Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM

4 out of 5
Lahaina HI
The price is AU$3,648 per night from 22 May to 23 May
AU$3,648
22 May - 23 May
includes taxes & fees
When you stay at this vacation home in Kapalua, you'll be on the beach, within a 15-minute drive of Whalers Village and Napili Bay.
Opens in a new windowKapalua Golf Villas Resort by KBM
Beachside townhome with AC & 2 pools - Short walk to ocean

Beachside townhome with AC & 2 pools - Short walk to ocean

Lahaina HI
When you stay at this vacation home in Lahaina, you'll be by the sea, within a 15-minute drive of Kaanapali Beach and Whalers Village.
Opens in a new windowBeachside townhome with AC & 2 pools - Short walk to ocean
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Lahaina HI
When you stay at this vacation home in Kahana, you'll be on the beach, a 5-minute drive from Napili Bay and 8 minutes from Whalers Village.
Opens in a new windowSpectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
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272-6  Puamana 2 Bedroom Oceanfront  Remodeled!!

272-6 Puamana 2 Bedroom Oceanfront Remodeled!!

Lahaina HI
This beach vacation home is 5.3 mi (8.6 km) from Kaanapali Beach and 5.4 mi (8.8 km) from Whalers Village.
Opens in a new window272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Lahaina HI
When you stay at this vacation home in Napili, you'll be on the beach, within a 15-minute drive of Whalers Village and Napili Bay.
Opens in a new windowLegendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Great for families, 3 bedroom tropical paradise steps to pool and ocean.

Great for families, 3 bedroom tropical paradise steps to pool and ocean.

Lahaina HI
With a stay at this vacation home in Lahaina, you'll be near the beach, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
Opens in a new windowGreat for families, 3 bedroom tropical paradise steps to pool and ocean.
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
The #1 Vacation Rental on Maui!!  Steps to Maui's Best Beach! Pickle Ball Ct!

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!

Lahaina HI
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Whalers Village and Napili Bay.
Opens in a new windowThe #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Lahaina HI
When you stay at this vacation home in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Kaanapali Beach.
Opens in a new windowSpectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
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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.

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

Holiday houses in Lanai 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 Lanai 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 Lanai adventures, obvs.

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

Lanai Holiday Homes essential information

Accommodation
116 Holiday Homes
Lowest Price
AU$482
Highest Price
AU$3,648
Popular accommodation
Kapalua Golf Villas Resort by KBM, Beachside townhome with AC & 2 pools - Short walk to ocean, Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, 272-6 Puamana 2 Bedroom Oceanfront Remodeled!!, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Great for families, 3 bedroom tropical paradise steps to pool and ocean., Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!, Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Top trending hotels in Lanai

Four Seasons Resort Lanai

Four Seasons Resort Lanai

5 out of 5
1 Manele Bay Road Lanai City HI
The price is AU$1,823 per night from 17 May to 18 May
AU$1,823
17 May - 18 May
includes taxes & fees
With a stay at Four Seasons Resort Lanai in Lanai City, you'll be on the beach, just a 2-minute walk from Hulopoe Beach and 10 minutes by foot from Kaluakoi ...
Opens in a new windowFour Seasons Resort Lanai
Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort

5 out of 5
1 Keomoku Hwy Lanai City HI
With a stay at Sensei Lanai, A Four Seasons Resort in Lanai City, you'll be near the beach, just a 1-minute walk from Lanai Pine Sporting Clays and 13 minutes ...
Opens in a new windowSensei Lanai, A Four Seasons Resort
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$1,182 per night from 1 June to 2 June
AU$1,182
1 June - 2 June
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
Save an average of 15% on thousands of hotels when you're signed in
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
The price is AU$482 per night from 14 June to 15 June
AU$482
14 June - 15 June
includes taxes & fees
When you stay at Hilton Vacation Club Ka'anapali Beach Maui in Kaanapali, you'll be on the beach, within a 10-minute drive of Whalers Village and Napili ...
Opens in a new windowHilton Vacation Club Ka'anapali Beach Maui
Don't see what you're looking for?
See all available properties in Lanai
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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.