Vacation rentals in Diamond Head

A modern studio space features a queen-sized bed with a soft aqua throw. Light wood accents and a wooden feature wall complement the decor. An open kitchen area is equipped with appliances, including a blue stove, while a small dining table with two stools is visible nearby.

4.98 out of 5 average rating, 109 reviews

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

ValueFamilyPool

A spacious balcony is featured, offering a direct view of the ocean and beach. A lounge chair and a round table are positioned for relaxation. A woman is seated, enjoying the scenery. The space is filled with natural light from the large sliding glass doors.

4.94 out of 5 average rating, 161 reviews

Beachfront Home (Car & Parking Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

LocationValueDecor

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, 174 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!

LocationFamilyQuiet

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, 116 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.

ValueLocationKitchen

4.93 out of 5 average rating, 330 reviews

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.

LocationValueAir conditioning

4.99 out of 5 average rating, 130 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!

LocationValueParks

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!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

ValueFamilyView

A spacious bedroom is illuminated by natural light, showcasing a beautifully designed king-size bed with crisp white linens and a soft headboard. A large flat-screen TV is mounted on a wooden accent wall. The room features a cozy seating area and direct access to the patio.

4.96 out of 5 average rating, 124 reviews

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.

FamilyValueBeach

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.

FamilyValueComfort

4.84 out of 5 average rating, 332 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

ValueLocationLayout

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, 359 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.

FamilyValueCheckout

A modern living area is illuminated by natural light from large glass doors leading to a balcony. The space features a curved gray sofa and a wall-mounted TV, with a backdrop of a serene ocean view visible through the doors.

4.95 out of 5 average rating, 177 reviews

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.

FamilyLocationWalkability

Popular amenities for Diamond Head vacation rentals

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Diamond Head beach vacation rentals

A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.

4.95 out of 5 average rating, 121 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

ValueFamilyNearby

4.87 out of 5 average rating, 145 reviews

Gorgeous Upscale King Studio-5min to Waikiki Beach

LocationFamilySleep quality

A cozy seating area is highlighted by a plush dark sofa and a wooden side table. Natural light enters through glass doors that lead to a private lanai. A decorative rug sits beneath the furniture, while a small plant adds a touch of greenery.

4.99 out of 5 average rating, 124 reviews

Niihau Lux

LocationValueHospitality

A serene lanai features two turquoise lounge chairs beside a small round table. A view of the marina and ocean is visible in the background, showcasing boats and a clear blue sky. A decorative pineapple sits atop the table, accompanied by two cups.

4.96 out of 5 average rating, 325 reviews

Waikiki Ocean & Sunset View Condo-free parking

FamilyValueBiking

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

FamilyValueCleanliness

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, 174 reviews

🏄‍♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

ValueLocationBathroom

The beachfront setting showcases a stretch of light sandy beach adjacent to a modern condominium building. Clear blue waters reflect the sky, while gentle waves lap at the shore. Palm trees provide a tropical ambiance, with beachgoers enjoying the sunny day.

4.83 out of 5 average rating, 160 reviews

Waikiki Shore - Beachfront

FamilyValueWalkability

The studio features a cozy sleeping area with a spacious bed covered in a white quilt and patterned blue throw. A well-equipped kitchenette and dining area are visible in the background, complemented by wood cabinets and modern appliances. A large wall-mounted TV offers entertainment options.

4.89 out of 5 average rating, 182 reviews

Waikiki Beach Studio: Walk 2 Surf + Assigned Prkng

ValueLocationSleep quality

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, 143 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

ValueFamilyCondition

5.0 out of 5 average rating, 6 reviews

Home in Manoa

Hale Malino Home with Fireworks & Diamond Head Vie

FamilyLocationLaundry

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, 90 reviews

24 fl Studio- Oahu Oasis; 1 King Bed

FamilyLocationHospitality

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

LocationComfortLong stay

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.

5.0 out of 5 average rating, 4 reviews

Downtown Honolulu/great views!

LocationAccessLaundry

@ Marbella Lane- Trendy Waikiki Oasis | Near Beach

LocationAir conditioningCleanliness

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

LocationFamilyAir conditioning

5.0 out of 5 average rating, 5 reviews

Ocean Views-Gorgeous Reno! 44th

LocationFamilyIndoor spaces

Beach house rentals in Diamond Head

4.93 out of 5 average rating, 15 reviews

Honolulu Oasis for your Hawaiian retreat

ValueLocationCondition

4.65 out of 5 average rating, 17 reviews

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

FamilyLocationIndoor spaces

4.64 out of 5 average rating, 14 reviews

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

FamilyLocationHospitality