Holiday rentals in Diamond Head

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Top-rated holiday rentals in Diamond Head

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

Panoramic Oceanfront Home - Newly Remodeled

* 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, parks, 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. :-)

Guest favourite
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.
Apartment in Honolulu
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

Guest favourite
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
4.98 out of 5 average rating, 128 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 favourite
A panoramic view from a high balcony captures the vibrant blue ocean and lush greenery below. Diamond Head's iconic profile stands prominently in the distance, framed by a clear sky dotted with fluffy clouds. Nearby residential buildings add to the scenic landscape.
Flat in Honolulu
4.99 out of 5 average rating, 98 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!

Top guest favourite
A modern living area features a large flat-screen TV mounted on the wall above a stylish console. A comfortable gray sofa and an armchair are positioned around a circular coffee table, with a rug adding warmth to the hardwood floor. Large windows showcase expansive views of the city and mountains.
Apartment in Honolulu
5 out of 5 average rating, 35 reviews

New Listing! Stylish Waikiki Condo - Free Parking

We think we have what you are looking for. Recently completed renovation with new furnishings. Went all out to make this the way it should be for your perfect Hawaii vacation getaway! This stylish apartment has it all! AC, Full Kitchen. Just 1 block to world famous Waikiki Beach. 🏝️ This gorgeous condo offers an affordable price w/ city & mountain views. Pool, gym, BBQ, beach gear too. Sleeps 4. King bed + queen sofa bed. See our amenities. Free parking. 🚗 No smoking/vaping permitted.

Top guest favourite
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.
Apartment in Honolulu
4.96 out of 5 average rating, 256 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 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, 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.

Guest favourite
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.
Apartment in Honolulu
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

Guest favourite
Apartment in Honolulu
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.

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, 304 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

Top guest favourite
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.
Apartment in Honolulu
4.92 out of 5 average rating, 217 reviews

Ocean View Beach Condo with private lanai

The only on-the-beach oceanfront condominium building in Waikiki! This spacious studio features a private lanai with stunning ocean and mountains view. Ocean breeze and breathtaking sunsets are guaranteed! King size bed, split AC, fully equipped kitchen, beach gear, and unbeatable walking distance to top Waikiki attractions, shops, and restaurants. Your perfect beachfront getaway awaits! STR#294

Superhost
A welcoming living area features a gray sofa with decorative pillows, two round coffee tables, and a large flat-screen TV mounted on the wall. Natural light floods in through the expansive window, with mountain views visible in the background.
Apartment in Honolulu
4.86 out of 5 average rating, 110 reviews

High Floor Suite - A block Away from Waikiki Beach

This high floor one bedroom comes with a private lanai. The 32nd-floor unit comes with amazing mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with appliances, cookware, dishes, and utensils. Great stay for vacation or work from home while enjoy your stay. We hope you enjoy Oahu and have a fantastic stay!

Popular amenities for Diamond Head holiday rentals

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