu
4.96 out of 5 average rating, 27 reviews

Ocean View Studio with private balcony

This bright and breezy studio offers the perfect island escape, with ocean and park views to enjoy from your private lanai. Located 3 min. walk to the beach and restaurants. Anything you need is within walking distance and Diamond Head view is just wow! The studio is fully equipped with kitchen and beach gear. *NOVEMBER, DECEMBER & JANUARY SPECIAL - FREE PARKING* Parking upon request - needs to be booked ahead, $35 per day. * Please note that street noise is common in this vibrant neighborhood.

Top guest favourite
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.
Apartment in Honolulu
4.9 out of 5 average rating, 145 reviews

Ocean View w/ 2 private balconies; Steps to Beach

BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

Superhost
The open-concept kitchen features modern appliances, including a refrigerator, and a large island with seating for four. Natural light fills the space through sliding glass doors that lead to the lanai, showcasing a relaxing area with a tent and views of the surrounding area.
Apartment in Honolulu
4.88 out of 5 average rating, 134 reviews

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

This luxurious 1BD corner unit condo is in the heart of Waikiki and few minute walk to the beach, featuring panoramic ocean views of the crisp Hawaiian waters. This suite is beautifully designed and fully renovated with modern furnishings and decor. Just a few steps away from the famous Waikiki Beach, you'll be surrounded with authentic Hawaiian culture, local favorite eateries, fine dining, shopping plazas and beach access. This apartment is perfect for couples and small group travelling.

Guest favourite
A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.
Apartment in Honolulu
4.97 out of 5 average rating, 149 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

Celebrating the 2025 Festive Season with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included * Based on availability. -- 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.

Guest favourite
A bright studio with ocean views features a spacious bed against an accent wall. A dining area is visible with a marble top table and chairs. Natural light floods the room through large sliding doors, leading to a balcony with a railing overlooking the city and ocean.
Apartment in Honolulu
4.9 out of 5 average rating, 148 reviews

Oceanview Gem | Guest Favorite | Newly Renovated

Come stay at this guest favorite gem for a taste of paradise! One block to Waikiki Beach, ocean view from the lanai, spacious living room, cozy bedroom with quality mattress, and a fully equipped kitchen. Perfect for couple getaways, remote work, and family vacations! We've hosted hundreds of guests over 4 years with a 4.9 rating. Food, shopping, and surf spots under 5-min walk: ✔ Musubi Cafe IYASUME (right downstairs) ✔ Marugame Udon ✔ Surf shop Moku ✔ Royal Hawaiian Shopping Center

Top guest favourite
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.
Apartment in Honolulu
4.97 out of 5 average rating, 146 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 favourite
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.
Apartment in Honolulu
4.9 out of 5 average rating, 198 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.

Top guest favourite
An expansive view showcases the city skyline alongside lush greenery and a winding river. In the distance, mountains add depth to the horizon under a clear blue sky, creating a tranquil scene from the high vantage point.
Apartment in Honolulu
4.95 out of 5 average rating, 138 reviews

Relaxing amazing Ocean and Diamond Head View

Welcome to our unique Airbnb, where an unforgettable experience awaits! Step inside and be transported to a world of wonder. With vibrant colors, eclectic decor, and delightful surprises at every turn, this space is designed to awaken your senses and spark your imagination. Located just minutes from the International Market Place, Royal Hawaiian Center, and a short stroll to the iconic Waikiki Beach, you'll be in the heart of it all!

Guest favourite
A panoramic ocean view is captured from a balcony, showcasing the vibrant blue sea and sky. The landscape features a mix of high-rise buildings and lush greenery, along with hints of distant sailing boats under a bright, sunny atmosphere.
Apartment in Honolulu
4.94 out of 5 average rating, 258 reviews

Penthouse - Top Floor Panoramic Ocean View

Top of Waikiki with PANORAMIC OCEAN VIEW! Enjoy this remodeled penthouse suite just steps from the beach in the Waikiki Banyan. Two queen beds (most units at Waikiki Banyan have full-size beds). Full kitchen and quiet, cold AC in both the living room and the bedroom. The building has free, secured garage parking and fast WiFi. Ultra comfortable beds with 600-thread-count sheets for the best night's sleep on your vacation.

Guest favourite
A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.
Guest suite in Honolulu
4.83 out of 5 average rating, 294 reviews

DIAMOND ON DIAMOND HEAD

Located on the slope of Diamond Head, our apartment is at a walking distance of Waikiki beach, restaurants, nightlife, public transport. You’ll love my place because of the coziness, the location. I put a special attention on having the mattress spray monthly for bugs and also the apartment for insects. It is very important for me to offer a super clean, cozy, comfy and secure apartment. TA-182-790-8096-01

Superhost
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.
Flat in Honolulu
4.95 out of 5 average rating, 148 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 Diamond Head holiday rentals

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