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
Book a stay at this family-friendly vacation home in Kaanapali. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaanapali Beach and Whalers ...
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
Stay at this vacation home in Lahaina. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kaanapali Beach and Whalers Village are located ...
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
Book a stay at this beach vacation home in Kaanapali. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Whalers Village and Kaanapali ...
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
Book a stay at this family-friendly vacation home in Launiupoko. Enjoy private pools, a fitness center, and a garden. Popular attractions Kaanapali Beach and ...
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
Book a stay at this beach vacation home in Napili. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Whalers Village and Kaanapali Beach ...
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
Book a stay at this beach vacation home in Lahaina. Enjoy a beach locale, a fitness center, and a garden. Popular attractions Kaanapali Beach and Whalers Village ...
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
Stay at this vacation home in Lahaina. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Kaanapali Beach and Whalers Village are located ...
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
Book a stay at this beach vacation home in Kahana. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Kaanapali Beach and Napili Bay are located ...
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
Book a stay at this beach vacation home in Kapalua. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are ...
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
NZ$561
Highest Price
NZ$2,669
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 NZ$2,669 per night from 28 Aug to 29 Aug
NZ$2,669
28 Aug - 29 Aug
includes taxes & fees
Stay at this 5-star luxury resort in Lanai City. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the property condition in our ...
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
Stay at this 5-star luxury hotel in Lanai City. Enjoy free WiFi, free parking, and a golf course. Popular attractions Lanai Pine Sporting Clays and Cavendish ...
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 NZ$1,897 per night from 8 Aug to 9 Aug
NZ$1,897
8 Aug - 9 Aug
includes taxes & fees
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
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 NZ$561 per night from 2 Sept to 3 Sept
NZ$561
2 Sept - 3 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our ...
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.