From $688/night
Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki Beach
This restored 1948 mid-century ranch home in Aina Haina is a private "local-style" Oahu retreat at the base of the valley, perfectly positioned for...
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Crater Views and Waikiki
Diamond Head vacation rentals are close to the crater, Kapiolani Park, Waikiki Beach and Honolulu dining. Choose from condos, studios and homes near beach walks, surf spots and south shore sightseeing.
Diamond Head vacation rentals are close to one of Oahu's most recognizable landmarks, with Kapiolani Park, Diamond Head, Waikiki Beach and the Gold Coast nearby. This part of Honolulu has a calmer residential feel than central Waikiki, while still being close to restaurants, surf spots, beach walks and south shore sightseeing.
Rentals around Diamond Head range from ocean-view condos and studios to larger homes tucked below the crater. Some are near the beach and park, while others are closer to Monsarrat Avenue, Kapahulu or the quieter streets below Leahi. Check each listing for parking, stairs, air conditioning, lanai space, laundry access and minimum-night rules, especially if you want a longer Honolulu visit.
Diamond Head is a favorite area for early risers. You can start the morning with coffee near Monsarrat Avenue, walk along Kapiolani Park or head toward the crater before the day gets warm. The area is also close to the Honolulu Zoo, Waikiki Aquarium and the quieter end of Waikiki near Queen's Surf and Kapiolani Park.
Beach access depends on the exact rental location. Some rentals are close to the Gold Coast and Kaimana Beach, while others are closer to Diamond Head Beach Park, Kuilei Cliffs Beach Park or the main stretch of Waikiki. Ocean conditions can change by season and by surf break, so choose the beach that matches the day.
Diamond Head rentals are close to Waikiki shopping, restaurants and nightlife, but the neighborhood feels more residential once you move toward the crater and park. This can be helpful when you want dinner in Waikiki one night, a beach walk the next morning and a quieter place to return to afterward. Nearby rental areas include Waikiki vacation rentals, Honolulu vacation rentals, Kahala vacation rentals and all Oahu vacation rentals.
Plans from this side of Honolulu can include Oahu surfing lessons, Oahu dinner cruises, Pearl Harbor tours, Oahu sightseeing tours or a simple beach-and-park day around Waikiki. If you plan to rent a car, the page on where to park your rental car in Waikiki and Honolulu is worth reading before you book a condo with limited parking.
Diamond Head rentals can vary widely by building and street. Some listings are compact studios near the beach, while others are larger homes with more privacy and higher nightly rates. Before booking, confirm the legal rental terms, parking arrangement, elevator access, quiet hours, air conditioning and whether the rental is closer to Waikiki, the Gold Coast, Kapiolani Park or the crater side of the neighborhood.
Rental Listings
Map View
Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki BeachFrom $688/night · Sleeps 8
Fairway Villa 2417From $251/night · Sleeps 5
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo...From $379/night · Sleeps 4
Waikiki GoldCoast spectacular views ocean, sunsets, surfers!From $475/night · Sleeps 2
Fabulous Ocean & Diamond Head View w/ Free ParkingFrom $304/night · Sleeps 4
Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head...From $249/night · Sleeps 4
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside...From $385/night · Sleeps 4
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!From $423/night · Sleeps 6
Ocean & Diamond Head View Condo at Waikiki+ParkingFrom $340/night · Sleeps 4
Diamond Head Surf House: Gold Coast Oceanfront Home w/AC &...From $1,050/night · Sleeps 8
Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to...From $606/night · Sleeps 6
Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi,...From $631/night · Sleeps 4
Diamond Head Beach - Large Studio - Queen Bed, Balcony,...From $201/night · Sleeps 2
Amazing views of Diamond Head, Waikiki Beach, and the Pacific...From $412/night · Sleeps 6
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and...From $357/night · Sleeps 6
Waikiki Sunset * Newly Renovated * Parking * Diamond Head...From $175/night · Sleeps 4
Newly Renovated Sweeping Ocean and Diamond Head View Waikiki CondoFrom $203/night · Sleeps 4
