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 HI
Stay at this holiday home in Kailua. Enjoy laundry facilities, an in-room coffee maker and housekeeping. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowJust steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
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
Stay at this family-friendly holiday home in Kailua. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Kailua Beach and Lanikai Beach are located ...
Opens in a new windowPerfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

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

Kailua HI
Stay at this beach holiday home in Kailua. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Kailua Beach and Lanikai Beach are located ...
Opens in a new windowBEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
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Hale Oahu Estate Lic. #1990/NUC-1777 CHRISTMAS CANCELLATION!

Hale Oahu Estate Lic. #1990/NUC-1777 CHRISTMAS CANCELLATION!

Kailua HI
Stay at this beach holiday home in Kailua. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions Kailua Beach and Lanikai Beach are located ...
Opens in a new windowHale Oahu Estate Lic. #1990/NUC-1777 CHRISTMAS CANCELLATION!
Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783

Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783

Kailua HI
Stay at this beach holiday home in Kailua. Enjoy private pools, a beach locale and a water park. Popular attractions Kailua Beach and Lanikai Beach are located ...
Opens in a new windowGigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783
2BR/2BA Close to Waikiki Beach with Free Parking!

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

Honolulu HI
The price is NZ$1,507 per night from 11 Jan to 12 Jan
NZ$1,507
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this holiday home in Honolulu. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Waikiki Beach and International Market ...
Opens in a new window2BR/2BA Close to Waikiki Beach with Free Parking!
Manoa Valley Duplex with ocean and mountain views

Manoa Valley Duplex with ocean and mountain views

Honolulu HI
Stay at this holiday home in Honolulu. Enjoy laundry facilities, cable/satellite TV service and in-room washers/dryers. Popular attractions Ala Moana Center ...
Opens in a new windowManoa Valley Duplex with ocean and mountain views
Waterfront Bliss at Tropical Townhouse

Waterfront Bliss at Tropical Townhouse

2 out of 5
Honolulu Hawaii
Stay at this holiday home in Honolulu. Enjoy free Wi-Fi, a garden and patios. Popular attractions Hanauma Bay Nature Preserve and Koko Head are located ...
Opens in a new windowWaterfront Bliss at Tropical Townhouse
★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach

★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach

Kailua HI
Stay at this family-friendly holiday home in Kailua. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Kailua Beach and Lanikai Beach are located ...
Opens in a new window★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the 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
NZ$492
Highest Price
NZ$1,507
Popular accommodation
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY, Hale Oahu Estate Lic. #1990/NUC-1777 CHRISTMAS CANCELLATION!, Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783, 2BR/2BA Close to Waikiki Beach with Free Parking!, Manoa Valley Duplex with ocean and mountain views, Waterfront Bliss at Tropical Townhouse, ★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach

Top trending hotels in Waimanalo

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
The price is NZ$1,107 per night from 22 Jan to 23 Jan
NZ$1,107
22 Jan - 23 Jan 2026
includes taxes & fees
Stay at this luxury hotel in Honolulu. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowSheraton Waikiki Beach Resort
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave Honolulu HI
The price is NZ$548 per night from 15 Jan to 16 Jan
NZ$548
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this beach resort in Honolulu. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowWaikiki Beach Marriott Resort & Spa
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
2460 Koa Avenue Honolulu HI
The price is NZ$492 per night from 9 Jan to 10 Jan
NZ$492
9 Jan - 10 Jan 2026
includes taxes & fees
Stay at this family-friendly hotel in Honolulu. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the helpful ...
Opens in a new windowWaikiki Resort Hotel
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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 NZ$734 per night from 16 Jan to 17 Jan
NZ$734
16 Jan - 17 Jan 2026
includes taxes & fees
Stay at this luxury resort in Honolulu. Enjoy 5 outdoor pools, a full-service spa and 9 restaurants. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowHilton Hawaiian Village Waikiki Beach Resort
Don't see what you're looking for?
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.