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Diamond Head holiday rentals

We found 2,765 holiday rentals — enter your dates for availability

Discover a selection of 3,000 holiday home rentals in Diamond Head that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 190 per night, and holiday houses and flats & apartments are popular options for a stay in Diamond Head. Either way, you'll find holiday accommodation for everyone's needs.
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Houses

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Villas

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Studios

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Hotels

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Find the best place to stay — Diamond Head

Gorgeous Over the Ocean Lanai - 1 Bedroom, Full Kitchen

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 527 avg/night
(15)

Our Penthouse over the Pacific - A true gem that sleeps 4 is lovingly cared for.

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 699 avg/night
(28)

Diamond Head Beach - Queen Studio with Balcony / Ocean View

Sleeps 2 · Studio · 1 Bathroom
AU$ 273 avg/night
(19)

Enjoy a relaxing lifestyle and relax at the popular Colony Surf condo

Sleeps 4 · Studio · 1 Bathroom
AU$ 190 avg/night
(6)

Exhilarating Views Of Diamond Head and Waikiki

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
AU$ 258 avg/night
(9)

Stunning Ocean View Condo! Best Location!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 590 avg/night
(38)

Search 2,765 holiday rentals

Top rated rentals — Diamond Head
Stayed May 2021

Cute and Convenoent

The unit was equipped with all we needed. Very clean. Decor from local artist.They even provided body boards. The pool area is nice and has a hot tub. The building is secure. Quick walk to the beach. A great local coffee shop is next door. An ABC sto...

Patrick O.
Patrick O.

Forest Lake

Stayed Apr 2021

Great property in Diamond Head

We had a great stay here with our family of four. The location is fabulous and the layout is really nice. The views are spectacular. My favorite part were the cross breezes through the place from the trade winds. It was always the perfect temperature...

Susanna F.
Susanna F.
Stayed Apr 2021

The location for a stay in Waikiki was EXCELLENT!

The location for a stay in Waikiki was EXCELLENT! Within easy walking distance to beach, to the zoo, to the park, and to live music and good food. Partial view of Diamond Head and the beach was lovely. Check-in process was easy, with clear directions...

Christine A.
Christine A.
Stayed Apr 2021

Book it Danno!

You won’t find a better place for a family or group of six in Waikiki for the money. Clean and spacious. Five minute walk to the best part of the beach. Easy to get to, with great parking included. The facility manager and her assistant are friendly ...

Larry L.
Larry L.
Stayed Mar 2021

We visit Oahu yearly and stay 1-2 weeks

This place is in a great location! We have family that live in Manoa and this place puts us relatively close to them. The home was exactly as described. The house was clean and had all the extras that you might need when you are traveling thousands o...

Mark E.
Mark E.
Stayed Mar 2021

Great Location and views but the unit needs interior updating

We loved our stay. The location is perfect. Views are stunning. Our on site manger was great. I think her name was Sharon. We loved her responsiveness. The interior has opportunities for improvement. All the drawer bottoms in the bedroom chest of d...

John D.
John D.
Stayed Feb 2021

Nice place

the unit is exactly as pictured. quite spacious for my family of 4. A large kitchen that is nicely stocked that we used everyday for breakfast. Close by to everything Waikiki has to offer. We walked everywhere. H1 is not too far away if you are ventu...

Eric A.
Eric A.

Boulder, CO

Stayed Feb 2021

Fantastic experience.

We absolutely loved our experience . The house is the perfect feeling of privacy, and functionality. When you truly walk around the property you recognize the amazing landscape detail. We enjoyed walking down to the two parks off the street to watch ...

AARON F.
AARON F.
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How many holiday accommodation are available around Diamond Head?

Our 2021 accommodation listings offer a large selection of 2,765 holiday rentals around Diamond Head. From 121 holiday houses to 2,188 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Diamond Head is on Stayz.