Book Holiday Homes in Waimanalo

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Featured Holiday Homes in Waimanalo

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

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

Kailua HI
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
BEST LOCATION ,  LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

Kailua HI
With a stay at this vacation home in Kailua (Lanikai), you'll be a short 5-minute walk from Lanikai Beach and within 3 minutes by car from Kailua Beach.
Opens in a new windowBEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!
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 HI
With a stay at this vacation home in Kailua (Beachside), you'll be a short 4-minute walk from Kailua Beach and within 3 minutes by car from Lanikai Beach.
Opens in a new windowJust steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Save an average of 15% on thousands of hotels when you're signed in
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 HI
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.
Opens in a new windowJust a couple houses away from the nicest beach on the island.
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 HI
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.
Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

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

Kailua HI
With a stay at this vacation home in Kailua (Kalama Tract), you'll be a 2-minute drive from Kailua Beach and 9 minutes from Lanikai Beach.
Opens in a new windowKailua Kai/Beach Front Licensed Rental #1990/NUC-1780
Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

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

Kailua HI
With a stay at this vacation home in Kailua (Beachside), you'll be 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
Absolutely Oceanfront - 60' Waterfall Lap Pool

Absolutely Oceanfront - 60' Waterfall Lap Pool

Kailua HI
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
Zen Home with AC, Pool, Near Kailua Beach

Zen Home with AC, Pool, Near Kailua Beach

Kailua HI
With a stay at this vacation home in Kailua (Kalama Tract), you'll be a 4-minute drive from Kailua Beach and 7 minutes from Lanikai Beach.
Opens in a new windowZen Home with AC, Pool, Near Kailua Beach
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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$482
Highest Price
AU$595
Popular accommodation
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY, BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!, Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, Just a couple houses away from the nicest beach on the island. , Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780, Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775, Absolutely Oceanfront - 60' Waterfall Lap Pool, Zen Home with AC, Pool, Near Kailua Beach

Top trending hotels in Waimanalo

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$482 per night from 3 May to 4 May
AU$482
3 May - 4 May
includes taxes & fees
With a stay at Hilton Hawaiian Village Waikiki Beach Resort in Honolulu (Waikiki), you'll be within a 5-minute drive of Ala Moana Center and Waikiki Beach.
Opens in a new windowHilton Hawaiian Village Waikiki Beach Resort
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$517 per night from 10 Apr to 11 Apr
AU$517
10 Apr - 11 Apr
includes taxes & fees
With a stay at Waikiki Beach Marriott Resort & Spa in Honolulu (Waikiki), you'll be steps from Waikiki Beach and 7 minutes by foot from Honolulu Zoo.
Opens in a new windowWaikiki Beach Marriott Resort & Spa
'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$595 per night from 27 Apr to 28 Apr
AU$595
27 Apr - 28 Apr
includes taxes & fees
With a stay at 'Alohilani Resort Waikiki Beach in Honolulu (Waikiki), you'll be steps from Kuhio Beach and 4 minutes by foot from Duke Kahanamoku Statue.
Opens in a new window'Alohilani Resort Waikiki Beach
Save an average of 15% on thousands of hotels when you're signed in
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$509 per night from 12 Apr to 13 Apr
AU$509
12 Apr - 13 Apr
includes taxes & fees
With a stay at Hyatt Regency Waikiki Beach Resort & Spa in Honolulu (Waikiki), you'll be within a 5-minute walk of Kuhio Beach and International Market ...
Opens in a new windowHyatt Regency Waikiki Beach Resort & Spa
Don't see what you're looking for?
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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.