Book Holiday Homes in Pearl City

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Pearl City

Viewhouse in Lanikai  BEST LOCATION ,  LANIKAI NUC 90/BB -0108

Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

Kailua
With a stay at this vacation home in Kailua (Lanikai), you'll be a 5-minute walk from Lanikai Beach and within a 5-minute drive of Kailua Beach.
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
Just a couple houses away from the nicest beach on the island.

Just a couple houses away from the nicest beach on the island.

Waimanalo
With a stay at this vacation home in Waimanalo (Waimanalo Beach), you'll be steps from Waimanalo Beach and a 4-minute drive from Kaiona Beach Park.
Just a couple houses away from the nicest beach on the island.
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

Honolulu
Located in Honolulu (Waikiki), this vacation home is within a 10-minute walk of Waikiki Beach and Honolulu Zoo.
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Save an average of 15% on thousands of hotels when you're signed in
Ocean Front Center of Kailua Bay! Best Location!!

Ocean Front Center of Kailua Bay! Best Location!!

Kailua
When you stay at this vacation home in Kailua, you'll be on the beach, a 1-minute drive from Kailua Beach and 7 minutes from Lanikai Beach.
Ocean Front Center of Kailua Bay! Best Location!!
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

Waimanalo
With a stay at this vacation home in Waimanalo (Waimanalo Beach), you'll be within a 15-minute drive of Hanauma Bay Nature Preserve and Waimanalo Beach.
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
Charming Country Hale,ParkingWi-Fi,30 Night Rental

Charming Country Hale,ParkingWi-Fi,30 Night Rental

Hauula
With a stay at this vacation home in Hauula, you'll be by the sea, within a 10-minute drive of Polynesian Cultural Center and Hauʻula Beach Park.
Charming Country Hale,ParkingWi-Fi,30 Night Rental
New Listing ❤️ Secluded Studio at Prestigious Sunset Beach

New Listing ❤️ Secluded Studio at Prestigious Sunset Beach

Haleiwa
The price is AU$627 per night from 31 Jan to 1 Feb
AU$627
includes taxes & fees
31 Jan - 1 Feb
With a stay at this vacation home in Haleiwa, you'll be within a 15-minute drive of Turtle Bay Beach and Velzyland Beach.
New Listing ❤️ Secluded Studio at Prestigious Sunset Beach
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

Kailua
With a stay at this vacation home in Kailua, you'll be by the sea, a 4-minute walk from Kailua Beach and a 3-minute drive from Lanikai Beach.
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
Welcome to Ho'onani Pua Hale

Welcome to Ho'onani Pua Hale

Waipahu
Located in Waipahu (Royal Kunia), this vacation home is within a 5-minute drive of Royal Kunia Country Club and West Loch Golf Course.
Welcome to Ho'onani Pua Hale
Don't see what you're looking for?
See all available properties in Pearl City
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pearl City Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pearl City vacation homes are the perfect way for you to wing it.

Holiday houses in Pearl City let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pearl City in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pearl City adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pearl City with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pearl City vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pearl City Holiday Homes essential information

Accommodation
589 Holiday Homes
Lowest Price
AU$541
Highest Price
AU$645
Popular accommodation
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108, Just a couple houses away from the nicest beach on the island. , Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range, Ocean Front Center of Kailua Bay! Best Location!!, House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more, Charming Country Hale,ParkingWi-Fi,30 Night Rental, New Listing ❤️ Secluded Studio at Prestigious Sunset Beach, Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach, Welcome to Ho'onani Pua Hale

Top trending hotels in Pearl City

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is AU$645 per night from 26 Jan to 27 Jan
AU$645
includes taxes & fees
26 Jan - 27 Jan
Located in Honolulu (Waikiki), 'Alohilani Resort Waikiki Beach is within a 5-minute walk of Kuhio Beach Park and Duke Kahanamoku Statue.
'Alohilani Resort Waikiki Beach
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is AU$579 per night from 28 Jan to 29 Jan
AU$579
includes taxes & fees
28 Jan - 29 Jan
With a stay at Hilton Hawaiian Village Waikiki Beach Resort in Honolulu (Waikiki), you'll be a 2-minute drive from Ala Moana Center and 5 minutes from Honolulu ...
Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is AU$541 per night from 10 Feb to 11 Feb
AU$541
includes taxes & fees
10 Feb - 11 Feb
Located in Honolulu (Waikiki), Hyatt Regency Waikiki Beach Resort & Spa is a 3-minute walk from Kuhio Beach Park and 6 minutes by foot from International Market ...
Hyatt Regency Waikiki Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is AU$599 per night from 6 Feb to 7 Feb
AU$599
includes taxes & fees
6 Feb - 7 Feb
Located in Honolulu (Waikiki), Waikiki Beach Marriott Resort & Spa is a 4-minute walk from Honolulu Zoo and 6 minutes by foot from Waikiki Beach.
Waikiki Beach Marriott Resort & Spa
Don't see what you're looking for?
See all available properties in Pearl City
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.