
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.

Beachfront Home (Car & Parking Available)
* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

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!

[New] Premier 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

36th floor Waikiki condo for 2 - walk to the beach
Renovated Unit is on 36th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full bath, microwave, sink, refrigerator and one burner stove. Note that the location shown on the AirBnB location map is inaccurate. We are on the west side of Waikiki in the Hawaiian Monarch building close to the Hilton Hawaiian Village. The address is 444 Niu Street.

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.
Popular amenities for Diamond Head family-friendly rentals
Family-friendly home rentals with a hot tub

26F-Gorgeous Double Queen Studio-Waikiki Beach!

Amazing Central Waikiki Wonder

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

Winter Sales! 1.5 Blocks to the beach Pool+hot tub

Exquisite Boutique Studio in Central Waikiki
Family- and pet-friendly home rentals

Newly Renovated * Waikiki Beachside Retreat

Ocean View Luxury w/ Free Parking + Washer & Dryer

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

Ocean & Marina View Suite
Family-friendly home rentals with a pool

32nd Floor Penthouse. 3min walk to Waikiki Beach

Waikiki Bungalow

Retro Waikiki Studio 21st FLR with View

22FL-Upscale Fully Renovated-1BR-Waikiki!

High Above Waikiki: Serenity Studio Escape

Relaxing amazing Ocean and Diamond Head View

Penthouse 16th F near Waikiki Center with Lanai

Oceanfront Paradise (Car & Parking Available)
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




