Diamond Head Vacation Rentals

Diamond Head vacation rentals place you just steps from one of Hawaii's most iconic natural wonders. Whether you're seeking a luxury oceanview condo or a hillside home with privacy and charm, these rentals offer easy access to Waikiki Beach, surfing, hiking, and world-class dining.

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Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four

Reviews (38)

Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Extended Stay Panoramic Ocean & Diamond Head Views

Reviews (7)

Our unique quality listing features panoramic ocean and Diamond Head views overlooking Fort DeRussey park. Great location. Furnished as high end luxury recluse. Parking, wifi, cable, etc. You'll love it! We're looking for guest who would like to stay for 4-6 weeks or...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Panoramic Diamond Head Ocean View Spacious Home

Reviews (28)

Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!

Reviews (8)

Enjoy a peaceful stay at this wonderful studio apartment on the Gold Coast. The space features a queen bed and open floor plan. The bathroom includes bath and shower combo. In the additional living space, there's a comfy sofa bed for extra guests. Fall in love with this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

1BR w/ Lanai Diamond Head, Walk 2 Beach + Parking

Reviews (2)

A Few Minutes of a Quick Stroll to Waikiki Beach! Enjoy Breakfast on the Lanai Overlooking Gorgeous Diamond Head Views with Peek-a-Boo Ocean Views. Waikiki Banyan is Close to Waikiki Beach, Shops, and Restaurants. The Unit Sleeps up to 4 Guests with 2 Full Beds and 2...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free Parking! Sleeps 6

Reviews (18)

Waikiki Sunset #2514 – 229 Paoakalani Ave.Popular 2-bedroom, 1-bath condo (604 sf plus 56-sf lanai, sleeps 6) positioned on the 25th floor in the preferred corner end suite stack with central A/C and spectacular views of Diamond Head, Kapiolani Park, and the Pacific...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4

Reviews (13)

Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Two Hawaiian cottages with Diamond Head views - walk to Waikiki

Reviews (9)

Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Right on the beach near Diamond Head and 4 miles from Waikiki!

Reviews (13)

On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination. Secure, with 24/7 guards, keyed building access, and a private underground parking garage. Sited on an idyllic cove beach,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5

Reviews (12)

Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a new kitchen in March 2021 along with new living room furniture and 2 new comfortable Queen beds in the bedroom- We are...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Newly Remodeled Corner Unit at the Waikiki Banyan with Diamond Head Views

Reviews (9)

Deluxe Ocean View Unit 2714 Tower 2 Unit, Free Parking & Wifi - 2019 Brand NewRemodel The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!

Reviews (73)

Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!

Reviews (77)

Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Ewa Beach, Hawaii

Ocean/Diamond head view condo at Waikiki Banyan. Free Parking! Centrally located

Reviews (29)

Welcome to your perfect island getaway at the Waikiki Banyan! This 1-bedroom, 1-bathroom condo comfortably sleeps up to 4 guests and features stunning ocean views and an iconic view of Diamond Head from your private lanai. Whether you`re enjoying your morning coffee or...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

A One Bedroom Gem at the Diamond Head Beach Hotel - Queen Suite 602 Sleeps 4

Reviews (40)

Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. Relax in the garden (enjoy the outdoor...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ocean and Diamond Head view suite w/balcony

Reviews (55)

Legally permitted rental - 134 Kapahulu Ave 408** For your health and safety, we utilize additional Sterilization procedures between reservations.Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and regular size...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Diamond Head Ocean Views! Parking/Wifi included

Reviews (3)

Panoramic views of Diamond Head Crater and the ocean is the WOW factor to this unit on the 31st floor in the Royal Kuhio!Newly upgraded bathroom to a “luxury 5 star spa”. Also the unit has “washer/dryer combination”.The spaceOpen floor plan featuring a "pocket door" for...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Stunning High-Floor Unit with Spectacular Ocean, Diamond Head, and Waikiki Views

Reviews (5)

Welcome to Waikiki Landmark, where paradise meets luxury living. Come stay at this stunning high-floor views of the Ocean, Diamond Head, and Waikiki. This exquisite 2-bedroom, 2-bathroom unit with 1 parking spot embodies the essence of island living. Located at the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Iconic Diamond Head! Great for Family!

