Vacation rentals in Diamond Head

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.

4.98 out of 5 average rating, 102 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

A lounge chair is positioned on a spacious balcony, overlooking a panoramic ocean view. A small side table is presented nearby, featuring two glasses and a decorative plant. The vibrant blue water and sandy beach are visible in the background, surrounded by palm trees.

5 out of 5 average rating, 62 reviews

Oceanfront Dream Home (Car & Parking 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. :-)

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.

5 out of 5 average rating, 74 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.

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, 147 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!

A bright studio features a spacious bed with a decorative ‘Aloha’ pillow. Large windows frame the view of the city and sky, and a small dining table with a chair is positioned near the window. The warm wood flooring complements the light decor.

4.94 out of 5 average rating, 65 reviews

Oceanfront Diamond Head Beach Hotel

Diamond Head Beach Hotel featuring studio #1102 is what you expect in a Hawaii accommodation. Comfortable w awesome views! A hidden-gem get away! Enjoy the splendor of nature at Kapiolani Park featuring exotic trees and birds. Iconic Diamond Head Crater moments away.... Swim/Snorkel/Surf there on the oceanside of the hotel! Biki Bike is accessible for enjoyable rides through the park...to the shops and eateries! A wonderful stroll along the shoreline path is breathtaking... No parking

4.99 out of 5 average rating, 99 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!

Superhost

A spacious living room features a large modular sectional sofa, thoughtfully arranged for comfort. Floor-to-ceiling windows provide abundant natural light and showcase panoramic views of the ocean. A coffee table sits in the center, with decorative items adding to the modern design.

4.85 out of 5 average rating, 55 reviews

37FL-Luxury Upscale Ocean View-Modern 1BR/Parking~

Perched high on the 37th floor, this stunning one-of-a kind property boasts breathtaking, endless ocean views are nothing short of spectacular. From the massive floor to ceiling windows, it provides a daily spectacle that never fails to leave you awestruck every time you step foot inside. The sheer beauty of the endless ocean, viewed from such an impressive height, it's not just visually mesmerizing, but also promises to create an extraordinary living experience that is surely unforgettable.

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.

4.97 out of 5 average rating, 154 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

Celebrating the New Year 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.

A spacious living room features modern furnishings, including a light-colored sectional sofa and a large entertainment unit with a flat-screen TV displaying a black-and-white image of leaping dolphins. Natural light floods the space through large windows, complemented by a decorative plant and a round coffee table.

5 out of 5 average rating, 31 reviews

*The Maeva* Upscale with Views and Free Parking

Our clean, modern, and centrally located suite boasts luxurious accommodations, meticulously designed with your comfort in mind. Immerse yourself in the unparalleled beauty of Waikiki from our prime location, just a 5mn walk from the golden sands Enjoy the convenience and savings of the free on site provided with your stay. ($50+/day saving) Your perfect stay begins at The Maeva, where comfort, style, and Hawaii's allure merge to create an unforgettable experience

4.89 out of 5 average rating, 88 reviews

On The Gold Coast of Waikiki

This beautifully 750 sq. ft. fully furnished 1-bedroom condo is located in the oceanfront Diamond Head Beach Hotel and Residences on the Gold Coast. Sleeps 4—Cal King bed in the master bedroom. FULL-SIZE SLEEPER SOFA. COMFORTABLE FOR 2 ADULTS AND 2 CHILDREN INCLUDES SECURED PARKING REQUIRED HAWAII STATE TAXES THAT I WILL COLLECT When I have checked you in. TAXES: 17.96% OF THE TOTAL RENT AND CLEANING FEE—. Payable by Visa, Master, or Visa cards.

4.83 out of 5 average rating, 304 reviews

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

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

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.