Vacation rentals in Diamond Head

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Top-rated vacation rentals in Diamond Head

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Guest favorite
A panoramic view showcases the iconic Diamond Head, surrounded by lush greenery and white clouds against a blue sky. Several buildings and parking areas can be seen below, indicating the vibrancy of the Waikiki area.
Apartment in Honolulu
4.83 out of 5 average rating, 359 reviews

RARE HAWAIIAN DIAMOND

This rare space with fabulous views of Waikiki and world famous Diamond Head (unobstructed by other buildings), is located in a safe & newly renovated building very, very, very close to the beach! Many friendly & helpful owners live here. Located in the BEST part of Waikiki Beach. Many returning guests that have become friends. With its perfectly placed lanai (balcony) the view hypnotizes you as you watch the sunset, the ocean & the smiles. A truly colorful experience! You will return! Aloha

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
4.9 out of 5 average rating, 126 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 favorite
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.
Condo in Honolulu
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!

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
4.98 out of 5 average rating, 126 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
An open-plan living area is highlighted by large windows offering views of mountains. A comfortable sofa, dining table with chairs, and a wooden side table are present. Soft beige tones and natural light create a welcoming ambiance in this spacious setting.
Condo in Honolulu
4.99 out of 5 average rating, 152 reviews

Heart of Waikiki - beach holiday condo up high

Beautiful white sands of Waikiki beach are a 4 minute walk. Centrally located, peaceful & spacious 1 bedroom, 1 bath deluxe suite condo overlooking the golf course and mountains in the distance. The unit is above 30+ floors, providing privacy and great views; we look out over the top of everything. Well maintained, has central aircon, full kitchen, cable TV, internet, & very special - free internal parking spot. 24 hr security. Hotel amenities - pool, gym, outdoor BBQ & coin operated laundry.

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.
Condo in Honolulu
4.88 out of 5 average rating, 136 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.

Top guest favorite
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.
Condo in Honolulu
4.97 out of 5 average rating, 153 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 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, 202 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 favorite
Aerial view of Waikiki Beach, showcasing the clear turquoise water and soft sandy shores. The natural jetty is visible, providing a calm swimming area, while beachgoers and sun loungers dot the coastline. Lush palm trees frame the scene, with buildings lining the shore in the background.
Condo in Honolulu
4.95 out of 5 average rating, 213 reviews

Spectacular Views - Spacious 2BR Waikiki Penthouse

Enjoy this once in a lifetime ocean view in the heart of Waikiki. This spacious 2 bedroom, 2 bathroom penthouse provides all the necessities for the perfect Hawaiian holiday. Located across the street from the world-famous Waikiki Beach, you have easy walking access to restaurants, shops and entertainment. This picturesque penthouse offers new appliances, comfortable beds, in-house laundry, A/C, a lanai with a spectacular view and more. Your dream vacation awaits!

Guest favorite
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, 302 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
The primary suite features a king bed with crisp white linens, complemented by a decorative wooden headboard. A dresser and wall-mounted flat-screen TV are positioned opposite the bed. Large windows offer direct views of the ocean and provide access to the private lanai.
Condo in Honolulu
4.85 out of 5 average rating, 123 reviews

#1102 2BR/2BA|Beachfront w/ Pool, Gym & Free Valet

Enjoy the best of Waikiki in this stunning 2-bedroom, 2-bath oceanfront condo at Waikiki Beach Tower. Located on the 11th floor, it offers breathtaking views of the ocean and Diamond Head, a spacious balcony with lounge seating, a chef’s kitchen, and free valet parking. Just steps from Waikiki Beach, you’ll enjoy resort-style amenities without the hotel markup — your perfect island home away from home. 🌮

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.
Apartment in Honolulu
4.95 out of 5 average rating, 152 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 vacation rentals

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  5. Honolulu
  6. Diamond Head