Vacation Rentals for Large Groups

Our tandem vacation rental listings can accommodate large groups of up to 32 guests! These listings offer all the space and sleeping capacity of renting a large home with all the added amenities and benefits of staying at an upscale resort. In addition, unlike many of the homes on Maui, these vacation rentals are all 100% legal for short term rentals. Listings combine 2, 3, and 4 neighboring residences and are typically located side-by-side, across the hall, or upstairs-downstairs.

153 properties
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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,503 - $13,975Average nightly rate before taxes
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Honua Kai Resort
Hokulani 601/5/6
7 BR
7.5 BA
Sleeps 20
4990 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$3,331 - $10,376Average nightly rate before taxes
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Honua Kai Resort
Hokulani 601/5
5 BR
5.5 BA
Sleeps 14
3750 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$2,486 - $8,894Average nightly rate before taxes
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Honua Kai Resort
Hokulani 403/5
5 BR
5 BA
Sleeps 16
3040 Sq ft.
Oceanview
Ka'anapali North Beach
$1,402 - $4,637Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 10A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$1,994 - $8,574Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 5A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,375 - $5,388Average nightly rate before taxes
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Honua Kai Resort
Konea 350/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,479 - $7,884Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/3/4
9 BR
9 BA
Sleeps 26
6105 Sq ft.
Oceanfront
Ka'anapali North Beach
$3,515 - $11,207Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/9/11/12
8 BR
8 BA
Sleeps 24
4600 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$2,108 - $6,485Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/33/37
6 BR
6 BA
Sleeps 18
3480 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,897 - $5,067Average nightly rate before taxes
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Honua Kai Resort
Hokulani 510/11/12/13
7 BR
7 BA
Sleeps 22
4000 Sq ft.
Oceanview
Ka'anapali North Beach
$2,087 - $6,250Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 312/3/4/5
7 BR
8 BA
Sleeps 24
6405 Sq ft.
Oceanview Ground Floor
Ka'anapali Beach
$3,198 - $9,823Average nightly rate before taxes
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Honua Kai Resort
Konea 109/10/13
5 BR
5 BA
Sleeps 16
3370 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,229 - $4,154Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/30
4 BR
4 BA
Sleeps 12
2365 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,021 - $3,544Average nightly rate before taxes
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Honua Kai Resort
Konea 148/9
4 BR
4 BA
Sleeps 12
2710 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,157 - $3,605Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/29/30/32
6 BR
6 BA
Sleeps 20
3605 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,752 - $4,687Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,178 - $8,574Average nightly rate before taxes
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Honua Kai Resort
Konea 143/4/5
5 BR
5 BA
Sleeps 16
3395 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,565 - $3,978Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/9
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,098 - $3,792Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 9A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,086 - $8,216Average nightly rate before taxes
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Honua Kai Resort
Hokulani 111/12
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$841 - $3,138Average nightly rate before taxes
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Honua Kai Resort
Konea 613/4/5
4 BR
4 BA
Sleeps 14
2610 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,131 - $3,396Average nightly rate before taxes
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Honua Kai Resort
Konea 303/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$941 - $3,383Average nightly rate before taxes
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Honua Kai Resort
Hokulani 246/8/50
7 BR
7 BA
Sleeps 20
4435 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,045 - $6,118Average nightly rate before taxes