Discover a selection of 4,000 vacation rentals in Diamond Head, Honolulu that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $98 per night, and houses and condos are popular options for a stay in Diamond Head. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Diamond Head
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Destination guide

The crown of Honolulu

Towering above Waikiki Beach, Diamond Head State Monument is one of Hawaii's most iconic landmarks. While locals call the volcanic crater Le'ahi, British sailors crowned it Diamond Head after the sparkling calcite crystals that encrust its peak. You can't stay in the park, but Diamond Head vacation rentals put you just steps from the volcano. You'll enjoy breezy rooms, resort style amenities, and most importantly, knockout views of Diamond Head _ the crowning glory of this part of the island.

Things to do

Nights out at the Broadway of the Pacific

Accessible by car, Diamond Head Lookout is perched above Kuilei Cliffs Beach Park. It's home to one of Honolulu's best breaks, which makes it a great place to watch local surfers carve up the waves. If you're lucky, you might even spot a playful pod of dolphins. You can also gaze up at the crater from sun-drenched Diamond Head Beach Park, which is eternally popular with swimmers, surfers, and tide poolers. For a culture fix, check out what's playing at the Diamond Head Theatre. Known as the "Broadway of the Pacific," the vintage venue hosts a string of exciting shows.

Weather

Winter escapes to Oahu

Winter is well-known as the high season in Hawaii, when flocks of snowbirds and sunseekers descend on the islands. Oahu is no exception, so book well in advance. From sleek Waikiki condos to luxurious waterfront properties in Kahala, Diamond Head vacation rentals fill up fast. Thanks to its popularity with families, Honolulu is also in hot demand during the US summer school holidays. If you want the Diamond Head trail all to yourself consider visiting in fall, when Honolulu feels wonderfully quiet.

Natural features

Tick off Oahu's trio of volcanic craters

With breathtaking views over the Pacific Ocean, it's no wonder that Diamond Head was used as a US military post lookout. Of course, its history dates back well before the war. Diamond Head encompasses the remains of a volcanic crater that was formed more than 300,000 year ago. If you can't get enough of Oahu's volcanic landscapes why not visit Diamond Head's fellow craters? Punchbowl houses the National Memorial Cemetery of the Pacific, while Koko Head offers a trail featuring colorful wildflowers, military bunkers, and panoramic views of the Honolulu skyline.

How many vacation rentals are available around Diamond Head, Honolulu?

Our 2022 property listings offer a large selection of 4,390 vacation rentals around Diamond Head. From 163 house rentals to 2,586 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses near Diamond Head?

Yes, of course. Vrbo has 163 Houses near Diamond Head. Our other popular types of vacation rentals near Diamond Head include:

  • Condos/Apartments: 2,586 rentals available
  • Villas: 31 rentals available
  • Hotels: 998 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Resorts and more.

Can I find a vacation rental with pool near Diamond Head?

Yes, you can select your preferred vacation rental with pool among our 3,507 vacation rentals with pool available near Diamond Head. Please use our search bar to access the selection of vacation rentals available.