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Diamond Head Vacation Rentals

Experience the allure of Diamond Head, one of Oahu's most iconic landmarks, by staying in one of our curated vacation rentals. Nestled between the vibrant energy of Waikiki and the serene beauty of the Pacific Ocean, Diamond Head offers a unique blend of adventure and relaxation.

Our selection includes a variety of accommodations to suit every traveler's needs. From oceanfront condos with panoramic views to luxurious homes equipped with modern amenities, each property provides a comfortable and memorable stay. Enjoy easy access to pristine beaches, hiking trails, and local attractions, all while being surrounded by the natural beauty of Hawaii.

Whether you're planning a romantic getaway, a family vacation, or a solo retreat, Diamond Head serves as the perfect backdrop for your Hawaiian adventure. Browse the listings below to find your ideal vacation rental and immerse yourself in the Aloha spirit.

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Waikiki Beachfront Hotel Rooms with Pool & Amenities

Discover the ultimate beachfront escape in Waikiki with this spacious hotel room offering stunning ocean views and convenient amenities. Situated just minutes from popular attractions, this property provides the perfect setting for a memorable vacation or romantic retreat.

Registration Number: TA-023-408-4352-01, GE-023-408-4352-01, 23408435

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Honolulu

from $3,572 

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Beautiful Diamond Head View Condo Near Waikiki

This charming condo offers a perfect blend of comfort and convenience, situated just across from Kapiolani Park and close to the Waikiki Shell. Nestled in a quiet neighborhood beneath the iconic Diamond Head, it provides a serene retreat with easy access to vibrant Waikiki activities.

Registration Number: TA-182-747-5456-01, GE-182-747-5456-01, 310260310035

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Honolulu

from $161 

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Waikiki Ocean View Hotel Room Near Diamond Head

Discover the vibrant charms of Waikiki from our beachfront hotel room, just steps from Kuhio Beach and Diamond Head. Wake up to stunning ocean vistas and enjoy a blend of relaxation and adventure. The 338 sq ft unit features a comfortable king bed, private lanai, mini-fridge, Keurig coffee maker, and all essentials to make your stay enjoyable.
Registration Number: 260260200000, TA-099-007-6928-01, GE-099-007-6928-01

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Honolulu

from $578 

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Waikiki Ocean View Beachfront Retreat with Pool

Discover the vibrant allure of Waikiki from our beachfront hotel room, just steps from Kuhio Beach and Diamond Head. Wake up to stunning ocean vistas and immerse yourself in Hawaiian adventures. Each spacious 338 sq ft unit features a comfortable king bed, private lanai, mini-fridge, Keurig coffee maker, and all essential amenities to ensure a cozy stay.
Registration Number: 260260200000, TA-099-007-6928-01, GE-099-007-6928-01

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Honolulu

from $578 

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Waikiki Banyan Cozy 1BR with Free Parking

Discover your perfect getaway at Waikiki Banyan, a charming one-bedroom, one-bathroom condo just a short stroll to the world-famous Waikiki Beach. This inviting space comfortably sleeps up to four guests, featuring two brand new full beds in the bedroom and a spacious queen bed in the living room, all installed in July 2022 for your comfort.
Registration Number: 260250050273, TA-149-231-0016-01, GE-149-231-0016-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $507 

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Elegant Oceanfront Diamond Head Apartment in Hawaii

The ultimate Diamond Head apartment offers 2000 square feet of beautifully renovated space right on the ocean. Wake up to surf at Tonggs right in front, and enjoy easy access to walking or running around iconic Diamond Head. Located just off Kapiolani Park, this property provides a breezy, relaxed atmosphere perfect for unwinding.
Registration Number: TA-198-152-3968-02, GE-198-152-3968-02, 310330110013

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Honolulu

from $1,475 

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Luxury 2-Bedroom Condo Near Diamond Head

Welcome to Colony Surf Getaway by Gather, a spacious and luxurious retreat nestled in the prestigious Diamond Head area of Hawaii. This elegant two-bedroom condo comfortably accommodates up to six guests with three beds, including a double-bedded room, making it ideal for families or groups seeking both comfort and style in one of Hawaii's most iconic locations.

Registration Number: TA-106-841-0368-01, 310320100062, GE-106-841-0368-01

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Honolulu

from $641 

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Spacious Waikiki Condo with Pool & Ocean Views

Immerse yourself in the vibrant heart of Waikiki with this spacious 1-bedroom condo located on the 17th floor of the Royal Kuhio building at 2240 Kuhio Ave. This 436 sq ft unit with an 80 sq ft lanai offers a comfortable space for up to 4 guests, perfect for couples, families, or friends seeking a Hawaiian getaway.
Registration Number: TA-105-232-1792-01, GE-105-232-1792-01, 1260200580133

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $434 

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