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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Guest favourite

Guest house in Kailua

4.92 out of 5 average rating, 102 reviews

Lanikai Oasis, 2 beds, 5 min walk to the beach!

Located in the most private and peaceful locations on Oahu, our Lanikai cottage is only 5 min from one of the most beautiful beaches in the world. Welcome to Lanikai Oasis, best place for a clean and relaxing vacay in paradise! 5- 10min drive to many restaurants and eateries. The unit has been newly remodeled and is on the base Ohana unit to the main home. Newer appliances, kitchen, bathroom, beds, sectional couch etc for your enjoyment. Tax ID codes, GE-159-110-0416-01 and TA-159-110-0416-01

Guest favourite

Home in Honolulu

4.97 out of 5 average rating, 110 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

Guest favourite

Apartment in Honolulu

4.94 out of 5 average rating, 150 reviews

Ocean View Studio | 2 Minute Walk to Waikiki Beach

PRIME LOCATION: Heart of Waikiki, high floor & a TWO-MINUTE WALK from the main Waikiki Beach! Aloha, 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. Complimentary high-speed internet for streaming your favorite movies or catching up on remote work life. Reserve now before we're fully booked!

Guest favourite

Flat in Honolulu

4.92 out of 5 average rating, 269 reviews

The Tidal Treasure - where to stay in Waikiki

You have lots of options when it comes to where to stay in Waikiki, so we have tried our best to reward you in your search. THE TIDAL TREASURE is one of few registered spaces, and is outfitted to make sure you have the best stay while on the south shore of Oahu. This renovated studio apartment is a block away from Waikiki beach. Near shops, restaurants, transport & grocery - if you are planning a budget trip or want to save on accommodations so you can do Hawaii in style. STR #162 11/9/2024

Guest favourite

Flat in Honolulu

4.87 out of 5 average rating, 105 reviews

Large Studio in Waikiki - Free Parking in October

Large, private studio by the beach. Location offers restaurants, bars, cafes, and shopping within a 2-minute walk. Easy self-check-in and check-out. Queen-size bed, one single folding bed, clean bathroom with bathtub, and well-equipped kitchen. Window unit AC and ceiling fan. No balcony. No private patio *OCTOBER SPECIAL - FREE PARKING* Parking available on request (parking fee is $35 per day, needs to be reserved ahead).* Please note that street noise is common in this vibrant neighborhood.

Guest favourite

Apartment in Honolulu

4.99 out of 5 average rating, 104 reviews

32nd Fl, Free parking, AC, Beautiful Mountain View

*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.* Welcome to our 1BR condo in the heart of Waikiki, just steps away from famous Waikiki Beach! Features fully equipped kitchen, pull-out sofa bed, private lanai with city and mountain views, and free Wi-Fi and parking. Enjoy amenities like the pool, hot tub, BBQ, and sauna! Short walk to shops, restaurants, and entertainment options. Come enjoy a memorable stay in paradise!

Guest favourite

Apartment in Honolulu

4.96 out of 5 average rating, 245 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

Apartment in Honolulu

4.97 out of 5 average rating, 138 reviews

Waikiki Banyan Relaxing Ocean View Free Parking

Newly renovated one bed-room in Waikiki Banyan with clean and modern touches. This unit in 26th floor has 533 sq. ft., sleeps 4 adults. Steps from the beach with gorgeous ocean views from your own balcony. Features a king size memory foam bed in the bedroom and queen size pullout sofa bed in the living room. The unit has full kitchen, Wi-Fi, AC, beach supplies and on site FREE PARKING. The building has BBQ, pool, jacuzzi, sauna, kids’ playground, laundry machines and 24hr security.

Superhost

Apartment in Honolulu

4.88 out of 5 average rating, 192 reviews

Waikiki Banyan Rainbow Suite - Free Parking and AC

Aloha! Enjoy this newly remodeled condo just steps from Waikiki beach in the beautiful Waikiki Banyan. Truly relax in this well-designed retreat that's also in the heart of Waikiki enjoy the peaceful mountain view! The condo is a true, large one-bedroom, with two queen beds (most units at the Waikiki Banyan have full-size beds). Full kitchen and quiet, cold AC in both the living room and the bedroom. The building has free, secured covered parking and fast wifi.

Superhost

Apartment in Honolulu

4.82 out of 5 average rating, 119 reviews

High Fl 1BR Waikiki Banyan includes Parking + WiFi

Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size Bed in the Living Room. Great location! Just two blocks away from world famous Waikiki beach and close to shopping, restaurants and more. Building amenities to enjoy: Quarter or App Operated Laundry and Trash Chute on the same floor.

Guest favourite

Guest suite in Honolulu

4.84 out of 5 average rating, 275 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

Guest favourite

Flat in Honolulu

4.91 out of 5 average rating, 314 reviews

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.