Vacation rentals in Diamond Head Crater

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. :-)

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.

Elegant Luxe 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!

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

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.

Ilikai Penthouse-Luxury Oceanview 2BR/2BTH/Parking

Experience penthouse luxury in this newly remodeled, 2-bedroom, 2-bath unit in the iconic Ilikai, a renowned Hawaiian landmark. Situated on the 26th floor, the penthouse level, this unit boasts breathtaking views of the ocean & city skylines. Famous for its unparalleled oceanfront at the edge of Waikiki, the Ilikai offers an incredible location and conveniecnce. This unit also comes with one parking stall, ensuring you have a hassle-free parking experience during your stay.

Ocean View Beach Condo with private lanai

FREE COMPLIMENTARY PARKING IN SEPTEMBER AND OCTOBER 2026. The only on-the-beach oceanfront condominium building in Waikiki! This 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

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

Wake Up to Ocean Views! 2queen Apt w/ Free Parking

Experience absolute luxury in this newly renovated, impeccably designed 1BR residence. Every element has been meticulously crafted to offer guests an unparalleled experience. Positioned on the 15th floor, the panoramic ocean views overlooking Waikiki will leave you spellbound. Plus, enjoy the added convenience of complimentary parking in an unassigned stall, ensuring a hassle-free stay.

*Oceanfront Renovated Getaway in Waikiki

Renovation COMPLETE! New Everything (Bathroom, Kitchen, Flooring, Appliances, Furniture, Paint). Pictures updated 1/16/25 Please find examples of our Beach Vibe design in our other oceanfront listings. We can't wait to share our top picks for local dining, hidden beaches, and activities to make your stay truly unforgettable. Book now and start planning your dream Hawaiian escape!

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.

Top Penthouse | Friday Fireworks

✨ Stay at the top penthouse floor & experience Waikiki with unbeatable views and comfort. This 18th-floor penthouse studio offers mauka (mountain & city) views, a full kitchen, and everything you need for a memorable stay. Steps from the beach, Ala Moana Shopping Center, Convention Center, dining & nightlife, and the Friday night fireworks at Hilton Lagoon.