Holiday 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.

*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!

NEW! 3BR/2BA (4 Beds) 1 Parking + 2 min from Beach

2464 Prince Edward St 925 sq ft + 148 sq ft balcony On the 6th floor 2-minute walk to the beach 3 bedrooms, 2 bath Maximum occupancy: 8 guests (regardless of age) 24hours laundromat on site Amenities Note: No on-site pool or gym Accessibility: Please note this unit and the assigned parking stall are not ADA accessible Parking Rules: 1 assigned parking stall included Maximum height 6 ft 8 Fits up to a minivan or full-size SUV No passenger van allowed Registration License Number: 2026-STR-213

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.

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!

23FL- Modern 1 Bedroom Close to Beach w/Parking

Step into a beautiful mid-century modern 1BR condo situated on the 23rd floor - boasting views of the ocean and mountains. With modern interiors and thoughtful design, this 590 sq ft space creates an inviting retreat after a long day of exploring. Located just a short 5-10 minute walk from Waikiki Beach. From shopping, dining to cultural attractions, this property offers easy access to the best of Waikiki. Secure on-site parking included, you’ll enjoy peace of mind while exploring.

Kahala Beach Condo

BEAUTIFUL OCEANFRONT - 2 bdrm 2 bath, fine art, well appointed, contemporary design in luxury building. 24 hr security on Kahala Beach next to world-class Kahala Resort. MINIMUM STAY 30 days. State taxes excluded in total. Please click SHOW MORE. Condo offers 5G internet, central AC, one covered parking, washer/dryer, linens, full kitchen, 3 flatscreen TVs, DVD. Peaceful, tranquil setting, pool, gym, outdoor shower, koi ponds. Access Kahala Resort, restaurants, activities, dolphins.

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

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

32nd FL Penthouse, Ocean View, 3 min walk to Beach

Welcome to HaleHinano Penthouse – Waikiki Beach. This rarely available 1-bedroom penthouse on the 32nd floor offers panoramic ocean views and modern renovated interiors. Located just a 3-minute walk to the center of Waikiki Beach, the location is everything—and so are the views! The unit includes an in-unit washer and dryer, and guests can enjoy the rooftop pool, jacuzzi, and BBQ area. On-site parking is available for $45 per day.

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