Ocean & Diamond Head Vu; Full Kitchen; Free Wifi; 2...From $170/night · Sleeps 4
Great for Families! Partial Ocean/Canal/Diamond Head Views! Pool, Wi-Fi, PrkgFrom $239/night · Sleeps 5
Hale Le'ahi: Diamond Head Luxury Home with Pool, AC, Lanai...From $950/night · Sleeps 10
Base of Diamond Head, Full Ocean View, 8th Floor, Private,...From $375/night · Sleeps 6
Ocean and Diamond Head views from quiet end of Waikiki...From $194/night · Sleeps 2
Incredible Unobstructed Pacific Ocean and Diamond Head Views! FREE ParkingFrom $241/night · Sleeps 4
Panoramic Oceanfront & Diamond Head views, just steps to beach....From $168/night · Sleeps 2
2Bed/2Bath Penthouse Ocean/Diamond Head views, near Convention CenterFrom $523/night · Sleeps 6
Diamond Head Views! Freshly renovated! A/C, Parking and Wi-Fi Included!From $152/night · Sleeps 4
LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to...From $670/night · Sleeps 6
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704From $188/night · Sleeps 2
Unobstructed Diamond Head and Ocean Views! FREE Parking & Wi-Fi,...From $271/night · Sleeps 4
GORGEOUS Ocean and Diamond Head Views! Close to beach! A/C,...From $274/night · Sleeps 4
Pacific Monarch Top Floor Condo with Ocean, Diamond Head and...From $175/night · Sleeps 4
Hale Makai at Diamond Head – Oceanfront EstateFrom $2,200/night · Sleeps 8
@ Marbella Lane -Coastal retreat near Diamond HeadFrom $138/night · Sleeps 4
Modern 2BR w/Diamond Head view, beach, FREE parking, king bed,...From $582/night · Sleeps 6
31FL Newly Renovated w/ Diamond Head ViewFrom $396/night · Sleeps 4
Cozy Studio with Waikiki, Ocean and Diamond Head View. Free...From $108/night · Sleeps 4
Manoa Valley A 2BR/1bath downstairs duplexFrom $359/night · Sleeps 4
@ Marbella Lane - Breezy Studio@Diamond Head Beach HotelFrom $114/night · Sleeps 4
A 'Spa feel' at the Diamond Head Beach Hotel🕉From $321/night · Sleeps 4
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and...From $384/night · Sleeps 6
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!From $169/night · Sleeps 4
Spacious Family Home With Gorgeous Sunset Views of Diamond HeadFrom $520/night · Sleeps 7
Gorgeous Diamond Head Views from 34FL w/ ParkingFrom $376/night · Sleeps 4
Gorgeous Diamond Head Penthouse Studio Stunning views, Private Balcony.From $202/night · Sleeps 2
King Bed Diamond Head Beach Hotel Studio Apt.From $191/night · Sleeps 2
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond...From $517/night · Sleeps 2
Beachfront Diamond Head views, Quiet End of Waikiki with Swimming/Surfing!From $181/night · Sleeps 2
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite...From $187/night · Sleeps 4
Panoramic Diamond Head Ocean View Spacious HomeFrom $538/night · Sleeps 8
A Gem of a Studio at The Diamond Head Beach...From $170/night · Sleeps 4
Newly-upgraded home with Diamond Head views - walk to Waikiki...From $212/night · Sleeps 4
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condoFrom $408/night · Sleeps 4
Extended Stay Panoramic Ocean & Diamond Head ViewsFrom $235/night · Sleeps 5
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond...From $457/night · Sleeps 10
Modern 43rd Floor 1BD - Views of Panoramic Ocean &...From $130/night · Sleeps 4
Ocean and Diamond Head view suite w/balconyFrom $259/night · Sleeps 2
A One Bedroom Gem at the Diamond Head Beach Hotel...From $173/night · Sleeps 4
Ocean/Diamond head view condo at Waikiki Banyan. Free Parking! Centrally...From $189/night · Sleeps 4
Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free...From $386/night · Sleeps 6
FREE Parking - Diamond Head & Ocean View Studio with...From $149/night · Sleeps 4
Right on the beach near Diamond Head and 4 miles...From $221/night · Sleeps 4
Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5From $330/night · Sleeps 5
Charming Studio Apartment with WiFi, AC in beautiful Diamond Head...From $201/night · Sleeps 4
Newly Remodeled Corner Unit at the Waikiki Banyan with Diamond...From $295/night · Sleeps 4
Two Hawaiian cottages with Diamond Head views - walk to...From $421/night · Sleeps 8
1BR w/ Lanai Diamond Head, Walk 2 Beach + ParkingFrom $246/night · Sleeps 4
Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed...From $117/night · Sleeps 2
Iconic Diamond Head! Great for Family!From $324/night · Sleeps 6
Studio with views of Diamond Head, private lanai, pool &...From $134/night · Sleeps 4