Reviews (55)

Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with central AC (604sf plus lanai with table and chairs). 6-person max!Just 10-minute walk to the best swimming and surfing beach...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Studio with views of Diamond Head, private lanai, pool & hot tub

Reviews (43)

Island Colony 3715Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The views of the mountains, ocean shores, and iconic skyline of Honolulu at this comfortable Island Colony studio...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Breathtaking Diamond Head and Sunrise Views! FREE Parking & Wi-Fi, Central AC

Reviews (8)

Ohua #7E – 250 Ohua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll create wonderful vacation memories in this beautiful vacation rental with breathtaking Diamond Head views! 6-person max. Small pool on property. Close to world-class...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Recently Updated, Diamond Head Studio w/ Gr8 Ocean Views

Reviews (27)

Legal Vacation Rental - Diamondhead Beach Hotel2947 Kalakaua Ave #1005** For your health and safety, we utilize additional Sterilization procedures between reservations.2 Double Beds, Microwave, Fridge, Coffee, Pacific Ocean and Diamond Head ViewsPeace and tranquility...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed Wifi

Reviews (133)

The studio is located just steps away from the broadest and sandiest beach in Waikiki, world class shopping and dining.The unit is remodeled, fully equipped studio condo with one full bath. Comfortable Queen size bed and mattress to ensure a good night’s sleep after a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

1 Bedroom Diamond Head retreat with stunning ocean views & full kitchen.

Reviews (20)

LEGALLY PERMITTED STR- 🌬2947 Kalakaua Ave #1202🌬⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🌬Let the ocean breezes surround you in our beautiful 12th floor ✔1 BEDROOM condo here on Honolulu's Gold Coast at the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View

Reviews (49)

Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.❤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price but the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®

Reviews (61)

Legally permitted short term rental⛰134 Kapahulu Ave 811⛰⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and overlooks...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Just Renovated!! Spectacular Ocean & Diamond head View w/ Free Parking!

Reviews (20)

High Floor 1 Bedroom with the Spectacular View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.In the morning, observe Waikiki waking up and the clouds...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ocean & Diamond Head Views - Near Beach - Parking!

Reviews (15)

Summary:Welcome to your relaxing Waikiki retreat - where ocean breezes & Diamond Head views set the tone for an easy island stay.- Sleeps 4 | 1 bedroom | 3 beds | 1 bath- Ocean & Diamond Head views from lanai- Shared heated pool, hot tubs & sauna (pool/hot tub under...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

37th Floor Newly furnished @ Island Colony Diamond Head & Partial Ocean View

Reviews (24)

High floor, Newly furnished Condo at Island Colony IC3711Island Colony is a few steps away from the building is a large concentration of shopping centers, such as Waikiki Shopping Plaza, BeachWalk, and the International Marketplace.There is truly no end to the stores to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Diamond Head and Ocean View Waikiki Sunset with Free Parking! (WS06)

Reviews (78)

Be Cool... This is my own Hawaii!! Monochromatic! Ocean and Diamond Head View!!This renovated 1 bedroom will provide you the perfect vacation!!As you arrive at Waikiki Sunset, you will be met with the modern monochrome design of your homey living room. Here, you can...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Stunning Ocean & Diamond Head Views Await at 2Bedroom Diamond Head Vista

Reviews (1)

Discover Your Perfect Island Getaway!Newly remodeled unit in 2024, featuring modern updates and fresh finishes throughout.Escape to paradise and experience the ultimate vacation in our stunning vacation rental! Nestled in a serene location, just minutes away from...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Amazing Ocean and Diamond Head Views

Reviews (1)

Breathtaking ocean view while also being able to see Diamon Head! This beautiful condo in Waikiki Sunset boasts the comfort of central AC while bringing you right to the beach.. With close proximity to the beach shopping and restaurants it is a perfect place for your...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Centrally Located 2 BDRM 2 bath Condo w/City, Diamond Head & Ocean Views

Reviews (1)

Aloha and welcome to Waikiki! Embrace your longer stay on Oahu in this spacious condo at The Windsor. It offers a comfortable and convenient home base in one of the best locations in Honolulu. Located just a short walk from Waikiki Beach, Ala Moana Center, and dozens of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Romantic Waikiki Banyan 2513 with Ocean and Diamond Head Views and Free Parking!

Reviews (1)

Waikiki Banyan 2513 Dancing in the Moonlight Ocean and DH Views and Free Parking!This cheerful and calming Honeymoon Suite is located on the 25th floor facing east with awesome Ocean, Diamond Head & Coco Head Views. This is a large one bedroom corner unit that has been...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Diamond Head View! Fully Renovated! Free Parking! Close to Beach!

