Book Holiday Homes in Kaanapali

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Featured Holiday Homes in Kaanapali

Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, within a 15-minute walk of Kaanapali Beach and Whalers Village.
Opens in a new windowHolomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~

Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, within a 5-minute drive of Whalers Village and Kaanapali Beach.
Opens in a new windowHale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~
HALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax

HALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be by the sea, within a 15-minute walk of Whalers Village and Kaanapali Beach.
Opens in a new windowHALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax
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Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, within a 15-minute walk of Kaanapali Beach and Whalers Village.
Opens in a new windowSummit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, a 4-minute drive from Whalers Village and 6 minutes from Kaanapali Beach.
Opens in a new windowPrivate home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Beautifully Remodeled 3bedrooms/2bathrooms

Beautifully Remodeled 3bedrooms/2bathrooms

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be near the beach, within a 5-minute drive of Whalers Village and Kaanapali Beach.
Opens in a new windowBeautifully Remodeled 3bedrooms/2bathrooms
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be near the beach, within a 5-minute drive of Kaanapali Beach and Whalers Village.
Opens in a new windowFantastic Ka'anapali home with pool! Great for families! Last minute specials!
International Colony Club 30 Remodeled 2BD Cottage with Central AC near Beach

International Colony Club 30 Remodeled 2BD Cottage with Central AC near Beach

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be by the sea, within a 5-minute drive of Whalers Village and Kaanapali Beach.
Opens in a new windowInternational Colony Club 30 Remodeled 2BD Cottage with Central AC near Beach
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Lahaina HI
With a stay at this vacation home, you'll be centrally located in Kaanapali, a 4-minute drive from Whalers Village and 5 minutes from Kaanapali Beach.
Opens in a new windowSpectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali 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.

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

Holiday houses in Kaanapali 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 Kaanapali 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 Kaanapali adventures, obvs.

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

Kaanapali Holiday Homes essential information

Accommodation
32 Holiday Homes
Lowest Price
AU$539
Highest Price
AU$1,208
Popular accommodation
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach, Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~, HALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax, Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~, Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH, Beautifully Remodeled 3bedrooms/2bathrooms, Fantastic Ka'anapali home with pool! Great for families! Last minute specials!, International Colony Club 30 Remodeled 2BD Cottage with Central AC near Beach, Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Top trending hotels in Kaanapali

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$539 per night from 3 May to 4 May
AU$539
3 May - 4 May
includes taxes & fees
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 15-minute walk of Kaanapali Beach and Black Rock.
Opens in a new windowRoyal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$1,208 per night from 24 Apr to 25 Apr
AU$1,208
24 Apr - 25 Apr
includes taxes & fees
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and Whalers Village.
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$922 per night from 29 Apr to 30 Apr
AU$922
29 Apr - 30 Apr
includes taxes & fees
With a stay at Hyatt Regency Maui Resort & Spa in Kaanapali, you'll be on the beach, a 4-minute walk from Kaanapali Beach and 7 minutes by foot from Whalers ...
Opens in a new windowHyatt Regency Maui Resort & Spa
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OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$601 per night from 1 May to 2 May
AU$601
1 May - 2 May
includes taxes & fees
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
Opens in a new windowOUTRIGGER Kaanapali Beach Resort
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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.

Top Picks

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^Subject to availability and chosen travel dates.