
Vacation rentals in Diamond Head
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Top-rated vacation rentals in Diamond Head
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Sunny Waikiki 2Bd/2Bth Corner Unit, 1 Min to Beach
NOW w/ AIR CONDITIONING! Sunny, breezy 2 bed 2 bath condo in the heart of vibrant Waikiki. 8th fl corner unit w/ secure entrance. FREE PARKING +laundry in unit. 1 min walk to ocean. Endless options for activities, restaurants + entertainment surround in short walking distance. Mini-store w/ essentials, food drink + beach supplies right downstairs, coffee shops on the corner. Wake up and enjoy Diamond Head view from your private lanai, then take advantage of all the fun Waikiki has to offer!

Ocean view across Waikiki beach/washer dryer/pkng
HALF BLOCK TO BEACH, OCEAN VIEW from every room! Legal transient vacation rental (registration number 87) at prime location in East Waikiki. A stone throw from Waikiki beach, across from Marriott hotel. Ultra speed internet & wifi, Split AC system in every room, full size washer dryer in the unit, double pane windows, one free parking onsite. En-suite bathroom in each bedroom. Beach essentials and family oriented amenities incl. pack n play crib. ABC convenient store at the bottom of building.

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!

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

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!

Waikiki Beach 1.5 blocks away! Free parking space!
Very comfortable 2 bedroom unit with their own attached bathrooms FREE parking space Super close to the beach Easy access in and out of Waikiki Full kitchen with dishwasher Washer and dryer in the unit 1 Main Bedroom with King Bed and bathroom attached 1 Guest Bedroom with Queen Bed and bathroom attached 1 NEW Queen Sleeper Sofa Surf Sun Relax Sunsets Diamond Head Dining Shopping Nightlife Honolulu Zoo Waikiki Aquarium Trash chute Scandia Tower 155 Paoakalani Ave #402 Honolulu HI 96815

Take-It-Easy Waikiki Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing machine/dryer. Find an ABC Store downstairs and great shopping, restaurants and bars nearby - like Tiki's, Lulu’s, Hula’s and Deck. Hosted by Hawaiian Keliʻi and Aussie Ash of Waikīkī Beach Stays. Registration Number: STR #2302

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.

Top FL-Luxury Ocean View King Suite-Waikiki Beach~
Elevate your stay experience with this unparalleled luxury coastal oasis - the Ocean View King Suite, perched on the top floor of the Pacific Monarch condos, mere steps from the heart of Waikiki Beach. Every detail of this meticulously renovated, ultra-chic condo has been carefully curated to offer a one-of-a-kind experience, perfect for romantic getaways and special celebrations.

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.
Popular amenities for Diamond Head vacation rentals
Diamond Head beach vacation rentals

🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

Amazing Waikiki Beach Views!!

Wild Wonderful Studio

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Gorgeous Upscale King Studio-5min to Waikiki Beach

New Reno! Direct Oceanfront @ Waikiki Beach Tower

City & Palm View Oceanfront Bliss w/ Free Parking

Heart of Waikiki~2 Min walk to Beach-Dining &Shops
Diamond Head house rentals

Nine Thousand Waves

Waikiki Gem, Stunning Ocean View, Parking Included

Welcome to the Paradise - Centrally Located Manoa

Hale Malino Home with Fireworks & Diamond Head Vie

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

24 fl Studio- Oahu Oasis; 1 King Bed

Honolulu Gem

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

Honolulu Oasis for your Hawaiian retreat

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

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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- Turtle Bay Golf





