
Family-friendly holiday rentals in Diamond Head
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Diamond Head
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Ocean View w/ 2 private balconies; Steps to Beach
BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

Modern 2 BR parking, beach, king bed, pool & view!
PARKING INCLUDED! 2 blocks from Waikiki Beach! High Speed Internet Cable Netflix Recliner chair Central Air Conditioning Heated Pool Desk + Monitor Baby gear: pack and play, baby tub, high chair Full kitchen + cookware Gas outdoor grills Gym on site Mini-mart on site Laundry machines next door to unit 24 hour security Many Oahu AirBnB listings are not legally allowed to be rented less than 90 days. We are able to legally host short term stays under a nonconforming use permit: NUC: 90/TVU-1193

Cozy Studio, Close to the Beach, Wi-fi
Enjoy the ultimate home base with easy access to a paradise of swimming, surfing, and snorkeling. Experience a vibrant tropical climate filled with activities for all ages. You're just a short walk from lively Hawaiian bars, clubs, and entertainment, or enjoy a peaceful evening stroll along Waikiki Beach, listening to the soothing waves. Please note that a transient accommodation tax (TAT) of 10.25%, a general excise tax (GET) of 4%, and a cleaning fee will be applied at the time of booking.

Panoramic Ocean View/ Full Kitchen/2603A
Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

High floor studio w ocean view
High floor unit with beautiful ocean and Diamond Head views. This fresh, clean studio offers all you need for a Waikiki getaway. A queen size mattress ensures you a good night of sleep. Short walk to the beach, shops, restaurants, the Honolulu Convention Center and Ala Moana Mall. Features modern kitchen with portable induction stove, microwave, toaster and fridge. Fully stocked with silverware and cutlery. Public parking garage in the building cost is $45 for 24 hours. NO resort fee!

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.

Hawaiian Happiness on a Budget!
Aloha! E Komo Mai (Welcome)! This is one of the cheapest private spaces (entire place to yourself) in Waikiki! Live less than a block away from the World famous Waikīkī BEACH! You will be located on the 9th floor which is only one floor away from amazing multi-million dollar views on the sundeck on the 10th floor. The views are breathtaking throughout the day but particularly at sunset. This space is perfect for a couple. LGBT friendly!

Kailua Rental for Med/Long Term ($1,500/month)
Escape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details. * 30 night minimum

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

Waikiki Bungalow
YOU WILL BE BLOWN AWAY BY GORGEOUS VIEWS OF WAIKIKI BEACH AND DIAMOND HEAD. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED JUST A FEW STEPS AWAY FROM WAIKIKI BEACH, RESTAURANTS, AND ATTRACTIONS. Unit is located on the third floor of building, upstairs from Hula’s Bar & Lei Stand. There is a potential for bar noise. Unit is priced accordingly. All Taxes and Fees included in price.

Islander's Beachside - ONE block to beach!
Come stay at the Islander's Beachside! This legal vacation rental condo, only 1 block from the beach, is the perfect way to enjoy Hawaii living! Centrally located in famous Waikiki Beach, you are steps away from great local food trucks, restaurants, entertainment, nightlife and island activities. Entire unit to yourself. Read about the paid parking options on this listing under "The Space". Aloha!

Modern Studio Across the Street from Waikiki Beach
Just steps from Waikiki beach, restaurants, Honolulu Zoo, family-friendly activities, nightlife, and public transportation - all within walking distance. Tastefully decorated, you can enjoy an equipped kitchenette and the a comfy memory foam topper bed. The condo is great for couples, solo adventurers, business travelers, and small families up to 3 (sofa folds out to a full-size bed).
Popular amenities for Diamond Head family-friendly rentals
Family-friendly home rentals with a hot tub

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

38th FLR- Luxe King Boutique Studio 1000 Cranes

Gorgeous Boutique Studio in Central Waikiki~

Amazing Central Waikiki Wonder

5 min Walk to Waikiki Beach - Stylish Studio!

Cozy Sky Studio B 35th floor Waikiki Ocean View!

43FL-Gorgeous High-FL Studio w/Ocean & City Views

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki
Family- and pet-friendly home rentals

Waikiki Beach New Studio with 2 Full Size Beds

[Rare] Premier Ocean and Diamond Head Views 33 FL

Ocean View Luxury w/ Free Parking + Washer & Dryer

Modern Magic is steps to Waikiki Beach Water

Waikiki Gem! Renovated, Steps Away From The Beach!

*RARE* Nami 1BR SUITE | Luxurious Ocean View

King Bed | Ocean View | Steps to Waikiki Beach

Ocean Front Spectacular Condo
Family-friendly home rentals with a pool

Newly renovated beautiful Waikiki condominium.

Skyline-Pool View-King Studio-Central Waikiki

Modern Unit with Stunning Waikiki View w/ Lanai

10*Waikiki Ocean Park View Condo Parking Available

17F-Beautiful & Upscale-Waikiki Beach 1BR/Parking~

Top FL-Grand Ocean View Suite-Waikiki Beach

17F-Chic & Modern Studio w/2 Queens-Waikiki Beach~

Ocean & Mtn View Studio 33rd Fl
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Kepuhi Beach
- Ala Moana Beach Park
- Mālaekahana Beach
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Kalama Beach
- Mākoa Beach
- Hanauma Bay
- White Plains Beach
- Sans Souci Beach
- Bishop Museum
- Kahala Hilton Beach
- Waimea Bay Beach
- Diamond Head Beach Park
- Nimitz Beach
- Wet 'n' Wild Hawaii
- Ke Iki Beach
- Kalani Beach
- Makao Beach