Recently Updated, Diamond Head Studio w/ Gr8 Ocean ViewsFrom $152/night · Sleeps 4
Breathtaking Diamond Head and Sunrise Views! FREE Parking & Wi-Fi,...From $246/night · Sleeps 6
Stunning High-Floor Unit with Spectacular Ocean, Diamond Head, and Waikiki...From $263/night · Sleeps 5
Diamond Head Ocean Views! Parking/Wifi includedFrom $144/night · Sleeps 4
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI...From $153/night · Sleeps 2
Comfortable Spacious and Modern - PLUS Just 1min to Beach...From $118/night · Sleeps 2
1 Bedroom Diamond Head retreat with stunning ocean views &...From $394/night · Sleeps 4
Just Renovated!! Spectacular Ocean & Diamond head View w/ Free...From $201/night · Sleeps 4
Ocean & Diamond Head Views - Near Beach - Parking!From $372/night · Sleeps 4
Diamond Head and Ocean View Waikiki Sunset with Free Parking!...From $147/night · Sleeps 4
37th Floor Newly furnished @ Island Colony Diamond Head &...From $93/night · Sleeps 3
Amazing Ocean and Diamond Head ViewsFrom $212/night · Sleeps 2
Centrally Located 2 BDRM 2 bath Condo w/City, Diamond Head...From $219/night · Sleeps 4
Romantic Waikiki Banyan 2513 with Ocean and Diamond Head Views...From $224/night · Sleeps 2
Stunning Ocean & Diamond Head Views Await at 2Bedroom Diamond...From $294/night · Sleeps 5
Newly Remodeled & Updated - One Block To BeachFrom $158/night · Sleeps 2
Diamond Head View! Fully Renovated! Free Parking! Close to Beach!From $188/night · Sleeps 4
Royal Kuhio 1606 - Spacious Studio w/ Diamond Head and...From $185/night · Sleeps 4
Waikiki Banyan Hi Fl-King& Full- Diamond Head & Ocean-Free Parking...From $203/night · Sleeps 4
Royal Kuhio 1706 - Spacious Waikiki Studio w/ Stunning Diamond...From $185/night · Sleeps 4
Waikiki Banyan - Diamond Head/Ocean View, Walk to Beach. Under...From $166/night · Sleeps 4
Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head...From $425/night · Sleeps 4
31Fl Ocean & Diamond Head Views 2BR/1BA in WaikikiFrom $423/night · Sleeps 6
Ocean & Diamond Head-view studio in WaikikiFrom $155/night · Sleeps 4
9th Fl Waikiki Banyan | Parking | AC | Partial...From $179/night · Sleeps 4
Spacious Apartment with Majestic Diamond Head ViewFrom $184/night · Sleeps 4
Relaxing Family Retreat w/Diamond Head ViewFrom $204/night · Sleeps 5
Diamond Head 1 Bedroom Condo Queen Bed & BunkbedFrom $239/night · Sleeps 4
Waikiki Corner Ocean & Diamond Head StudioFrom $114/night · Sleeps 2
HM24 Diamond Head, Ocean, & Canal Views Waikiki StudioFrom $115/night · Sleeps 2
High Floor Waikiki Studio with Diamond Head ViewsFrom $117/night · Sleeps 2
Diamond Head/Waikiki Surf Shack Lanai UnitFrom $146/night · Sleeps 4
Diamond Head view Studio in Waikikiᨒ ⛰︎ ོ ☀︎𓂃⛱—Pool+A/C—½Block to...From $161/night · Sleeps 2
Beautiful Condo in the heart Diamond Head Honolulu, HIFrom $162/night · Sleeps 2
Monthly- Chateau Waikiki 3513 2 Bedroom Ocean / Diamond HeadFrom $167/night · Sleeps 3
Luxury 1-Bedroom Penthouse Overlooking Diamond HeadFrom $173/night · Sleeps 4
Modern 37th Floor Corner Studio with Ocean & Diamond Head...From $185/night · Sleeps 2
Royal Kuhio 1707 - Spacious Studio w/ Diamond Head and...From $193/night · Sleeps 4
Your Relaxing Getaway Awaits! Outdoor Pool, Minutes From Diamond Head!From $198/night · Sleeps 2
Your Relaxing Getaway Awaits | Outdoor Pool | Minutes From...From $198/night · Sleeps 2
29th Fl Waikiki Banyan | Diamond Head Views | Parking...From $199/night · Sleeps 4
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/DryerFrom $200/night · Sleeps 3
Picturesque views of the ocean and Diamond HeadFrom $218/night · Sleeps 4
On Beautiful Waikiki Beach! Pool, Short Drive to Diamond Head!From $221/night · Sleeps 4
Chic Studio w/ Lanai, Rooftop Pool & Quick Access to...From $221/night · Sleeps 4
15FL Diamond Head View, Walk to Beach + ParkingFrom $230/night · Sleeps 4
Dlx 1 br Waikiki Condo Rental...Sleeps 5/Lovely views. Waikiki Beach!From $232/night · Sleeps 5
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking,...From $232/night · Sleeps 4
Cozy historic home in Manoa Valley, view of Diamond Head,...From $237/night · Sleeps 3
Oceanfront Styling Diamond Head Condo on Pacific- Free parkingFrom $270/night · Sleeps 2
Waikiki Penthouse 2bd/1ba, Diamond Head Views, 5 mins from Beach...From $275/night · Sleeps 6
From $688/night
This restored 1948 mid-century ranch home in Aina Haina is a private "local-style" Oahu retreat at the base of the valley, perfectly positioned for...
