Holiday rentals in Diamond Head

4.96 out of 5 average rating, 46 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

Top guest favourite

5 out of 5 average rating, 15 reviews

MOANA Ocean View Suite • High Floor • FREE Parking

Welcome to our MOANA Suite, where every element has been carefully designed with our guests in mind and everything you’ll need for fun, relaxation and creating new favorite memories. Located on the 31st floor, this renovated one bedroom suite offers breathtaking panoramic views of Waikiki and the Pacific Ocean, and is a short distance to the beach as well as numerous Waikiki shops and restaurants. ☆☆☆ Next door to our ALOHA Suite Complimentary free parking is included. No hotel resort fees.

4.94 out of 5 average rating, 148 reviews

Ocean View Studio | 2 Minute Walk to Waikiki Beach

PRIME LOCATION: Heart of Waikiki, high floor & a TWO-MINUTE WALK from the main Waikiki Beach! Aloha, paradise is calling. Enjoy a cup of coffee while taking in the sweeping partial ocean, mountain, and city views. Our private and airy studio boasts a plush queen bed, firm twin sofa bed (recommended for a guest 5'9 or under), full bath & kitchenette. Complimentary high-speed internet for streaming your favorite movies or catching up on remote work life. Reserve now before we're fully booked!

4.96 out of 5 average rating, 245 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

5 out of 5 average rating, 7 reviews

15FL-Upscale Chic Waikiki Banyan 1BR-Free Parking

Experience upscale island living in this fully renovated Waikiki Banyan condo on the 15th floor with stunning Diamond Head views. This modern unit features 2 queen beds in a stylish bedroom, a full kitchen with all essentials, spacious living area, fast Wi-Fi, A/C, and a private lanai. Enjoy free secure parking and access to building amenities. Centrally located in the heart of Waikiki—just steps to the beach, shops, dining, and nightlife. Ideal for families, couples, or remote workers!

Superhost

4.8 out of 5 average rating, 186 reviews

1BR/1BA/1 PARKING on 34th Fl w/ Partial Ocean View

Perched High on the 34th Floor of the Waikiki Banyan, this King One-Bedroom Unit w/ Free Parking (Max 6') offers an Elevated Experience. From your Lanai, soak in the Aloha Weather while enjoying a Glimpse of the Beautiful Ocean and Diamond Head Views. Whether you choose to Hibernate in the King Bed in the Bedroom or the Full Sofa Bed in the Living Room, you’ll find the Space Inviting and Restful. Plus, Beaches are Conveniently Close - just a 5 min Walk or 2 Blocks away. Enjoy your Stay!

Top guest favourite

5 out of 5 average rating, 11 reviews

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek

Aloha and welcome to Yama (山)—your laid-back island hideaway named after the Japanese word for “mountain,” with Diamond Head standing proud and a peek of the ocean just outside your window. One block from the beach, this one-bedroom condo brings big island vibes with sage green and gold tones, high-end furniture, and cloud-soft 680+ thread count bedding. Stretch out with a king bed, queen sofa bed, 70” and 43” smart TVs, a chill workspace, and free garage parking. Paradise, upgraded.

4.97 out of 5 average rating, 138 reviews

Waikiki Banyan Relaxing Ocean View Free Parking

Newly renovated one bed-room in Waikiki Banyan with clean and modern touches. This unit in 26th floor has 533 sq. ft., sleeps 4 adults. Steps from the beach with gorgeous ocean views from your own balcony. Features a king size memory foam bed in the bedroom and queen size pullout sofa bed in the living room. The unit has full kitchen, Wi-Fi, AC, beach supplies and on site FREE PARKING. The building has BBQ, pool, jacuzzi, sauna, kids’ playground, laundry machines and 24hr security.

5 out of 5 average rating, 45 reviews

Diamond View from Waikiki Banyan

Nestled steps away from world-famous Waikiki Beach, this newly renovated condo offers sweeping panoramic views of Diamond Head. Enjoy morning coffee in bed or evening cocktails on the lanai with some of the most stunning views Waikiki has to offer! The Waikiki Banyan is one of Honolulu’s most sought after addresses and offers a quieter side of Waikiki while still withinwalking distance to the beach, Kapiolani Park, and Kalakaua Avenue. Free parking space included!

Superhost

5 out of 5 average rating, 4 reviews

Waikiki Serenity – Modern Luxury & Views

🏨🌺🏖️Escape to our prime Waikiki retreat! Steps from the vibrant International Market, our cozy condo is a beach-lover's paradise. Unwind with 180° views from your spacious lanai, just a stroll to the ocean's embrace. Relish the buzz of the city and the comforts of home with a queen bed, sofa sleeper, and on-site Forty Niner café. Dive into the sparkling pool or soak in the hot tub. Work up an appetite at our fitness center before BBQing alfresco. 🌺🏄‍♀️🥥

Top guest favourite

4.99 out of 5 average rating, 173 reviews

Nine Thousand Waves

This modern studio was personally renovated and designed to be my home while in Hawaii - prioritizing quality, function, and comfort. - Unbeatable location! Steps to Waikiki, Ala Moana Beach, and Ala Moana Mall - Newly renovated and designed - High speed internet + WIFI (for those living that remote life!) - Parking available ($32/night - this is cheap for Waikiki) - Laundry room right next to the unit (accessible via app)