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.

151 properties
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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,250 - $13,975Average nightly rate before taxes
New!
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Honua Kai Resort
Hokulani 601/5/6
7 BR
7.5 BA
Sleeps 20
4990 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$3,264 - $10,376Average nightly rate before taxes
New!
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Honua Kai Resort
Hokulani 601/5
5 BR
5.5 BA
Sleeps 14
3750 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$2,486 - $8,894Average 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
$1,407 - $4,716Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/29/30/32
6 BR
6 BA
Sleeps 20
3605 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,478 - $4,848Average 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
$4,146 - $11,571Average 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
$1,897 - $5,067Average 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
$2,039 - $6,074Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 9A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,273 - $5,388Average 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
Konea 402/4/6
6 BR
6 BA
Sleeps 20
4425 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,754 - $6,866Average nightly rate before taxes
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Honua Kai Resort
Hokulani 446/7/8
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Garden
Ka'anapali North Beach
$1,334 - $4,454Average 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
$1,362 - $5,085Average 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
$2,061 - $7,949Average 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
$1,250 - $3,641Average 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
$1,220 - $4,091Average nightly rate before taxes
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Honua Kai Resort
Hokulani 446/7
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$912 - $3,159Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,382 - $5,388Average 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
$1,557 - $5,674Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/33
4 BR
4 BA
Sleeps 12
2190 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,289 - $3,471Average 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 - $2,858Average 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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The Kaanapali Alii
Kaanapali Alii 495/496
4 BR
4 BA
Sleeps 15
3614 Sq ft.
Premier Oceanview
Ka'anapali Beach
$1,081 - $4,267Average 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
$1,470 - $5,810Average nightly rate before taxes