From $251/night
Fairway Villa #2417 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)HIGH FLOOR! TOP TO BOTTOM RENOVATION!...
From $379/night
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly...
From $475/night
Spectacular high floor unit, stunning panoramic views of Waikiki, sunsets, surfers, Diamond Head, and Friday night fireworks. Beautiful 1 bedroom...
From $304/night
Summary:Stunningly renovated 1-bedroom condo on the 29th floor at Condominium Hotel Waikiki Banyan brought to you by Midway Vacations. Steps from...
From $249/night
-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly...
From $385/night
Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue...
From $423/night
One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and...
From $340/night
Summary:Welcome to your relaxing Waikiki escape - a breezy condo stay with scenic views and easy access to the best of Honolulu.- Sleeps 4 | 1...
From $1,050/night
Completely immerse yourself in oceanfront island living at the stunning three-level retreat known as the HLH Team, a spacious 3BR luxury home...
From $606/night
Flexible 1-12 Month Lease TermFor 1-3 months at $12,000/month + taxes all utilities are includedFor 4 months or more at $11,000/month + taxes...
From $631/night
Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai...
From $201/night
Privately owned Studio on 8th Floor with large Private Balcony, comfy Queen bed, Ocean and Mountain Views, Kitchenette, Fast Wifi, Elevator,...
From $412/night
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No...
From $357/night
-Check out our outstanding 5 star reviews!-1 block to Waikiki Beach-Stunning Diamond Head + ocean + park views (high floor)-FREE parking + NO resort...
From $175/night
One bedroom One Bath with Ocean and Diamond Head views from Bedroom, Living area and lanai. Relax in the morning with a cup of morning coffee on the...
From $203/night
Sweeping view of Ocean and Diamond Head from beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel! The location is...
From $170/night
Legally permitted rental - 2450 Koa Ave #92Located in the heart of Waikiki steps from the beach, at The Seashore. On the 9th floor of a 10 floor...
From $239/night
Fairway Villa #2217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Your Home Away from Home! Enjoy this...
From $950/night
Hale Le'ahi is a grand three-story plantation-style estate nestled on the lower slopes of Diamond Head, offering a timeless Hawaiian retreat just...
From $375/night
Book 'em, Danno30 Night minimum booking is required. Available June 1, 2026Inquire about 6 month or longer rentals.Experience TRUE ALOHA in this...
From $194/night
Colony Surf #908 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month...
From $241/night
Diamond Head Vista #1903 – 2600 Pualani Way(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on a quiet street at the edge...
From $168/night
Colony Surf Penthouse #6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month...
From $523/night
You'll be sitting on top of the world at this spacious 2-bedroom, 2-bath Penthouse with an open living room and fully-equipped kitchen.The...
From $152/night
Waikiki Banyan #2603-T1 – 201 Ohua Ave.Fresh and modern, you'll love the feel of this contemporary one-bedroom air-conditioned suite (533 sq.ft. plus...
From $670/night
Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large...
From $188/night
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the...
From $271/night
Waikiki Banyan #3511-T1 – 201 Ohua Ave.Unobstructed panoramic views of Diamond Head, the Pacific Ocean, and the Gold Coast from this 35th floor unit!...
From $274/night
Waikiki Sunset #2910 – 229 Paoakalani Ave.Enjoy BREATHTAKING colorful blues of the Pacific Ocean and the lush greenery of Diamond Head and Kapiolani...
