Family-friendly vacation rentals in Diamond Head

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!

Gorgeous Upscale King Studio-5min to Waikiki Beach

A one-of-a-kind, beautifully renovated studio in a PRIME Waikiki location, just a 5-min walk to the beach. Designed with a chic, elegant aesthetic, this studio features refined finishes, curated textures, and a modern, sophisticated ambiance throughout. Thoughtfully styled for both comfort and style, it offers a seamless blend of luxury and functionality. Surrounded by top dining, shopping, and iconic Waikiki attractions, it’s perfect for couples or small groups seeking an elevated island stay.

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Whether you are planning a perfect romantic getaway or a much deserved quality family time vacay for FOUR, this high floor apartment w/ocean views checks all the boxes. The 1 bedroom with the KING BED is ideal for the parents, while the kids share the QUEEN SLEEPER SOFA in the living room. The kitchen is fully stocked w/everything you will need to prepare meals, drinks and snacks. It's a 4 minute walk to the beach. There is 1 FREE PARKING spot and there's NO RESORT FEES. Close to shops & food.

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

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!

Large Corner Unit at Bamboo with Full Kitchen

Our recently acquired Bamboo corner unit condo is located on the 7th floor with 3 private lanais (balcony) & partial view of the ocean & also a view of the City & the mountains. The studio features a vibrant, clean, decor & signature bath amenities, Queen bed, in room free Wi-Fi, 50" TV & a FULL Kitchen complete with a full size fridge, microwave, gas range/oven, coffee maker, blender & more! There are chairs & tables on the lanais to enjoy your morning coffee & afternoon/sunset cocktails.

Top FL-Grand Ocean View Suite-Waikiki Beach

This fully upgraded ocean view suite boasts a sophisticated and modern design with top-of-the-line finishes. Up on the 31st floor, you'll enjoy breathtaking views of the Pacific Ocean and Diamond Head from the expansive windows throughout the unit. The Pacific Monarch building is well-known for its unbeatable central location. From here, you'll be minutes away from all of Waikiki's top attractions, including world-class restaurants, high-end shopping, and pristine beaches.

Hokusai Suite/Free Parking/WIFI/1 block to beach

☀️NOW OPEN☀️ 6TH Fl. REC-DEC: POOL/HOTTUB/BBQs , TENNIS, SAUNA/SHOWERS, PLAYSTRUCTURE- 6' height limit for vehicles in garage. 2 E-charging stations available. Approved for Short Term Rental by the Dept of Planning and Permitting 2211-CCH-0025 Registration expires:12/2/26. Transient Accommodation Tax Number TA-062-596-8128-01. Condo is close to restaurants, one block from the beach, with family activities, public transportation, shopping, zoo, aquarium & nightlife.

Cozy & Modern Coastal-King Bed 1BR w/Parking

Welcome to our charming beach coastal retreat at Aston Waikiki Sunset! Immerse yourself in the soothing ambiance of ocean vibes with the tasteful décor inspired by the coastal beauty and breathtaking scenic views from your private balcony. Take a short stroll to the pristine beach, indulge in water sports, or relax by the pool. Our cozy unit offers all the modern amenities for a comfortable stay. Book now and experience the perfect beach getaway!

Huge patio | Modern | Washer | Free park | 5'Beach

* Renovated in 2024 & Legal Short Term Guest Favorite rental * MODERN 1BR condo 5-min walk from Waikiki beach. Resided in Waikiki Banyan, the condo offers special features RARELY found in Waikiki: *PRIVATE patio >1000 sqft(~92 m²) & partial ocean view *FREE on-site parking ($50 daily saving) *In-unit Washer Dryer (+detergent) *Fully stocked kitchen (+seasoning) *Same floor, a few steps to the Pool/Jacuzzi/Sauna/BBQ/Playground

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.