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.

144 available properties

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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,886 - $13,975Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 7C/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,251 - $5,529Average nightly rate before taxes
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Honua Kai Resort
Konea 725/6
5 BR
5 BA
Sleeps 14
2895 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,074 - $4,554Average nightly rate before taxes
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Honua Kai Resort
Konea 929/32
5 BR
5 BA
Sleeps 14
2815 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,115 - $4,640Average nightly rate before taxes
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Honua Kai Resort
Hokulani 145/7
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$898 - $3,589Average nightly rate before taxes
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Honua Kai Resort
Hokulani 301/2
6 BR
6 BA
Sleeps 16
4490 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,350 - $11,669Average 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
$1,978 - $8,574Average nightly rate before taxes
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Honua Kai Resort
Konea 330/31/32
4 BR
4 BA
Sleeps 14
2275 Sq ft.
Oceanview
Ka'anapali North Beach
$845 - $3,234Average nightly rate before taxes
New!
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The Kaanapali Alii
Kaanapali Alii 313/4
3 BR
4 BA
Sleeps 12
3566 Sq ft.
Partial Oceanview Ground Floor
Ka'anapali Beach
$1,229 - $4,622Average nightly rate before taxes
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Honua Kai Resort
Hokulani 649/50
5 BR
6 BA
Sleeps 14
3750 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$2,090 - $7,236Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/30/33/37
7 BR
7 BA
Sleeps 22
4245 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,994 - $5,793Average nightly rate before taxes
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Honua Kai Resort
Konea 402/4/6
6 BR
6 BA
Sleeps 20
4425 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,745 - $6,866Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/9/30
5 BR
5 BA
Sleeps 16
2985 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,248 - $4,908Average nightly rate before taxes
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Honua Kai Resort
Hokulani 245/6
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$774 - $3,177Average nightly rate before taxes
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Honua Kai Resort
Konea 406/7
3 BR
3 BA
Sleeps 14
2240 Sq ft.
Oceanview
Ka'anapali North Beach
$767 - $3,130Average nightly rate before taxes
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Honua Kai Resort
Konea 525/9
6 BR
6 BA
Sleeps 18
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,632 - $6,211Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,350 - $5,810Average nightly rate before taxes
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Honua Kai Resort
Hokulani 250/51
6 BR
6 BA
Sleeps 16
4470 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,828 - $6,909Average nightly rate before taxes
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Honua Kai Resort
Konea 303/4/5
6 BR
6 BA
Sleeps 20
3880 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$1,485 - $4,972Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 6A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$1,479 - $5,086Average nightly rate before taxes
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Honua Kai Resort
Konea 303/4
4 BR
4 BA
Sleeps 14
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$1,010 - $3,383Average nightly rate before taxes
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Honua Kai Resort
Hokulani 248/50/51
8 BR
8 BA
Sleeps 22
5570 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,253 - $8,498Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 4A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,261 - $6,091Average nightly rate before taxes
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Honua Kai Resort
Konea 404/6
3 BR
3 BA
Sleeps 12
2240 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$702 - $2,924Average nightly rate before taxes