Book Holiday Homes in Waimanalo

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Featured Holiday Homes in Waimanalo

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

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.
Opens in a new windowJust steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

2 out of 5
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.
Opens in a new windowCenter of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Kailua
With a stay at this vacation home in Kailua (Kalama Tract), you'll be within a 15-minute drive of Kailua Beach and Lanikai Beach.
Opens in a new windowBEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
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Ocean Front-Kailua. Best Location! Licensed Rental 1990/NUC-1777

Ocean Front-Kailua. Best Location! Licensed Rental 1990/NUC-1777

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.
Opens in a new windowOcean Front-Kailua. Best Location! Licensed Rental 1990/NUC-1777
Absolutely Oceanfront - 60' Waterfall Lap Pool

Absolutely Oceanfront - 60' Waterfall Lap Pool

Kailua
When you stay at this vacation home in Kailua, you'll be on the beach, within a 15-minute drive of Kailua Beach and Lanikai Beach.
Opens in a new windowAbsolutely Oceanfront - 60' Waterfall Lap Pool
Manoa Valley A 2BR with ocean and mountain views

Manoa Valley A 2BR with ocean and mountain views

Honolulu
With a stay at this vacation home in Honolulu (Manoa), you'll be within a 10-minute drive of Ala Moana Center and Waikiki Beach Walk.
Opens in a new windowManoa Valley A 2BR with ocean and mountain views
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Kailua
When you stay at this vacation home in Kailua, you'll be near the beach, within a 15-minute drive of Kailua Beach and Lanikai Beach.
Opens in a new windowPerfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
2BR/2BA Close to Waikiki Beach with Free Parking!

2BR/2BA Close to Waikiki Beach with Free Parking!

Honolulu
The price is AU$1,174 per night from 13 Nov to 14 Nov
AU$1,174
13 Nov - 14 Nov
includes taxes & fees
With a stay at this vacation home in Honolulu (Waikiki), you'll be a 3-minute walk from Waikiki Beach and 6 minutes by foot from International Market Place.
Opens in a new window2BR/2BA Close to Waikiki Beach with Free Parking!
Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

Kailua
With a stay at this vacation home in Kailua (Kalama Tract), you'll be a 3-minute drive from Kailua Beach and 6 minutes from Lanikai Beach.
Opens in a new windowKailua Kai/Beach Front Licensed Rental #1990/NUC-1780
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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.

Waimanalo 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 Waimanalo vacation homes are the perfect way for you to wing it.

Holiday houses in Waimanalo 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 Waimanalo 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 Waimanalo adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Waimanalo 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 Waimanalo 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.

Waimanalo Holiday Homes essential information

Accommodation
298 Holiday Homes
Lowest Price
AU$463
Highest Price
AU$1,174
Popular accommodation
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775, BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY, Ocean Front-Kailua. Best Location! Licensed Rental 1990/NUC-1777, Absolutely Oceanfront - 60' Waterfall Lap Pool, Manoa Valley A 2BR with ocean and mountain views, Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., 2BR/2BA Close to Waikiki Beach with Free Parking!, Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

Top trending hotels in Waimanalo

'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$525 per night from 2 Dec to 3 Dec
AU$525
2 Dec - 3 Dec
includes taxes & fees
Located in Honolulu (Waikiki), 'Alohilani Resort Waikiki Beach is within a 5-minute walk of Kuhio Beach and Duke Kahanamoku Statue.
Opens in a new window'Alohilani Resort Waikiki Beach
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$463 per night from 13 Nov to 14 Nov
AU$463
13 Nov - 14 Nov
includes taxes & fees
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.
Opens in a new windowWaikiki Beach Marriott Resort & Spa
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$477 per night from 14 Nov to 15 Nov
AU$477
14 Nov - 15 Nov
includes taxes & fees
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 ...
Opens in a new windowHilton Hawaiian Village Waikiki Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is AU$926 per night from 16 Nov to 17 Nov
AU$926
16 Nov - 17 Nov
includes taxes & fees
With a stay at Sheraton Waikiki Beach Resort in Honolulu (Waikiki), you'll be steps from Royal Hawaiian Center and 4 minutes by foot from Waikiki Beach ...
Opens in a new windowSheraton Waikiki Beach Resort
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See all available properties in Waimanalo
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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.

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^Subject to availability and chosen travel dates.