
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 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.

32F-Penthouse Pacific Monarch Studio-Ocean View
Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.

Ocean View Studio in Waikiki
Ocean view studio with awesome balcony just minutes walk to the famous Waikiki Beach. Renovated bathroom with Toto Washlet system. Queen size hybrid bed with coffee maker, refrigerator and microwave. Brand new split AC. Interior of unit is small but there's a private balcony with awesome ocean views. It's hard to get a nice ocean view in Waikiki for this price! Location is in central Waikiki, only a minutes walk to the beach.

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.

Studio 2 blocks from Waikiki Beach!
This studio is nestled in the heart of Waikiki—just two blocks from the iconic Duke Kahanamoku Statue and the world-famous Waikiki Beach. Fully renovated in June 2025, the space is all yours to relax and enjoy. Surrounded by shops, restaurants, food trucks, and surf spots, it’s the perfect home base for beach days, surf lessons, exploring Oʻahu, or working remotely—with plenty of aloha.

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.

Sunsets at The Niihau
GE-165-040-5376-01 TA-165-040-5376-01 STR 415 exp: 1/4/25 TMK#: 2-6-003-013 (CPR: 0026) Studio living in the front with a small private room in the back, bathroom has stall shower. Full kitchen with necessities. You can see the sunsets and Friday night fireworks from every room. Parking for one compact car. Views of park & ocean.

Fall Promos! 1.5 Blocks to the beach Pool+hot tub
✔ 1.5 Blocks to the Beach front ✔ Located on Kuhio Ave. surrounded by shops + restaurants ✔ Pool + Hot Tub + Ko Tiki Terrace Restaurant in the Condo ✔ New AC ✔ Fully outfitted Kitchenette ✔ Free Fast Wifi ✔ Flat Screen TV with Cable TV ✔ Queen Bed ✔ Beach Towels ✔ On site parking (paid)
Popular amenities for Diamond Head vacation rentals
Diamond Head beach vacation rentals

🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

Gorgeous Upscale King Studio-5min to Waikiki Beach

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Modern Magic is steps to Waikiki Beach Water

Amazing Waikiki Beach Views!!

Heart of Waikiki~2 Min walk to Beach-Dining &Shops

Beachfront! Upgraded modern w Oceanview (WS1116)

High Floor Luxury Oceanfront @ Waikiki Beach Tower
Diamond Head house rentals

Waikiki Gem, Stunning Ocean View, Parking Included

Niihau Lux

Hale Malino Home with Fireworks & Diamond Head Vie

24 fl Studio- Oahu Oasis; 1 King Bed

Honolulu Gem

@ Marbella Lane- Trendy Waikiki Oasis | Near Beach

Downtown Honolulu/great views!

Modern Waikiki Retreat – 1 Block from the 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





