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.

148 available properties

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The Kaanapali Alii
Kaanapali Alii 224/5
4 BR
4 BA
Sleeps 14
3350 Sq ft.
Partial Oceanview
Ka'anapali Beach
$941 - $3,799Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2B/D
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 402/4
6 BR
6 BA
Sleeps 16
4270 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,369 - $7,753Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 15A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,333 - $5,159Average 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
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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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 725/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,639 - $6,211Average 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
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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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Luana Garden Villas at Honua Kai
Enclave One 2A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,051 - $9,200Average 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 15A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,011 - $7,669Average nightly rate before taxes
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Honua Kai Resort
Konea 629/32
5 BR
5 BA
Sleeps 14
2690 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,164 - $4,640Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/B/C/D
12 BR
12 BA
Sleeps 32
8188 Sq ft.
Garden
Ka'anapali North Beach
$2,765 - $10,777Average 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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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
Hokulani 109/11/12
6 BR
6 BA
Sleeps 18
3500 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,504 - $4,902Average nightly rate before taxes
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Honua Kai Resort
Hokulani 144/5/7
5 BR
5 BA
Sleeps 16
2895 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,284 - $4,633Average nightly rate before taxes
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Honua Kai Resort
Konea K729/37
4 BR
4 BA
Sleeps 12
2180 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,011 - $4,144Average 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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Honua Kai Resort
Konea 318/20
4 BR
4 BA
Sleeps 12
2310 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$765 - $3,037Average nightly rate before taxes
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Honua Kai Resort
Hokulani 511/12/13
5 BR
5 BA
Sleeps 16
3300 Sq ft.
Oceanview
Ka'anapali North Beach
$1,360 - $4,661Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 10A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,236 - $5,810Average nightly rate before taxes