Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

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

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

Lahaina
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.
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.

87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.

Lahaina
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.
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
Remodeled, Ground floor studio at The Mahana #102

Remodeled, Ground floor studio at The Mahana #102

Lahaina
When you stay at this vacation home in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Remodeled, Ground floor studio at The Mahana #102
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Privacy In Paradise - Top Rated Vacation Home in West Maui

Privacy In Paradise - Top Rated Vacation Home in West Maui

Lahaina
With a stay at this vacation home in Launiupoko, you'll be near the beach, within a 15-minute drive of Kaanapali Beach and Launiupoko Beach Park.
Privacy In Paradise - Top Rated Vacation Home in West Maui
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Lahaina
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.
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Puamana Ocean Front Tropical Paradise 226-1

Puamana Ocean Front Tropical Paradise 226-1

Lahaina
With a stay at this vacation home in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Launiupoko Beach Park.
Puamana Ocean Front Tropical Paradise 226-1
Brand New Kitchen & Updated Living Space - Oceanfront #216-2

Brand New Kitchen & Updated Living Space - Oceanfront #216-2

Lahaina
With a stay at this vacation home in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Lahaina
When you stay at this vacation home in Kahana, you'll be on the beach, a 5-minute drive from Napili Bay and 9 minutes from Kaanapali Beach.
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
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
When you stay at this vacation home in Kapalua, you'll be on the beach, within a 15-minute drive of Napili Bay and Whalers Village.
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
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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
120 Holiday Homes
Lowest Price
AU$511
Highest Price
AU$2,460
Popular accommodation
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach, 87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC., Remodeled, Ground floor studio at The Mahana #102, Privacy In Paradise - Top Rated Vacation Home in West Maui, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Puamana Ocean Front Tropical Paradise 226-1, Brand New Kitchen & Updated Living Space - Oceanfront #216-2, Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

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$2,460 per night from 24 Aug to 25 Aug
AU$2,460
24 Aug - 25 Aug
includes taxes & fees
When you a stay at Four Seasons Resort Lanai in Lanai City, you'll be on the beach, just steps from Hulopoe Beach and Kaluakoi Point.
Four 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 ...
Sensei Lanai, A Four Seasons Resort
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is AU$1,726 per night from 15 Aug to 16 Aug
AU$1,726
15 Aug - 16 Aug
includes taxes & fees
When you stay at The Ritz-Carlton Maui, Kapalua in Kapalua, you'll be by the ocean, within a 15-minute drive of Napili Bay and Whalers Village.
The Ritz-Carlton Maui, Kapalua
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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$511 per night from 2 Sept to 3 Sept
AU$511
2 Sept - 3 Sept
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.
Royal Lahaina Resort & Bungalows
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.

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^Subject to availability and chosen travel dates.