Reviews (11)

Waikiki Banyan #1903-T1 – 201 Ohua Ave.You'll fall in love with this contemporary one-bedroom suite (533 sf + 67-sf private lanai), fully renovated in 2024, at the repeat-guest favorite Waikiki Banyan! Enjoy the vibrant greens and blues of the gorgeous Diamond Head,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Newly Remodeled & Updated - One Block To Beach

Reviews (38)

A short distance from sailing, scuba diving, and more, this beach apartment lets you experience it all. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Honolulu Zoo, just a short walk away. After you...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Royal Kuhio 1606 - Spacious Studio w/ Diamond Head and City Views in Waikiki

Reviews (20)

Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1606, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 444 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikiki, Hawaii

Waikiki Banyan Hi Fl-King& Full- Diamond Head & Ocean-Free Parking - Walk 2 bch.

Reviews (7)

High-Floor Retreat with Iconic Views at Waikiki Banyan Tower OneExperience the best of Waikiki from the 26th floor! This comfortable family apartment offers breathtaking panoramic views of the Pacific Ocean and Diamond Head. You are perfectly positioned just one block...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Royal Kuhio 1706 - Spacious Waikiki Studio w/ Stunning Diamond Head & City Views

Reviews (1)

HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4 ※Parking is available at $30/night upon request and advanced payment is required. Please request parking via email at least three (3) business days in advance. - Located in Heart of Waikiki...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikiki, Hawaii

Waikiki Banyan - Diamond Head/Ocean View, Walk to Beach. Under new mgmt.

Reviews (5)

We're pleased to announce this unit is now under new management, ensuring a higher standard of cleanliness with a reputable cleaning companyWalk to Waikiki beach, zoo, aquarium, restaurants, shops and many other Waikiki attractions in this newly renovated unit with two...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views

Reviews (2)

Waikiki Banyan Tower 1 Suite 2305 Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Your Relaxing Getaway Awaits | Outdoor Pool | Minutes From Diamond Head

Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute walk from Waikiki Beach. Guests can enjoy live Hawaiian music and a mini hula show every Monday night while staying in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Diamond Head Villa by Gather: Luxury Gold Coast Retreat w/ Pool, Jacuzzi & Beach

Set along the prestigious Gold Coast of Honolulu, Diamond Head Villa captures the essence of island sophistication with its private beach access, contemporary architecture, and effortless indoor-outdoor flow. This two-story ocean-view retreat offers an exclusive haven...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Diamond Head Beachfront Estate by Gather: Luxury Oceanfront w/ Heated Pool

A private oceanfront retreat in Honolulu’s most exclusive enclave, Diamond Head Beachfront Estate blends contemporary elegance with the rhythm of island life. Set steps from the water’s edge, this six-bedroom residence invites you to slow down, breathe deeply, and...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Stunning Diamond Head & Ocean Views, Park Free

Summary:The space📍 Prime location. 🏖️ Steps from the beach. ✨ Book now for paradise!Welcome to our Le'ahi Suite, a chic unit located in Waikiki Banyan, carefully designed with our guests in mind to ensure a relaxing and enjoyable stay. Located on the 31st floor, the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Corner Unit, Rare Diamond Head Views, Free Parking

Summary:“Le’ahi Suite” - a vibrant, stylish apartment named after O'ahu's most iconic landmark. 1 block to famous Waikiki Beach, Honolulu Zoo and abundance of shops and restaurants.  2 blocks to Kapiolani Park and Waikiki Aquarium.★ "The best part was the view of the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Stunning Diamond Head Views, Free Parking, Pool

Summary:Welcome to our Ke'lani Suite, a stylish condo that offers a traditional feel and look of old Hawaii, along with the most modern amenities. Offering sweeping vistas of Diamond Head, our condo comes with fast Wi-Fi, 65" Roku TV, central A/C, and a fully stocked...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Chic Studio w/ Lanai, Rooftop Pool & Quick Access to Waikiki Beach, Diamond Head

Find a peaceful vacation retreat in the heart of Waikiki. Located just 2 blocks from famous-for-a-reason Waikiki Beach, you are in the middle of both city life and a short ride from local attractions, like Diamond Head, Honolulu Zoo, Waikiki Aquarium and many more.This...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

On Beautiful Waikiki Beach! Pool, Short Drive to Diamond Head!

Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 360 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Your Relaxing Getaway Awaits! Outdoor Pool, Minutes From Diamond Head!

Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute walk from Waikiki Beach. Guests can enjoy live Hawaiian music and a mini hula show every Monday night while staying in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

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