
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.

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.

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!

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

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!

39FL-Modern in Waikiki-Upgraded King Studio
With high-end finishes and a newly renovated interior, this studio in Waikiki is picture-perfect. Located on the 39th floor, it boasts partial ocean views and views of the Waikiki skyline. The building is surrounded by amazing dining and shopping options. The world-famous Waikiki beach is only a few minutes' walk away. Whether you're traveling as a couple or a small family, this unique experience is perfect for you. You'll feel right at home with all the essential amenities provided.

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.

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.

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.

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.

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 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.

Winter Sales! 1.5 Blocks to the beach Pool+hot tub
✔ 1.5 Blocks to the Beach front ✔ Located on Kuhio Ave. surrounded by shops + restaurants ✔ Pool + Hot Tub + Ko Tiki Terrace Restaurant in the Condo ✔ New AC ✔ Fully outfitted Kitchenette ✔ Free Fast Wifi ✔ Flat Screen TV with Cable TV ✔ Queen Bed ✔ Beach Towels ✔ On site parking (paid)
Popular amenities for Diamond Head family-friendly rentals
Family-friendly home rentals with a hot tub

38th FLR- Luxe King Boutique Studio 1000 Cranes

39F-High-FL Studio w/ Diamond Head & Ocean Views!

41FL-Elegant High-FL Studio w/Ocean & City Views

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

1BR Ocean View Suite in Waikiki with parking

Panoramic Ocean View/ Full Kitchen/2603A

Penthouse 16th F near Waikiki Center with Lanai

Ocean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Family- and pet-friendly home rentals

Newly Renovated * Waikiki Beachside Retreat

Ocean View Luxury w/ Free Parking + Washer & Dryer

[TOP PICK] Waikiki 2BR Condo | Near Beach & Dining

Waikiki Gem! Renovated, Steps Away From The Beach!

Waikiki studio with balcony block from the beach

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek

King Bed | Ocean View | Steps to Waikiki Beach

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

Top FL-Luxury Ocean View King Suite-Waikiki Beach~

Penthouse Upscale Oceanview King Studio Near Beach

32nd Floor Penthouse. 3min walk to Waikiki Beach

Amazing Central Waikiki Wonder

37F-Ultra Upscale Ocean View-Modern 1BR W/Parking!

Waikiki Bungalow

Retro Waikiki Studio 21st FLR with View

18FL-Tropical Paradise-Waikiki Banyan 1BR/Parking!
Destinations to explore
- Waikiki Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Banzai Pipeline
- Kepuhi Beach
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Waimea Bay Beach
- Pyramid Rock Beach
- Dole Plantation
- Kalama Beach Park
- Iolani Palace
- Ko Olina Golf Club
- Waikiki Aquarium
- Makapuʻu Beach
- Turtle Bay Golf




