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 - $18,298Average 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 - $3,035Average 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
$1,153 - $3,978Average 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
$1,646 - $8,024Average 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 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
Hokulani 402/3/4/5
11 BR
11 BA
Sleeps 32
7205 Sq ft.
Oceanfront
Ka'anapali North Beach
$3,853 - $11,571Average nightly rate before taxes
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Honua Kai Resort
Konea 402/4
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,405 - $5,530Average 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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Luana Garden Villas at Honua Kai
Enclave Three 16B/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$1,847 - $7,949Average 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 - $11,451Average 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
$2,479 - $10,777Average 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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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 - $7,567Average nightly rate before taxes
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Honua Kai Resort
Konea 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 Two 8C/8D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,219 - $5,529Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 272/4
4 BR
4 BA
Sleeps 12
3000 Sq ft.
Partial Oceanview
Ka'anapali Beach
$931 - $3,523Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,263 - $5,656Average 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
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
Hokulani 246
Hokulani 246
Hokulani 246
Honua Kai Resort
Hokulani 246/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$837 - $3,177Average nightly rate before taxes
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Honua Kai Resort
Konea 401/2
5 BR
5 BA
Sleeps 14
3850 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,007 - $6,850Average 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
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