From $175/night
Step into your own slice of paradise in this beautifully appointed 23rd-floor retreat at Pacific Monarch. Designed for those who crave both luxury...
From $2,200/night
Hale Makai at Diamond Head is a luxury oceanfront retreat on Oahu's prestigious Gold Coast, just minutes from Waikiki and framed by stunning views of...
From $138/night
Summary:Enjoy this tastefully decorated studio with lots of natural light and cool ocean breezes. This unit has a private lanai, great for enjoying...
From $582/night
Two bedroom condo with beautiful Diamond Head view in the heart of Waikiki, with full kitchen, living room, and balcony(lanai). Bedroom one features...
From $396/night
Summary:Stay in this fully renovated 31st-floor 1-bedroom condo at the Waikiki Banyan with stunning ocean and Diamond Head views, hosted by Midway...
From $108/night
Aloha to paradise, this studio is cozy, Charming, Comfortable and locate on a high floor with a panoramic ocean and diamond head view. We are located...
From $359/night
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. Unique Craftsman touches...
From $114/night
Summary:Located in the Gold Coast, a highly desired area between Waikiki and Diamond HeadStudio is spacious with lots of natural light and cool ocean...
From $321/night
Legally permitted vacation rentalDiamond Head Beach Hotel🕉2947 Kalakaua Ave 303⚕⚕For your health and safety⚕⚕We utilize additional Sterilization...
From $384/night
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and...
From $169/night
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor...
From $520/night
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with...
From $376/night
Summary:Experience the best of Waikiki in this newly renovated 1BR condo, perfectly positioned to showcase breathtaking views of the ocean and iconic...
From $202/night
Legally permitted vacation rental - 2947 Kalakaua Ave, Penthouse 5Stunning style with incredible Ocean & Diamond Head views.The care and attention to...
From $191/night
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy...
From $517/night
Legally permitted vacation rental❤2947 Kalakaua Ave 1401⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between...
From $181/night
Colony Surf #308 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month...
From $187/night
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between...
From $538/night
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry...
From $170/night
Legally permitted vacation rental - 2947 Kalakaua Ave HI 96815A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head.A...
From $212/night
Garden Cottage Unit B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired...
From $408/night
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full...
From $235/night
Our unique quality listing features panoramic ocean and Diamond Head views overlooking Fort DeRussey park. Great location. Furnished as high end...
From $457/night
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...
From $130/night
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...
From $259/night
Legally permitted rental - 134 Kapahulu Ave 408● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term comfort of our guests, the...
From $173/night
You'll find bicycles, golfing, and more on site at this smoke-free condo. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your...
From $189/night
Welcome to your perfect island getaway at the Waikiki Banyan! This 1-bedroom, 1-bathroom condo comfortably sleeps up to 4 guests and features...
From $386/night
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...
From $149/night
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to...
From $221/night
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....
From $330/night
Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a...
From $201/night
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...
From $295/night
Deluxe Ocean View Unit 2714 Tower 2 Unit, Free Parking & Wifi - 2019 Brand NewRemodel The pool and all associated amenities will be closed starting...
From $421/night
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired...
From $246/night
Superbly situated in the heart of Waikiki, this beautifully designed High Floor 1 Bedroom retreat is located just 2 blocks from Waikiki Beach, yet...
From $117/night
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...
From $324/night
Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with...
From $134/night
Island Colony 3715Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $152/night
Legal Vacation Rental - Diamondhead Beach Hotel2947 Kalakaua Ave #1005● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term...
From $246/night
Ohua #7E – 250 Ohua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll create wonderful vacation memories in this...
From $263/night
Welcome to Waikiki Landmark, where paradise meets luxury living. Come stay at this stunning high-floor views of the Ocean, Diamond Head, and Waikiki....
From $144/night
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...
From $153/night
Legally permitted short term rental⛰134 Kapahulu Ave 811⛰● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term comfort of our...
From $118/night
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term...
From $394/night
LEGALLY PERMITTED STR- 🌬2947 Kalakaua Ave #1202🌬⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between...
From $201/night
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...
From $372/night
Summary:Welcome to your relaxing Waikiki retreat - where ocean breezes & Diamond Head views set the tone for an easy island stay.- Sleeps 4 | 1...
From $147/night
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...
From $93/night
High floor, Newly furnished Condo at Island Colony IC3711Island Colony is a few steps away from the building is a large concentration of shopping...
From $212/night
Breathtaking ocean view while also being able to see Diamon Head! This beautiful condo in Waikiki Sunset boasts the comfort of central AC while...
