Family-friendly vacation 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 favorite

Home in Kailua

4.9 out of 5 average rating, 271 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Guest favorite

Rental unit in Honolulu

4.82 out of 5 average rating, 331 reviews

RARE HAWAIIAN DIAMOND

This rare space with fabulous views of Waikiki and world famous Diamond Head (unobstructed by other buildings), is located in a safe & newly renovated building very, very, very close to the beach! Many friendly & helpful owners live here. Located in the BEST part of Waikiki Beach. Many returning guests that have become friends. With its perfectly placed lanai (balcony) the view hypnotizes you as you watch the sunset, the ocean & the smiles. A truly colorful experience! You will return! Aloha

Guest favorite

Condo in Honolulu

4.92 out of 5 average rating, 393 reviews

Waikiki Beach Condo with Free Parking

Enjoy the beauty of Hawaii while living right in the heart of Waikiki. Large, spacious one bedroom condo with a fully renovated modern kitchen. Great location in Waikiki with easy access to shops, restaurants, buses, bike rental and nightlife. Waikiki Beach is only five minutes away walking. Condo comes with a free covered parking stall which is large enough for an SUV.(Hotels charge $45+for parking) Located at Walina and Kuhio Streets, you will be right in the heart of Waikiki! 'Mahalo'

Guest favorite

Condo in Honolulu

4.91 out of 5 average rating, 233 reviews

Aloha Suite Near the Sea I, 3 Block Walk to Beach!

TA-166-694-5024-01R STR Permit Number 2211-CCH-0303, TMK-1260230500039 Comfortable accommodations for 2, remodeled 1-bathroom vacation rental studio is the perfect spot for an island retreat! Meticulously designed to optimize space, you'll find all the comforts of home in this cozy studio situated minutes from famous Waikiki Beach, you will enjoy being within walking distance to beaches, restaurants and more! Additional studios available in same building. Pack & Play available upon request.

Guest favorite

Rental unit in Honolulu

4.98 out of 5 average rating, 374 reviews

Six Thousand Waves

I put a lot of heart & soul into designing this place, I hope you like it :-) - 3 min walk to Waikiki beach - Central location - minutes to food/booze/stores - 1G Internet + Top of the line router (fastest internet you can get!) - Powerful Split-unit AC - Epic wood art + Hawaiian shaped surfboards - Top-of the line modern appliances - 55inch 4K TV + 4K Chromecast + SNES classic I welcome ALL with open arms. All religions, nationalities, genders. You won't regret booking here! -Take

Guest favorite

Condo in Honolulu

4.83 out of 5 average rating, 168 reviews

Amazing Condo with Spectacular View & free parking

This amazing unit at Waikiki Banyan features a Spectacular Ocean and Diamond Head view. Just a 5-minute walk (100 yards) from Waikiki Beach. Ideal for romantic vacations and family trips. Fully equipped kitchen. The washer and dryer are located on each floor. Beach equipment and beach towels were provided. Easy self-check-in and free parking on the premises. Sleeps 4: 2 Full-size beds, 1 Full-size sofa bed. Baby crib and booster chair provided. Cafes and restaurants within 5 min walk.

Superhost

Condo in Honolulu

4.8 out of 5 average rating, 163 reviews

🌈 🏖 Cozy studio 1min on foot from Waikiki beach

Aloha:) This unit is Legally Hotel Zoned vacation rental (2450 Prince Edwards St.) and Studio in Waikiki, fully furnished and great view with balcony. 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. Comes with a 24hr convenience store, vehicle rental and is steps away from the beach. Entire unit to yourself.

Guest favorite

Condo in Honolulu

4.95 out of 5 average rating, 176 reviews

Waikiki Banyan - Deluxe Ocean View w/Free Parking

Highly desirable & beautifully renovated high floor luxury condo with amazing ocean and sunset views. Located 900 feet (275 meters) from famous Waikiki beach. Easy walking distance to Honolulu Zoo, Aquarium, parks, shopping, and dining. Free parking for 1 vehicle in attached parking ramp, Free Fiber Internet, WiFi, Large Smart TV w/175 Channels. Full Kitchen, 6th Floor recreation deck. Enjoy paradise with modern and upgraded comforts of home. 3 Queen Size Beds, Sleeps 4 Adults.

Guest favorite

Condo in Honolulu

4.83 out of 5 average rating, 212 reviews

Bright & Breezy Condo and Beach w/ Free Parking!!

A fully furnished and remodeled 2 bedroom, 2 bath condo on the east side of Waikiki very close to Kalakaua and Kapahulu Avenues. It is a corner unit so it gets lots of breeze and sunshine. The condo is so close to the beach you can walk barefoot in your bathing suit, at least that is what we do. : ) You can't beat the location with all the shopping, restaurants, bars, and night life of Waikiki at your fingertips. Exact Location: 155 Paoakalani Ave, Honolulu, HI 96815

Guest favorite

Condo in Honolulu

4.94 out of 5 average rating, 207 reviews

Penthouse - Top Floor Panoramic Ocean View

Top of Waikiki with PANORAMIC OCEAN VIEW! Enjoy this remodeled penthouse suite just steps from the beach in the Waikiki Banyan. Two queen beds (most units at 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 garage parking, sunny pool deck with two hot tubs and fast WiFi. Ultra comfortable beds with 600-thread-count sheets for the best night's sleep on your vacation.

Guest favorite

Rental unit in Honolulu

4.95 out of 5 average rating, 124 reviews

Gorgeous Ocean View - Uli Hale , Blue-Rentals

This unique Hawaiian unit has been tastefully decorated with a tropical and modern flair, and with your comfort in mind. Enjoy your vacation in Hawaii in this beautiful and spacious studio with gorgeous turquoise ocean views. Indulge in luxurious amenities like a romantic king size canopy bed, a huge 47" LCD TV, well equipped kitchenette with granite countertops, modern glass vessel in the bathroom, free high speed WiFi, and much more...

Superhost

Condo in Honolulu

4.88 out of 5 average rating, 344 reviews

Cozy Modern Studio Steps Away from Waikiki Beach!

This cozy 5th floor studio is bright & inviting, & 50 yds from Waikiki beach! It has everything you need for a Hawaii vacation: a kitchenette, lanai for relaxing, cable TV, and very comfy queen bed. Located steps from Waikiki beach, restaurants, Kapiolani Park, Zoo, family-friendly activities, nightlife, transportation - everything is within walking distance. The studio is great for couples, solo, or biz traveler.