Diamond Head vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Diamond Head
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Diamond Head vacation rentals
Other great vacation rentals in Diamond Head
Apartment in Honolulu
4.92 out of 5 average rating, 239 reviewsWaikiki Bungalow
Mar 9 – 16
Condo in Honolulu
4.81 out of 5 average rating, 183 reviews31st floor Waikiki condo for 2 - walk to the beach
Apr 17 – 24
Guesthouse in Honolulu
4.92 out of 5 average rating, 139 reviewsHale Wa’a - 2 bed/2 bath - 5 minute walk to beach!
Mar 9 – 16
Condo in Honolulu
4.82 out of 5 average rating, 133 reviews1/2 Block to Beach Kitchenette Balcony
Jan 5 – 12
Guesthouse in Kailua
4.85 out of 5 average rating, 335 reviewsKailua Palm Studio. Walk to Beach! PERMITTED
Apr 1 – 8
Hotel room in Honolulu
4.82 out of 5 average rating, 585 reviewsWake up in the Sky -Private Studio in Waikiki
Apr 28 – May 5
Apartment in Honolulu
4.84 out of 5 average rating, 243 reviewsSeabreeze Studio (Legal Rental)
Sep 5 – 12
Condo in Honolulu
4.85 out of 5 average rating, 211 reviewsCHARM STUDIO EXC LOCATION FREE WIFI TAX INCLUDED
Jun 18 – 25
Diamond Head house rentals
Home in Honolulu
4.88 out of 5 average rating, 111 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
Aug 30 – Sep 6
Home in Honolulu
4.85 out of 5 average rating, 59 reviewsCozy mountain-side retreat
Jul 15 – 22
Home in Honolulu
4.82 out of 5 average rating, 11 reviewsAMAZING SPACE 2 MILES FROM WAIKIKI.
Oct 27 – Nov 3
Home in Honolulu
5.0 out of 5 average rating, 3 reviewsImmaculate Balinese Style Home, near Diamond Head
Nov 15 – 22
Home in Honolulu
4.81 out of 5 average rating, 93 reviewsManoa Cottage with Diamond Head Lanai View
Sep 24 – Oct 1
Home in Kailua
New place to stayLanikai Beach Panoramic Oceanview Retreat
Jul 1 – 8
Home in Kailua
New place to stayKailua Beach Home
Sep 3 – 8
Home in Honolulu
LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha
Jun 29 – Jul 6
Beach house rentals in Diamond Head
Home in Kailua
4.91 out of 5 average rating, 246 reviewsKailua Beach Park - 2 BR Cottage
Oct 11 – 18
Home in Kailua
4.82 out of 5 average rating, 186 reviewsThe Red Ginger: Large 1 Bedroom
Jan 8 – 15
Home in Kailua
4.83 out of 5 average rating, 106 reviewsSerenity Beachfront Cottage- NUC No 90/TVU-0326
Apr 6 – 13
Home in Honolulu
4.98 out of 5 average rating, 48 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
Feb 28 – Mar 7
Home in Kailua
4.94 out of 5 average rating, 31 reviewsCozy Kailua Cottage
Jun 4 – 11
Home in Honolulu
4.97 out of 5 average rating, 33 reviewsAmazing Central Waikiki Wonder
Feb 22 – Mar 1
Home in Kailua
4.88 out of 5 average rating, 52 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
Mar 29 – Apr 5
Home in Kailua
4.88 out of 5 average rating, 17 reviewsAmazing Lanikai Beachfront Guest House!!
Apr 15 – 22
Destinations to explore
- Kihei Vacation rentals
- Kailua Vacation rentals
- Haleiwa Vacation rentals
- Lahaina Vacation rentals
- Kaanapali Vacation rentals
- Kahului Vacation rentals
- Ko Olina Beach Vacation rentals
- Wailea-Makena Vacation rentals
- Maui Vacation rentals
- O‘ahu Vacation rentals
- Honolulu Vacation rentals
- Waikiki Beach Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes