
Vacation rentals in Diamond Head
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Diamond Head
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Modern 2 BR parking, beach, king bed, pool & view!
PARKING INCLUDED! 2 blocks from Waikiki Beach! High Speed Internet Cable Netflix Recliner chair Central Air Conditioning Heated Pool Desk + Monitor Baby gear: pack and play, baby tub, high chair Full kitchen + cookware Gas outdoor grills Gym on site Mini-mart on site Laundry machines next door to unit 24 hour security Many Oahu AirBnB listings are not legally allowed to be rented less than 90 days. We are able to legally host short term stays under a nonconforming use permit: NUC: 90/TVU-1193

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

Penthouse - Top Floor Panoramic Ocean View
Top of Waikiki with PANORAMIC OCEAN VIEW! Enjoy this remodeled penthouse suite just steps from the beach in the Waikiki Banyan. Two queen beds (most units at Waikiki Banyan have full-size beds). Full kitchen and quiet, cold AC in both the living room and the bedroom. The building has free, secured garage parking and fast Wi-Fi. Ultra comfortable beds with 600-thread-count sheets for the best night's sleep on your vacation.

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.

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

Sunny Waikiki 2Bd/2Bth Corner Unit, 1 Min to Beach

🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

Gorgeous Upscale King Studio-5min to Waikiki Beach

Amazing Waikiki Beach Views!!

Wild Wonderful Studio

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach

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

*Remodeled Oceanfront in Waikiki - Ilikai Marina
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

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.
Destinations to explore
- Honolulu Vacation rentals
- Kauai Vacation rentals
- Oahu Vacation rentals
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Wailea Vacation rentals
- Kihei Vacation rentals
- Hilo Vacation rentals
- Waikīkī Beach Vacation rentals
- Princeville Vacation rentals
- Kailua Vacation rentals
- Kaanapali Vacation rentals
- Waikiki Beach
- Lanikai Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Kalama Beach Park
- Waimea Valley
- Kepuhi Beach
- Ko Olina Golf Club
- Wet 'n' Wild Hawaii
- Bishop Museum
- Hanauma Bay Nature Preserve
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf





