Vacation rentals in Diamond Head

A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.

4.91 out of 5 average rating, 176 reviews

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!

A balcony view features a small round table set for breakfast, with fresh fruit and pastries arranged on plates. The ocean can be seen in the distance, along with tall buildings of the Honolulu skyline. Natural light brightens the space.

4.95 out of 5 average rating, 119 reviews

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.

4.99 out of 5 average rating, 136 reviews

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!

4.86 out of 5 average rating, 243 reviews

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

4.92 out of 5 average rating, 241 reviews

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

A bright studio apartment features large windows with views of the ocean and city. A plush queen bed is positioned alongside a sofa bed and a dining table with chairs. Soft curtains frame the windows, while a ceiling fan adds comfort to the airy space.

4.93 out of 5 average rating, 179 reviews

Cozy Ocean View Retreat Steps from Waikiki Beach

Book in the heart of Waikiki on a high floor with ocean views, a TWO MINUTE walk to the main beach & shops! 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. High-speed internet for streaming your favorite movies or catching up on remote work life. Reserve now before we're fully booked!

A modern kitchen space with a stove and cooking area is visible, leading into a spacious living area. Large windows overlook the Pacific Ocean, providing sweeping views. A comfortable seating area includes a gray sofa and light rug, while a small dining space is also present.

4.87 out of 5 average rating, 104 reviews

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.

A dining area features a large wooden table surrounded by six grey upholstered chairs. Large windows provide a view of the ocean and city skyline, allowing natural light to fill the space. A decorative piece sits on a nearby sideboard.

4.97 out of 5 average rating, 202 reviews

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.

A bright bedroom is showcased with a spacious bed dressed in white linens, complemented by a decorative blue pillow and pink polka dot towel. Large windows allow natural light to fill the room, highlighting a ceiling fan and a decorative mirror. A comfortable chair and side tables are present.

4.89 out of 5 average rating, 376 reviews

Modern Studio Across the Street from Waikiki Beach

Just steps from Waikiki beach, restaurants, Honolulu Zoo, family-friendly activities, nightlife, and public transportation - all within walking distance. Tastefully decorated, you can enjoy an equipped kitchenette and the a comfy memory foam topper bed. The condo is great for couples, solo adventurers, business travelers, and small families up to 3 (sofa folds out to a full-size bed). 6/21/26 - See Construction Notice below.

4.85 out of 5 average rating, 336 reviews

A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.

Guest suite in Honolulu

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

A private balcony features two aqua-colored chairs overlooking a landscaped park dotted with palm trees. A clear sky adds brightness to the scene, while a glimpse of the ocean can be seen in the distance, providing an inviting setting for relaxation.

4.89 out of 5 average rating, 361 reviews

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.

4.82 out of 5 average rating, 238 reviews

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.

Popular amenities for Diamond Head vacation rentals

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Diamond Head beach vacation rentals

A balcony offers a view of the ocean and surrounding buildings, featuring a small round table with two brown chairs. A potted plant is placed on the table, and a kitchenette with a fridge is visible in the background, complemented by bright blue skies.

4.9 out of 5 average rating, 176 reviews

🏄‍♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

4.74 out of 5 average rating, 250 reviews

Modern Magic is steps to Waikiki Beach Water

4.86 out of 5 average rating, 110 reviews

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

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

4.88 out of 5 average rating, 230 reviews

Amazing Waikiki Beach Views!!

4.87 out of 5 average rating, 147 reviews

Gorgeous Upscale King Studio-5min to Waikiki Beach

A private lanai offers sweeping ocean views, furnished with two comfortable chairs and a small table. The bright blue waters and greenery below are visible, enhancing the outdoor space's appeal. Sliding glass doors lead into a spacious living area, allowing for easy access.

4.9 out of 5 average rating, 137 reviews

Beachfront! Upgraded modern w Oceanview (WS1116)

The living area is designed with a comfortable sofa facing a coffee table, accented by a decorative vase filled with flowers. A dining area with bar stools is positioned nearby, complemented by modern kitchen appliances and cabinetry in the background.

4.97 out of 5 average rating, 102 reviews

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach

4.84 out of 5 average rating, 140 reviews

A serene ocean view captures gentle waves lapping against a sandy shore. A vibrant rainbow arches gracefully across the clear blue sky, enhancing the tranquil seascape. Lush palm trees line the beach, creating a harmonious connection between land and sea.

Place to stay in Waikiki

New Reno! Direct Oceanfront @ Waikiki Beach Tower

Diamond Head house rentals

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

4.97 out of 5 average rating, 146 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

4.97 out of 5 average rating, 222 reviews

Eight Thousand Waves

5.0 out of 5 average rating, 6 reviews

Home in Manoa

Hale Hoomalie- Peaceful Manoa Valley Retreat near

A spacious room features a large bed with decorative pillows against a backdrop of city views through expansive windows. A kitchenette is equipped with a microwave and refrigerator, complemented by modern cabinets. A television is mounted on the wall, and subtle artwork adds a personal touch.

4.89 out of 5 average rating, 92 reviews

24 fl Studio- Oahu Oasis; 1 King Bed

A spacious living area is highlighted by a vibrant green accent wall. A white sofa with a decorative pillow faces a small wooden entertainment stand. A plush yellow chair complements the colorful area rug, and a decorative plant adds a touch of nature to the inviting space.

4.8 out of 5 average rating, 10 reviews

Honolulu Gem

Home in Downtown Honolulu

A panoramic city view features a blend of modern buildings and harbor scenery. The skyline is visible with various architectural styles, while cranes and water are seen in the distance, reflecting the urban environment.

Downtown Honolulu/great views!

5.0 out of 5 average rating, 4 reviews

4.67 out of 5 average rating, 3 reviews

@ Marbella Lane- Trendy Waikiki Oasis | Near Beach

Aerial view of Waikiki showcasing a wide stretch of white-sand beach alongside vibrant greenery. The scene includes a lagoon, marina with sailboats, and tall buildings, with Diamond Head visible in the background under a clear blue sky.

Beautiful Lagoon Tower by Hilton- 2bd villa

Beach house rentals in Diamond Head

4.94 out of 5 average rating, 17 reviews

Honolulu Oasis for your Hawaiian retreat

4.68 out of 5 average rating, 19 reviews

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

4.59 out of 5 average rating, 17 reviews

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