Diamond Head showing mountains, landscape views and a city

Holiday rentals near Diamond Head

We found 4,577 holiday rentals — enter your dates for availability

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January 2026

February 2026

Select the perfect private holiday rental within easy reach of Diamond Head. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Diamond Head

Showing deals for:1 May - 8 May

Exceptional

(7 reviews)

1BR Ocean/Sunset View w/Parking

Honolulu

7% off

for 7 nights, 1 apartment

AU$384 per night

includes taxes & fees

Exceptional

(113 reviews)

Impressive Ocean/City Views, 1 BR Suite, Full Kitchen/2 Lanais - FREE PARKING!

Honolulu

7% off

for 7 nights, 1 apartment

AU$660 per night

includes taxes & fees

Everyday is paradise! View of a morning rainbow from the condo's lanai

Exceptional

(136 reviews)

Waikiki Banyan Ocean Deluxe Condo, Government certified for short term rentals.

Waikiki

7% off

for 7 nights, 1 apartment

AU$442 per night

includes taxes & fees

Exceptional

(6 reviews)

Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!

Honolulu

7% off

for 7 nights, 1 apartment

AU$380 per night

includes taxes & fees

Exceptional

(5 reviews)

Condo in prime location in Waikiki! 1 block from Waikiki Beach. Free Wifi.

Honolulu

8% off

for 7 nights, 1 apartment

AU$358 per night

includes taxes & fees

Very good

(9 reviews)

Beautiful Remodeled Studio with canal, city and mountain views

Honolulu

7% off

for 7 nights, 1 apartment

AU$237 per night

includes taxes & fees

Living room has it's own lanai and an armoire that can be used to hang clothes.

Exceptional

(43 reviews)

2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!

Honolulu

7% off

for 7 nights, 1 apartment

AU$923 per night

includes taxes & fees

View Test: Can you see the ocean from the bed?

Exceptional

(276 reviews)

Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking

honolulu

7% off

for 7 nights, 1 apartment

AU$574 per night

includes taxes & fees

Exceptional

(10 reviews)

Beautifully Remodeled Modern Condo + Free Parking Waikiki

Honolulu

7% off

for 7 nights, 1 apartment

AU$554 per night

includes taxes & fees

Find spaces that suit your style

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Find properties near top attractions in Diamond Head

Diamond Head

Find the best place to stay - Diamond Head

Premier Host

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

1 bedroom · 1 bathroom

Premier Host

Diamond Head Beach - Large Studio - Queen Bed, Balcony, Ocean View, Ocean Access

1 bathroom

Top rated rentals - Diamond Head

Image of Newly renovated, FREE PARKING, STUNNING Diamond Head and ocean views!

Premier Host

Amazing location

We had a wonderful time staying here. The location was perfect and the free parking and 2 separate bedrooms made things a lot easier!

Susan P.

Stayed Dec 2024

Image of Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi

Premier Host

Great property, great location. We loved our stay here

We stayed for 6 nights and enjoyed our time. The property is well equiped for extended stays.

STEPHEN W.

Stayed Sept 2024

Image of Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee

Premier Host

Fun in the Sun

We celebrated a big 0 birthday. The last of the trio. Stayed at the Banyan all 3 times but this place is the standout! Everything you could ever want is supplied except for a dishwasher. And excellent communication with the host. This IS the place to stay so we will def be back when we hit the 0 birthday rounds again!

Vicki W.

Stayed Feb 2024

Image of Oceanview Waikiki condo, free parking! RENOVATED 2025

Premier Host

Courtney is the most amazing host!

Everything that’s been described on the listing is here and more! Everything that the family needs , Courtney has taken care of. We loved being on the property and it’s close to everything. Definitely will be coming back and recommend this to family and friends.

Gilbert G.

Stayed Dec 2022

Image of Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Premier Host

Amazing getaway

This place had everything we needed. In an amazing location. Literally a 3 minute walk to the beach. Bed was super comfy and air con worked a great for thoes hot days. Will be back for sure

Haylee M.

Stayed Oct 2019

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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