
Vacation rentals in Diamond Head
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Top-rated vacation rentals in Diamond Head
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Bright & Breezy Condo at Beach w/ Free Parking!!
Fully furnished 2 bedroom, 2 bath condo one block from the beach with lots of breeze, sunshine, and a gorgeous view of Diamond Head. You can't beat the location with all the shopping, restaurants, bars, and night life of Waikiki at your fingertips. Please note: The unit is on the 10th floor and there is only one elevator. Like many older Waikiki buildings, it can occasionally be out of service. Exact Location: 155 Paoakalani Ave, #1003, Honolulu, HI 96815 Honolulu STR License: 2211-CCH-0501

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!

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.

500 feet to Waikiki beach/washer dryer/parking
Legal transient vacation rental (registration number 86) at a prime location in East Waikiki. HALF BLOCK TO BEACH, a stone throw from best part of Kuhio beach, across from Marriott Hotel, walk to zoo and Kapiolani park. SPLIT AC in EVERY ROOM, full size WASHER DRYER in unit, Ultra speed internet, double pane windows, one free extra large parking stall onsite that can fit a big SUV or minivan. En-suite bathroom in each bedroom. Beach essentials and family oriented amenities incl. pack n play.

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!

Waikiki Beach Loft Near Restaurants
Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC Store steps away and great shopping, restaurants and bars nearby - like Tommy Bahama, House Without A Key and Kani Ka Pila Grille. Hosted by Hawaiian Keliʻi and Aussie Ash of Waikīkī Beach Stays. Registration Number: STR #2319

26-F Waikiki Banyan Ocean View Free Parking
Ocean view one-bedroom condo on the 26th floor of Waikiki Banyan with stunning Pacific Ocean views from your private balcony. This clean and modern 533 sq. ft. unit sleeps up to 4 adults and is steps from Waikiki Beach. Enjoy a king memory foam bed, queen sofa bed, full kitchen, Wi-Fi, AC, beach supplies, and FREE on-site parking. Building amenities include BBQ areas, pool, jacuzzi, sauna, kids’ playground, laundry facilities, and 24-hour security. Your perfect Waikiki getaway awaits!

Top FL-Grand Ocean View Suite-Waikiki Beach
This fully upgraded ocean view suite boasts a sophisticated and modern design with top-of-the-line finishes. Up on the 31st floor, you'll enjoy breathtaking views of the Pacific Ocean and Diamond Head from the expansive windows throughout the unit. The Pacific Monarch building is well-known for its unbeatable central location. From here, you'll be minutes away from all of Waikiki's top attractions, including world-class restaurants, high-end shopping, and pristine beaches.

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!

Penthouse, 2-Minute Walk to Beach/Free Parking
1700+ SQ. FT., FREE GARAGE PARKING AND WIFI. TWO-MINUTE WALK TO THE BEACH. Located in the hotel zone and in compliance with short-term rental laws, this gorgeous, remodeled Penthouse with Diamond Head and Ocean Views, located just 1.5 blocks from Waikiki Beach and the Honolulu Zoo, this 1,700+ s.f. (153.93 square meters) condo offers the style and comfort of a luxury hotel with a huge luxurious lanai, a large chef's kitchen, and a full-size washer and dryer.

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

Waikiki Bungalow
YOU WILL BE BLOWN AWAY BY GORGEOUS VIEWS OF WAIKIKI BEACH AND DIAMOND HEAD. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED JUST A FEW STEPS AWAY FROM WAIKIKI BEACH, RESTAURANTS, AND ATTRACTIONS. Unit is located on the third floor of building, upstairs from Hula’s Bar & Lei Stand. There is a potential for bar noise. Unit is priced accordingly. All Taxes and Fees included in price.
Popular amenities for Diamond Head vacation rentals
Diamond Head beach vacation rentals

🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

Modern Magic is steps to Waikiki Beach Water

Amazing Waikiki Beach Views!!

Gorgeous Upscale King Studio-5min to Waikiki Beach

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach

New Reno! Direct Oceanfront @ Waikiki Beach Tower

Beachfront! Upgraded modern w Oceanview (WS1116)

Waikiki Banyan 3(Q)beds w/Parking, Wi-Fi
Diamond Head house rentals

Waikiki Gem, Stunning Ocean View, Parking Included

Nine Thousand Waves

Hale Hoomalie- Peaceful Manoa Valley Retreat near

The Ali'i Luxe 2BR & 2BA Waikiki | Parking | Ocean

24 fl Studio- Oahu Oasis; 1 King Bed

Honolulu Gem

Downtown Honolulu/great views!

@ Marbella Lane- Trendy Waikiki Oasis | Near Beach
Beach house rentals in Diamond Head

Stunning 2BR/2BA *Near Waikiki Beach+Free Parking!

Honolulu Oasis for your Hawaiian retreat

Fully Renovated 3 Bed 2 Bath, W Parking, Split AC

Waikiki Close To Ala Moana, Pool and Parking!
Frequently Asked Questions
Where is Diamond Head located?
Diamond Head rises along the south shore of O‘ahu, near the eastern edge of Waikiki. Its volcanic crater and surrounding parks are easily recognized as part of Honolulu’s coastline.
When is the best time to visit Diamond Head?
Visitors often suggest late spring through early fall for lighter rainfall and warm temperatures around 73–85°F (23–30°C). Morning hikes are frequently recommended to experience cooler breezes and gentler sunlight.
What are some things to do near Diamond Head?
You can explore scenic coastal parks, visit Waikiki Beach, or enjoy local markets and eateries around the area. The neighborhood also has walking trails, viewpoints, and spaces for outdoor recreation.
How is the weather near Diamond Head?
Diamond Head is surrounded by a warm, tropical climate, with daytime highs ranging from 78–85°F (26–30°C) for most of the year and cooler winter lows around 65–68°F (18–20°C). Rain is more frequent in winter, while summer months feature sunnier and drier conditions. Lightweight, sun-protective clothing is often suggested year-round.
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