Holiday rentals in Diamond Head Crater

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

NEW! 3BR/2BA (4 Beds) 1 Parking + 2 min from Beach

2464 Prince Edward St 925 sq ft + 148 sq ft balcony On the 6th floor 2-minute walk to the beach 3 bedrooms, 2 bath Maximum occupancy: 8 guests (regardless of age) 24hours laundromat on site Amenities Note: No on-site pool or gym Accessibility: Please note this unit and the assigned parking stall are not ADA accessible Parking Rules: 1 assigned parking stall included Maximum height 6 ft 8 Fits up to a minivan or full-size SUV No passenger van allowed Registration License Number: 2026-STR-213

Elegant Luxury OceanView&Fireworks@IlikaiResort+Park

✨ BRAND NEW LISTING. NO RESORT FEES. FREE PARKING! ✨ Aloha & Welcome to the beautiful iconic Ilikai Hotel & Luxury Suites! The Ilikai Hotel once host Elvis himself and is feature in the opening scene in Hawaii Five-O. Enjoy this cozy and stylish experience at this centrally-located Waikiki, H A W A I I! 🌴 This ocean front home is just steps away from the beach offering ocean & lagoon views. Enjoy firework shows every Friday night at 7:45pm! This home is surrounded by a lively neighborhood!

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Whether you are planning a perfect romantic getaway or a much deserved quality family time vacay for FOUR, this high floor apartment w/ocean views checks all the boxes. The 1 bedroom with the KING BED is ideal for the parents, while the kids share the QUEEN SLEEPER SOFA in the living room. The kitchen is fully stocked w/everything you will need to prepare meals, drinks and snacks. It's a 4 minute walk to the beach. There is 1 FREE PARKING spot and there's NO RESORT FEES. Close to shops & food.

Ocean Front Spectacular Condo

Situated directly across from Waikiki beach, with direct panoramic views of the Pacific Ocean, sandy shores, gentle waves, popular surf spots, and the iconic Royal Hawaiian Hotel, this prestigious high-floor hotel condominium is a Hawaii retreat you don't want to miss. Beautifully renovated in 2022 with upgraded flooring, furnishings, high-end cabinetry, modern fixtures, stainless appliances and more. A spacious 2 bedroom, 2 bath, 1,092 sq.ft. floor plan opens up to a 171 sq.ft. covered lanai.

DIAMOND ON DIAMOND HEAD

Located on the slope of Diamond Head, our apartment is at a walking distance of Waikiki beach, restaurants, nightlife, public transport. You’ll love my place because of the coziness, the location. I put a special attention on having the mattress spray monthly for bugs and also the apartment for insects. It is very important for me to offer a super clean, cozy, comfy and secure apartment. TA-182-790-8096-01

2,122 sqft 2BR Waikiki • Free Parking • Sleeps 8.

**Free Parking** (save $70/night, 7'5" clearance) **In Suite Washer/Dryer Elevated island living at Luana Waikiki’s M400: stylish 2BR with high ceilings, open living, and full baths w/ tubs. Private access to pool deck, BBQs & fitness center. Comfort + privacy steps to Waikiki Beach. Dedicated parking included—ideal for families or group getaways. Mezzanine-level, semi-private entry; great for groups!

Wake Up to Ocean Views! 2queen Apt w/ Free Parking

Experience absolute luxury in this newly renovated, impeccably designed 1BR residence. Every element has been meticulously crafted to offer guests an unparalleled experience. Positioned on the 15th floor, the panoramic ocean views overlooking Waikiki will leave you spellbound. Plus, enjoy the added convenience of complimentary parking in an unassigned stall, ensuring a hassle-free stay.

Top FL-Luxury Ocean View King Suite-Waikiki Beach~

Elevate your stay experience with this unparalleled luxury coastal oasis - the Ocean View King Suite, perched on the top floor of the Pacific Monarch condos, mere steps from the heart of Waikiki Beach. Every detail of this meticulously renovated, ultra-chic condo has been carefully curated to offer a one-of-a-kind experience, perfect for romantic getaways and special celebrations.

High FL-Upscale Ocean View w/ Easy Beach Access~

Situated in one of the most vibrant neighborhoods in all of Waikiki, you'll be within steps away from many local restaurants, and shopping plazas. Most importantly, a quick 2 min walk to Waikiki beach, surrounded by cultural activities such as surf lessons and rentals. This stunning apartment is truly one of a kind, and it's the perfect choice for couples & memorable occasions.

Waikiki Ocean Breeze Escape: Coastal Luxe

Unwind on your private lanai and enjoy great ocean views and the iconic Friday night fireworks. This renovated Ilikai unit features a sleek flat-screen TV, a fully equipped kitchen with essential cookware, and a comfortable open layout. Just steps to the beach, marina, and Waikiki’s dining and shopping—perfect for relaxing island living at 1777 Ala Moana Blvd.