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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Luana Garden Villas at Honua Kai
Enclave Two 9A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,260 - $7,706Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 312/4/5
6 BR
6 BA
Sleeps 20
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach
$2,479 - $8,268Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/4/5
8 BR
8 BA
Sleeps 22
5265 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,899 - $8,517Average 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
$1,191 - $3,554Average nightly rate before taxes
Konea 149
Konea 149
Konea 149
Honua Kai Resort
Konea 143/5/9
7 BR
7 BA
Sleeps 20
4560 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,764 - $6,810Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/9
4 BR
4 BA
Sleeps 12
2220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,013 - $3,979Average nightly rate before taxes
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Honua Kai Resort
Konea 302/3/4/5
9 BR
9 BA
Sleeps 28
6110 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,493 - $8,426Average 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 - $4,287Average 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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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
$2,061 - $7,949Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8A/D
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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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 407/8
4 BR
3 BA
Sleeps 14
2245 Sq ft.
Oceanview
Ka'anapali North Beach
$825 - $3,289Average nightly rate before taxes
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Honua Kai Resort
Konea 210/12/14
4 BR
3 BA
Sleeps 14
2335 Sq ft.
Mountainview
Ka'anapali North Beach
$867 - $2,596Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8C/8D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,231 - $5,529Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 3114/6
5 BR
4 BA
Sleeps 16
3488 Sq ft.
Oceanfront Penthouse
Ka'anapali Beach
$2,045 - $6,174Average nightly rate before taxes
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Honua Kai Resort
Hokulani 446/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$843 - $3,177Average 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
$1,077 - $3,792Average nightly rate before taxes
New!
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Honua Kai Resort
Konea 109/13
4 BR
4 BA
Sleeps 12
2640 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$898 - $3,589Average 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 350/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,274 - $7,884Average 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 - $8,521Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii A312/4
4 BR
4 BA
Sleeps 14
3350 Sq ft.
Garden Ground Floor
Ka'anapali Beach
$1,378 - $4,879Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,303 - $6,091Average nightly rate before taxes