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.

142 available properties

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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,779 - $18,298Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 271/2/4
6 BR
6 BA
Sleeps 18
4632 Sq ft.
Premier Oceanview
Ka'anapali Beach
$1,434 - $5,615Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 314/5
4 BR
4 BA
Sleeps 14
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach
$1,761 - $6,667Average 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
$1,256 - $5,810Average 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
$1,029 - $3,792Average nightly rate before taxes
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Honua Kai Resort
Konea 746/9
4 BR
4 BA
Sleeps 14
2730 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,076 - $4,223Average nightly rate before taxes
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Honua Kai Resort
Hokulani 625/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,445 - $5,674Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2C/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,212 - $5,529Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 271/2
4 BR
4 BA
Sleeps 12
3088 Sq ft.
Premier Oceanview
Ka'anapali Beach
$978 - $3,896Average 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
$1,813 - $6,250Average nightly rate before taxes
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Honua Kai Resort
Konea 645/9
5 BR
5 BA
Sleeps 14
3245 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,301 - $4,816Average nightly rate before taxes
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Honua Kai Resort
Konea 725/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,578 - $6,211Average 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
Hokulani 929/30/33/37
7 BR
7 BA
Sleeps 22
4245 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,906 - $9,207Average 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
$1,930 - $7,175Average nightly rate before taxes
Hokulani 511
Hokulani 511
Hokulani 511
Honua Kai Resort
Hokulani 510/1
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Oceanview
Ka'anapali North Beach
$874 - $3,383Average 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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Luana Garden Villas at Honua Kai
Enclave Three 16A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$1,845 - $7,949Average nightly rate before taxes
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Honua Kai Resort
Konea 712/3
4 BR
3 BA
Sleeps 12
2240 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$840 - $2,949Average nightly rate before taxes
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Honua Kai Resort
Konea 302/3
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,486 - $5,249Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 15B/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,236 - $5,810Average nightly rate before taxes
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Honua Kai Resort
Hokulani 510/12
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$768 - $3,177Average nightly rate before taxes
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Honua Kai Resort
Hokulani 549/51
5 BR
5 BA
Sleeps 15
3365 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,624 - $8,363Average 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