Top beach rentals near Diamond Head - Diamond Head - Kapahulu - St. Louis

Explore Diamond Head beach rentals

Oceanfront tranquility w/palm trees swaying to tropical breezes. Join us?

Impeccable Penthouse - Ocean & Diamondhead Views

Sleeps 2 · 1 bathroom

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

Sleeps 2 · 1 bathroom

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

Sleeps 8 · 2 bedrooms · 2 bathrooms

Top rated beach rentals - Diamond Head

Premier Host

Perfect Hawaiian vacation

We loved every minute of our stay at this property. Josh communicated everything we need to know throughout. The property is close enough to the coast to enjoy it, but far enough to have a sense of peace and quiet. We can’t wait to return again one day.

Matthew L.

Stayed June 2025

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

Waikiki beach ocean view from the kitchen

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

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

Fantastic View

This property was perfect for our needs. With the added bonus of a car spot in the building included. The pool was nice and got the sun at just the right time of the day. The Friday fireworks were right outside the window and with two bedrooms and two baths it was perfect for my Daughter and I so we didn't have to share spaces. It was well provided for and had lots of water toys, etc. I would definitely recommend and stay again!

Linda M.

Stayed Oct 2022

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Frequently asked questions

How much does it cost to stay in a beach holiday rental in Diamond Head?

Prices vary depending on the time of year, length of stay and specific location, so enter your travel details to find out what's available. Whatever your budget or style, Stayz has beach holiday rentals in Diamond Head for all types of guests.

When is the best time to book a beach holiday rental in Diamond Head?

If you'd love to experience Diamond Head at its liveliest, plan your visit for the peak period. This is when you'll typically find the most things to do or when almost all attractions are open. Looking for something a little more laid-back? Stay in a beach holiday rental in the shoulder or low season. Browse available options on Stayz to find the most opportune time for your coastal escape.

Where can I book a Diamond Head beach holiday rental with great views?

When looking for your beach holiday rental in Diamond Head, use the "Location" filter. This lets you choose the types of areas you prefer to stay in, whether that's away from the hustle and bustle or somewhere more central.

What are the top things to do in Diamond Head?

There are so many exciting experiences to look forward to when you book a beach holiday rental in Diamond Head. The kind of things you're interested in and who you plan to travel with will help you decide what activities to do, so do a little research before you leave home.

Why should I book my beach holiday rental with Stayz?

From securing your payments to answering any questions throughout your stay, our excellent customer support team is available to assist you every step of the way. It's all part of our Book with Confidence Guarantee. Think your plans may change? Book a beach holiday rental with flexible cancellation policies and receive a refund if you cancel within the allowable timeframe.