Holiday houses in Diamond Head

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Diamond Head

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.
Condo in Honolulu
4.98 out of 5 average rating, 162 reviews

Signature Suite | Diamond Head Ocean Views 33FL

Enjoy an Aloha Spring with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included ($50-75/day benefit) * Based on availability. The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

Top Guest favourite
A bright studio features a spacious bed with a decorative ‘Aloha’ pillow. Large windows frame the view of the city and sky, and a small dining table with a chair is positioned near the window. The warm wood flooring complements the light decor.
Condo in Honolulu
4.95 out of 5 average rating, 74 reviews

Oceanfront Diamond Head Beach Hotel

Diamond Head Beach Hotel featuring studio #1102 is what you expect in a Hawaii accommodation. Comfortable w awesome views! A hidden-gem get away! Enjoy the splendor of nature at Kapiolani Park featuring exotic trees and birds. Iconic Diamond Head Crater moments away.... Swim/Snorkel/Surf there on the oceanside of the hotel! Biki Bike is accessible for enjoyable rides through the park...to the shops and eateries! A wonderful stroll along the shoreline path is breathtaking... No parking

Guest favourite
The living area showcases large glass sliding doors opening to a stunning view of the mountains and sky. A spacious couch, accent chair, and modern television are present, along with a dining table. Natural light filters through, enhancing the inviting ambiance.
Apartment in Honolulu
4.93 out of 5 average rating, 120 reviews

Panoramic Views - Large Modern Suite, Free Parking

Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 36 floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen sofa bed in the living room, and a Full kitchen. It is also family friendly, equipped with a crib, high chair and kids' dinnerware. The building has a FREE secured covered parking, sunny pool deck with two hot tubs and fast Wi-Fi.

Top Guest favourite
A panoramic view from a high balcony captures the vibrant blue ocean and lush greenery below. Diamond Head's iconic profile stands prominently in the distance, framed by a clear sky dotted with fluffy clouds. Nearby residential buildings add to the scenic landscape.
Apartment in Honolulu
4.99 out of 5 average rating, 109 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!

Top Guest favourite
A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.
Condo in Honolulu
4.96 out of 5 average rating, 262 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

Guest favourite
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.
Condo in Honolulu
4.94 out of 5 average rating, 162 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!

Guest favourite
A private lanai features a wooden table set for two, accompanied by woven chairs. Scenic views of the ocean and palm trees are visible in the distance, with a clear blue sky overhead. The setting offers a tranquil space for relaxation and dining.
Condo in Honolulu
5 out of 5 average rating, 18 reviews

Gorgeous Ocean & Park Views at Waikiki Shore #605

Waikiki Shore #605 – 2161 Kalia Rd. Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This 6th-floor beachfront studio is a favorite with return guests! You'll feel right at home in this cozy rental with whisper-quiet split A/C, full kitchen, and free Wi-Fi. The unit has a 347-sqft interior plus 61-sqft balcony/lanai with table and chairs from which you'll enjoy fabulous partial ocean views and colorful sunsets!

Top Guest favourite
The living area features large glass windows that offer breathtaking views of Diamond Head and the ocean. A queen-size sofa bed is positioned near a sleek entertainment center, which houses a 75-inch smart TV. Natural light fills the space, creating a bright and open atmosphere.
Apartment in Honolulu
5 out of 5 average rating, 25 reviews

27F-Diamond Head & Ocean-View 1BR Condo w/Parking

Experience Waikiki from new heights in this stunning 27th-floor 1-bedroom condo with sweeping views of Diamond-Head and ocean views. Fully renovated with designer touches, the space features a modern full kitchen, sleek finishes, and flexible sleeping options for families or groups. Wake up to panoramic sunrises, unwind in comfort, and enjoy the rare bonus of free parking—a true gem in Waikiki. Stylish, spacious, and unforgettable—your island escape starts here!

Guest favourite
An open living area features a long kitchen island with three stools and elegant pendant lighting above. A comfortable sofa faces a large window with views of mountains, while a light-colored rug enhances the inviting ambiance. Decorative wall frames add subtle visual interest.
Apartment in Honolulu
4.88 out of 5 average rating, 84 reviews

25FL-Upscale Gorgeous Mountain View 1BR+Parking~

This beautifully designed, newly renovated and modern 1BR is absolutely stunning with every detail carefully thought out to create a truly luxurious experience for our guests. Situated on the 25th floor, you will be amazed by the breathtaking mountain views that overlook the entire Waikiki district. Additionally, guests will have access to one unassigned parking stall, providing a convenient parking option without the need to worry about parking fees!

Guest favourite
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
4.83 out of 5 average rating, 305 reviews

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

Guest favourite
Apartment in Honolulu
5 out of 5 average rating, 6 reviews

Dream Waikiki Apt Free Parking 1 Block from Beach

Welcome to your island home-away-from-home! This bright and modern 1-bedroom condo is perfectly located in the center of Waikiki, just one block from the world-famous Waikiki Beach. Whether you’re traveling for a relaxing getaway, a romantic escape, remote work, or a family vacation, this thoughtfully designed space offers everything you need for a comfortable and memorable stay. IG: @canonhomes

Superhost
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.
Apartment in Honolulu
4.95 out of 5 average rating, 156 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.

Popular amenities for Diamond Head holiday rentals

  1. Airbnb
  2. United States
  3. Hawaii
  4. Honolulu County
  5. Honolulu
  6. Diamond Head