Holiday rentals in Diamond Head Crater

An inviting balcony space is visible, featuring a round, cushioned chair beside a small, white table. The ocean stretches out in the background, framed by palm trees and gentle waves lapping against the shore, creating a serene coastal view.

4.94 out of 5 average rating, 94 reviews

Dreamy Beachfront 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 panoramic view of a marina, featuring numerous boats docked along the waterfront. The skyline of a city is visible in the background, with lush greenery lining the shore. The scene is illuminated by bright natural light, suggesting a clear day.

4.87 out of 5 average rating, 276 reviews

Million Dollar Ocean View Condo - Free Parking

Welcome to our condo in the heart of Waikiki—you truly can’t beat this location 🌴 Step outside and you’re right across from Waikiki Beach, with the Duke Kahanamoku Lagoon at Hilton Hawaiian Village just a short walk away. Restaurants, shopping, and island fun are all just steps from your door. What we offer: ✅ FREE on-site parking ✅ Easy self check-in & check-out ✅ Ocean view ✅ Legally permitted vacation rental Make yourself at home and enjoy the best of Waikiki, right outside your door.

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.

4.98 out of 5 average rating, 102 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 spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.

4.96 out of 5 average rating, 45 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

NEW! Waikiki City View Studio. This newly renovated studio offers 382 sq. ft. of stylish living space with a spacious lanai, where you can enjoy breathtaking city&Koolau mountain views and enjoy your meal. Sleeping Arrangements: • King-size bed for ultimate comfort • Two twin-size Japanese-style futons Kitchenette Amenities: • Electric kettle with complimentary ground coffee and hibiscus tea • Portable induction stovetop for light cooking • Dinner plates, bowls, microwave, and wine cellar

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.

4.98 out of 5 average rating, 83 reviews

Elegant Luxury 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!

A balcony view features a small round table set for breakfast, with fresh fruit and pastries arranged on plates. The ocean can be seen in the distance, along with tall buildings of the Honolulu skyline. Natural light brightens the space.

4.95 out of 5 average rating, 110 reviews

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Whether you are planning a perfect romantic getaway or a much deserved quality family time vacay for FOUR, this high floor apartment w/ocean views checks all the boxes. The 1 bedroom with the KING BED is ideal for the parents, while the kids share the QUEEN SLEEPER SOFA in the living room. The kitchen is fully stocked w/everything you will need to prepare meals, drinks and snacks. It's a 4 minute walk to the beach. There is 1 FREE PARKING spot and there's NO RESORT FEES. Close to shops & food.

A modern kitchen space features sleek white cabinetry and stainless steel appliances. An island with bar seating is complemented by a bowl of fresh fruit, while natural light illuminates the room. The kitchen is fully equipped with essential cooking items for guest convenience.

4.99 out of 5 average rating, 124 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!

A modern studio is shown with large windows allowing natural light to fill the space. A spacious bed is positioned centrally, flanked by bedside lamps. A small kitchenette with a microwave and refrigerator is visible, along with a seating area on a private lanai that offers city views.

4.94 out of 5 average rating, 118 reviews

Charming Studio Heart of Waikiki

Charming studio located in the Heart of Waikiki. Wake up and watch Waikiki come alive on your private lanai. You are just 2 blocks away from the beach and steps from world class shopping, dining, and entertainment. *NOTICE* The hotel is currently modernizing its two elevators, with the project expected to continue through April 2026. During this time, one elevator will remain available for guest use at all times. We apologize for the inconvenience and thank you for your patience.

4.98 out of 5 average rating, 42 reviews

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

🏝️BRAND NEW LISTING. FREE PARKING! NO RESORT FEES 🏝️ Aloha & Welcome to the iconic, irresistible Ilikai Hotel & Luxury Suites! Experience this ocean front home and be captivated with its stunning beautiful ocean & lagoon views with its sunset & fun fireworks show on Friday night at 7:45 pm! This place has it all! Surrounded by a lively neighborhood with just steps away from the beach, this studio condo provides an unbeatable and memorable experience for your Hawaii getaway!

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.

4.91 out of 5 average rating, 221 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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

A spacious bedroom is illuminated by natural light, showcasing a beautifully designed king-size bed with crisp white linens and a soft headboard. A large flat-screen TV is mounted on a wooden accent wall. The room features a cozy seating area and direct access to the patio.

4.96 out of 5 average rating, 114 reviews

32F-Penthouse Pacific Monarch Studio-Ocean View

Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.