From $219/night
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...
From $224/night
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...
From $294/night
Discover Your Perfect Island Getaway!Newly remodeled unit in 2024, featuring modern updates and fresh finishes throughout.Escape to paradise and...
From $158/night
— Waikīkī Grand Hotel® — 134 Kapahulu Ave 4114th Floor Micro-condo with a Queen Bed & KitchenettePark, Zoo & Pacific Ocean view from our comfortable...
From $188/night
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...
From $185/night
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...
From $203/night
High-Floor Retreat with Iconic Views at Waikiki Banyan Tower OneExperience the best of Waikiki from the 26th floor! This comfortable family apartment...
From $185/night
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...
From $166/night
We're pleased to announce this unit is now under new management, ensuring a higher standard of cleanliness with a reputable cleaning companyWalk to...
From $425/night
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...
From $423/night
Summary:Welcome to this spacious Waikiki Sunset 2-bedroom 1-bath retreat on the 31st floor, which can accommodate up to 6 guests and offers beautiful...
From $155/night
Enjoy stunning ocean and Diamond Head views from your private lanai in the heart of Waikiki. This modern studio is just a short walk to Waikiki...
From $179/night
The spaceEnjoy your Waikiki stay in this modern 9th-floor corner unit with views looking toward Diamond Head. The open layout makes it easy to relax...
From $184/night
Enjoy breathtaking Diamond Head and ocean views from this stunning 10th-floor unit. Wake up to sparkling water views and unwind on the private lanai...
From $204/night
Welcome to your comfortable island stay located within the Aston Waikiki Sunset, a well-known property in the heart of Waikiki just minutes from the...
From $239/night
Legal Vacation Rental - This beautifully furnished 1 bedroom suite with Queen bed & with separate living room offering twin bunkbeds.The full kitchen...
From $114/night
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy...
From $115/night
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy...
From $117/night
Discover the beauty of Honolulu from this 1-bedroom apartment. Inside, guests find a pleasant space featuring a comfortable queen bed and a clean...
From $146/night
Be our guest at this sweet island getaway on a quiet cul-de-sac near the base of Diamond Head. Less than 20-minute walk (or 5-minute drive) to...
From $161/night
See details, photos, amenities and current partner availability for this Hawaii vacation rental.
From $162/night
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of...
From $167/night
PANORAMIC OCEAN / Diamond Head VIEWS, 10 Minute Walk to Beach, 2 Bed Room, Furnished. No smoking condo. 2 Parking, Pool, Utilities, WIFI, BBQ, Gym,...
From $173/night
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property...
From $185/night
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy...
From $193/night
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1707, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1...
From $198/night
Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute...
From $198/night
Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute...
From $199/night
The spaceThe SpaceMake your Waikiki stay unforgettable in this bright and spacious 29th-floor corner unit. With Diamond Head views, peek-a-boo ocean...
From $200/night
Aloha and welcome to Waikiki! This comfortable condo at Chateau Waikiki offers a convenient and affordable home base for extended stays on Oahu....
From $218/night
Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the...
From $221/night
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...
From $221/night
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...
From $230/night
Summary:Stay in the heart of Waikiki at the Waikiki Banyan, just a short stroll to the famous Waikiki Beach, popular restaurants, shops, and...
From $232/night
Enjoy your own 1-BR Oahu condo rental getaway - just a short stroll to Famous Waikiki Beach & and ideally located near world-famous Diamond Head....
From $232/night
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in...
From $237/night
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above...
From $270/night
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond...
From $275/night
Chic, spacious 2BR/1BA penthouse condo in Waikiki with gorgeous Diamond Head views. Short 5 min. walk to Waikiki Beach, Honolulu Zoo, numerous...
Yes. Many Diamond Head rentals are near the quieter end of Waikiki, Kapiolani Park and the Gold Coast, with central Waikiki a short drive or walk away depending on the exact address.
Options can range from studios and condos to larger homes near the crater, park or beach. Check each listing for views, parking, kitchen setup, air conditioning and minimum-night rules.
It is generally calmer than the center of Waikiki, especially around Kapiolani Park and the residential streets below the crater. The exact feel depends on the building, street and distance from Waikiki.
Some rentals have parking and some do not. Confirm the parking details before booking, since street parking and building rules can be different from one rental to another.
Nearby beach areas can include Kaimana Beach, Diamond Head Beach Park, Kuilei Cliffs Beach Park and Waikiki Beach. Surf and swimming conditions vary, so check the ocean before entering the water.