Diamond Head vacation rentals

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Top-rated vacation rentals in Diamond Head

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Guest favorite

Rental unit in Honolulu

4.82 out of 5 average rating, 334 reviews

RARE HAWAIIAN DIAMOND

This rare space with fabulous views of Waikiki and world famous Diamond Head (unobstructed by other buildings), is located in a safe & newly renovated building very, very, very close to the beach! Many friendly & helpful owners live here. Located in the BEST part of Waikiki Beach. Many returning guests that have become friends. With its perfectly placed lanai (balcony) the view hypnotizes you as you watch the sunset, the ocean & the smiles. A truly colorful experience! You will return! Aloha

Guest favorite

Condo in Honolulu

4.92 out of 5 average rating, 308 reviews

Ocean ∘ City ∘ Mountain views in the ❤️ of Waikiki

ALOHA! Welcome to our studio on the 26th floor of the Pacific Monarch, centrally located in the ♥ of Waikiki. You will only be a 3 minute walk from the world famous Waikiki beach and the main streets of downtown where you will find countless shopping plazas, cafes, restaurants, & food trucks that will satisfy every palate. **Our TOTAL includes all taxes! Book with confidence! This is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89

Superhost

Condo in Honolulu

4.8 out of 5 average rating, 403 reviews

Islander's OCEAN VIEW-Legal Unit 2 blocks to beach

Stay at the Islander's Ocean View! This legal vacation rental condo, only 2 blocks from the beach, is the perfect way to enjoy Hawaii. Centrally located in famous Waikiki Beach! This unit is not in a Hotel. It is in a 12-story building built in the 1970s. Although the unit was renovated in 2019, the building and unit are older. We just want to make sure people understand what they are booking. Entire unit to yourself. Read about paid parking options under "Other things to note". Aloha!

Guest favorite

Condo in Honolulu

4.98 out of 5 average rating, 112 reviews

Honu Suite - Ocean & Diamond Head Views 33rd Floor

The Honu Suite - the perennial "Guest Favorite" and luxury destination - trusted for milestone celebrations in Waikiki! In just the last two years, we have hosted many life milestones including 24 honeymoons, 17 birthdays, 15 anniversaries, and even welcomed 6 little ones on their very first trips to Hawaii. Perfect your stay in Hawaii by celebrating your next milestone at the Honu Suite! • Complimentary Early Check-in and Late Check-out* • Welcome Gift Basket * Based upon availability.

Guest favorite

Condo in Honolulu

4.89 out of 5 average rating, 282 reviews

Newly Renovated Cozy Home

Experience the charm of our newly renovated studio, legally permitted for your peace of mind. Revel in the modern ambiance featuring wood-like floors, luxurious marble countertops, and a stylishly tiled bathroom. Immaculately maintained for your comfort, the studio boasts SUPER CLEAN interiors and offers FANTASTIC CANAL VIEWS. Conveniently located within walking distance to the famous beaches, shopping malls, delectable dining options, and all your essentials. Your dream getaway begins here!

Superhost

Rental unit in Honolulu

4.84 out of 5 average rating, 127 reviews

Cute Studio, Close to Beach, WI-FI

Enjoy the ultimate home base with easy access to a paradise of swimming, surfing, and snorkeling. Experience a vibrant tropical climate filled with activities for all ages. You're just a short walk from lively Hawaiian bars, clubs, and entertainment, or enjoy a peaceful evening stroll along Waikiki Beach, listening to the soothing waves. Please note: Oahu applies a transient accommodation tax (TAT) of 10.25% and a general excise tax (GET) of 4%, along with a cleaning fee for guests.

Guest favorite

Condo in Honolulu

4.89 out of 5 average rating, 100 reviews

Stay in the heart of Waikiki with FREE parking!

Enjoy a relaxing and affordable visit to Honolulu, Hawaii. This studio apartment is located on the 21st floor at the Marine Surf which is surrounded by a variety of fine and casual dining, a multitude of shopping and only 2 blocks away from Waikiki Beach. Apartment has a fully furnished kitchen and can accommodate 2 guests with either 2 twin beds kept separately or made into a king size bed. Enjoy the ocean and Waikiki views from the lanai. Includes a free dedicated parking space.

Guest favorite

Condo in Honolulu

4.95 out of 5 average rating, 216 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Beautiful NEW Penthouse condo just steps (1/2 block) to Waikiki Beach. Newly Renovated Condo is on the top floor of the Waikiki Grand Hotel! Enjoy sunrise and sunset from the large sundeck just out your sliding doors. PARKING INCLUDED, but a car is not needed being you're literally steps from Waikiki Beach, shopping, & entertainment. Great for families, business, or solo! LEGAL VACATION RENTAL! ALL taxes/fees & parking included in FINAL PRICE.

Superhost

Hotel room in Honolulu

4.81 out of 5 average rating, 919 reviews

Cute Private Studio in Waikiki

Fully renovated to modern-retro style, with breathtaking views of ocean, Diamondhead and mountains. Desirable location -in Waikiki - minutes walking distance to Convention Center, beach, shopping, dining, entertainment... Sleeps two in full size bed. With kitchenette, suitable for long- and short-stays. Condohotel with 24/7 security, pool, jacuzzi, BBQ, laundry, shops, bar, ATM.... Parking and fitness is available, but must be paid separately. TA-029-819-2896-01

Guest favorite

Condo in Honolulu

4.94 out of 5 average rating, 151 reviews

ENCHANTED BAMBOO FOREST

As the sun dances through the cool breeze and lush green trees, the bamboo motif surrounds you with Aloha! Just a minute walk to the beach! Look to your right of the beach, and you will experience the lively exciting activities, exotic foods, merry song, hula shows and shopping! Look to your left of the beach and you will find the Honolulu Zoo, Aquarium, tennis courts, parks and how about an adventurous Diamond Head hike!

Guest favorite

Guest suite in Honolulu

4.82 out of 5 average rating, 235 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 favorite

Condo in Honolulu

4.94 out of 5 average rating, 435 reviews

Cozy Waikiki Studio 1/2 Block from the Beach

Modern Waikiki Studio with a full kitchen. Centrally located and 120 steps to the beach. Close to shops, restaurants and bus lines. ✔2450 Koa Ave, Honolulu ✔ Registered short term rental property approved by the City & County of Honolulu DPP: # 209 Expiration 11/15/2025 ✔🛏️ Max 2 guests, 1 queen bed ✔NOT SUITABLE for CHILDREN & INFANTS ✔NO 3rd party booking