Book Holiday Homes in Lahaina

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Featured Holiday Homes in Lahaina

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2 out of 5
Lahaina
When you stay at this vacation home in Kaanapali, you'll be on the beach, a 4-minute drive from Whalers Village and 7 minutes from Kaanapali Beach.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
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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 by the sea, a 1-minute drive from Napili Bay and 9 minutes from Kapalua Golf Club Plantation ...
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
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
The #1 Vacation Rental on Maui!!  Steps to Maui's Best Beach!

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

Lahaina
When you stay at this vacation home in Napili, you'll be by the sea, a 1-minute drive from Napili Bay and 9 minutes from Kapalua Golf Club Plantation ...
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
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 by the sea, a 1-minute drive from Napili Bay and 9 minutes from Kapalua Golf Club Plantation ...
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Lahaina
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.
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Secluded Ocean View Napili Home - Sleeps 14

Secluded Ocean View Napili Home - Sleeps 14

Lahaina
When you stay at this vacation home in Napili, you'll be near the beach, a 1-minute drive from Napili Bay and 7 minutes from Kapalua Golf Club Plantation ...
Secluded Ocean View Napili Home - Sleeps 14
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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.

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

Holiday houses in Lahaina 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 Lahaina 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 Lahaina adventures, obvs.

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

Lahaina Holiday Homes essential information

Accommodation
133 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH, Secluded Ocean View Napili Home - Sleeps 14

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^Subject to availability and chosen travel dates.