Family-friendly holiday rentals in Diamond Head

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Top-rated family-friendly rentals in Diamond Head

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A panoramic view from a high balcony captures the vibrant blue ocean and lush greenery below. Diamond Head's iconic profile stands prominently in the distance, framed by a clear sky dotted with fluffy clouds. Nearby residential buildings add to the scenic landscape.
Flat in Honolulu
4.99 out of 5 average rating, 102 reviews

Ocean View Sunset, Free Parking, Pool, 5m to Beach

Aloha and welcome to one of the most amazing complete remodels you will find in Waikiki - completed end of 2022. This one-of-a-kind 1 bedroom with free 1 parking stall, pool and gym boasts spectacular ocean & Diamond Head views and is only 0.2 miles (5 min walk) from Waikiki Beach and closer to endless restaurants, shopping & so much more. We would love to have you stay with us and create memories in this truly magical place that is centrally-located, well appointed, and with fabulous views!

Top guest favourite
The studio features a spacious sleeping area with a large bed and light bedding. A kitchen counter with two stools is seen alongside a mini refrigerator. Natural light floods in through large sliding doors, leading to a balcony with outdoor seating and views of palm trees.
Apartment in Honolulu
4.98 out of 5 average rating, 244 reviews

Free Parking, 1 block from Waikiki Beach

Newly renovated Waikiki studio just a 2 minute walk from center of iconic Waikiki beach & 3 minute walk to International Market Place! 1 private, covered parking stall is FREE with your booking. This is super rare to find in Waikiki and perfect for cost saving (normally $50/day!) Modern, clean, allergy friendly, and location can't be beat. Hawaii uplifts me in so many ways. I aim for my place to nurture and do the same for my guests. I welcome ALL people to my condo with love. :) -Kai

Top guest favourite
A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.
Apartment in Honolulu
4.96 out of 5 average rating, 258 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

Guest favourite
A spacious studio suite features a king size bed with a plush memory foam mattress. A mounted flat-screen TV is positioned opposite the bed. Bright, neutral-colored walls and wooden flooring enhance the modern aesthetic, with a glimpse of the kitchen area visible in the background.
Apartment in Honolulu
4.92 out of 5 average rating, 122 reviews

Gorgeous Boutique Studio in Central Waikiki~

Gather your most precious Hawaii memories with this stunning boutique styled studio in the heart of Waikiki. Centrally located on Seaside Ave. with just minutes away from the world famous Waikiki beach, shopping plazas and fine dining. Enjoy a large 65” HD4K TV, split AC system, a King size bed with cloud like memory foam mattress and a spacious private balcony with canal and mountain view’s. This studio suite is the best choice for couples, small traveling groups and families. Aloha!~

Guest favourite
A bright studio apartment features large windows with views of the ocean and city. A plush queen bed is positioned alongside a sofa bed and a dining table with chairs. Soft curtains frame the windows, while a ceiling fan adds comfort to the airy space.
Apartment in Honolulu
4.94 out of 5 average rating, 160 reviews

Cozy Ocean View Retreat Steps from Waikiki Beach

Book in the heart of Waikiki on a high floor with ocean views, a TWO MINUTE walk to the main beach & shops! Paradise is calling! Enjoy a cup of coffee while taking in the sweeping partial ocean, mountain, and city views. Our private and airy studio boasts a plush queen bed, firm twin sofa bed (recommended for a guest 5'9 or under), full bath & kitchenette. High-speed internet for streaming your favorite movies or catching up on remote work life. Reserve now before we're fully booked!

Top guest favourite
A spacious living area features a light-toned sectional sofa and a wooden coffee table. A large 65" 4K SMART TV displays an underwater scene with a sea turtle. Floor-to-ceiling windows offer views of the ocean and mountains beyond.
Apartment in Honolulu
4.97 out of 5 average rating, 156 reviews

Exclusive Ocean and Diamond Head Views 33 FL

Celebrating the New Year with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included * Based on availability. -- The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

Guest favourite
A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.
Apartment in Honolulu
4.9 out of 5 average rating, 204 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Top guest favourite
A cozy studio space features a queen size bed with a light blue quilt. A decorative wall art displaying pineapples is hung above. A TV is mounted on the wall, and natural light comes through large windows. A small table supports a decorative plant.
Flat in Honolulu
4.82 out of 5 average rating, 239 reviews

Simple room in Waikiki

Small and cozy apartment with 236 sq ft. Located at the beginning of Waikiki, it is about 10min walking distance from the beach, and the heart of Waikiki. Across the bridge is the Convention Center and 15min walk to Ala Moana mall. Studio is fully furnished - queen size bed,TV, Wifi, mid size fridge, full bath, microwave, coffee maker, induction hot plate. Building has laundry, pool, jacuzzi and BBQ area; for additional fee you may use the gym and parking.

Top guest favourite
A bright bedroom features a spacious bed with white linens and decorative pillows. Large windows provide views of the cityscape and the ocean beyond, enhancing the natural light in the room. A mirror reflects the skyline, adding depth to the space.
Apartment in Honolulu
4.94 out of 5 average rating, 194 reviews

OCEAN VIEW, clean, 1BR, kitchen, free parking! A/C

Modern, fresh and clean, renovated one bedroom unit at the Waikiki Banyan with full kitchen, A/C, WiFi & highly coveted FREE PARKING! ($40/day value) Conveniently located in Waikiki, a short 5 minute walk to the beach, with nearby shopping, restaurants, the Honolulu Zoo, Ala Wai Golf Course and much more. Building features a mini mart and coffee shop. Coin-op washer/dryer down the hall. City rental bikes in front of building.

Guest favourite
A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.
Guest suite in Honolulu
4.83 out of 5 average rating, 304 reviews

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

Superhost
A well-lit sleeping area is presented with a spacious bed covered in a blue and white patterned blanket. A large window offers views of the city and mountains, with sunlight casting gentle shadows. Abstract wall art adds a touch of color above the nightstand.
Apartment in Honolulu
4.75 out of 5 average rating, 185 reviews

36th floor Waikiki condo for 2 - walk to the beach

Renovated Unit is on 36th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full bath, microwave, sink, refrigerator and one burner stove. Note that the location shown on the AirBnB location map is inaccurate. We are on the west side of Waikiki in the Hawaiian Monarch building close to the Hilton Hawaiian Village. The address is 444 Niu Street.

Top guest favourite
The beachfront setting showcases a stretch of light sandy beach adjacent to a modern condominium building. Clear blue waters reflect the sky, while gentle waves lap at the shore. Palm trees provide a tropical ambiance, with beachgoers enjoying the sunny day.
Apartment in Honolulu
4.82 out of 5 average rating, 152 reviews

Waikiki Shore - Beachfront

Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach! This suite is perfect for two people who want a luxurious place on the beach.

Popular amenities for Diamond Head family-friendly rentals