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.

155 properties
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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,503 - $13,975Average 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
$2,554 - $8,894Average 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
$3,572 - $8,331Average 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
$2,014 - $7,965Average nightly rate before taxes
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Honua Kai Resort
Hokulani 145/7
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$975 - $3,355Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/3
6 BR
6 BA
Sleeps 18
4270 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,638 - $8,059Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 17A/18B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,406 - $6,126Average 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
$1,788 - $6,457Average nightly rate before taxes
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Honua Kai Resort
Hokulani 814/5/8
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,350 - $3,745Average 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 - $6,005Average nightly rate before taxes
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Honua Kai Resort
Hokulani 815/6/8
4 BR
4 BA
Sleeps 14
2720 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,379 - $3,689Average nightly rate before taxes
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Honua Kai Resort
Hokulani 248/50
5 BR
5 BA
Sleeps 14
3335 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,435 - $4,061Average nightly rate before taxes
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Honua Kai Resort
Konea 543/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$981 - $3,589Average 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
$1,345 - $5,399Average 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
$852 - $3,239Average nightly rate before taxes
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Honua Kai Resort
Hokulani 546/49/51
7 BR
7 BA
Sleeps 21
4465 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,178 - $7,127Average 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
$790 - $3,177Average nightly rate before taxes
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Honua Kai Resort
Konea 303/4
4 BR
4 BA
Sleeps 14
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$1,010 - $3,383Average nightly rate before taxes
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Honua Kai Resort
Hokulani 814/5/6/8
5 BR
5 BA
Sleeps 18
3540 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,710 - $4,558Average 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
$1,551 - $5,615Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 9A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,025 - $8,232Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 241/42
4 BR
4 BA
Sleeps 12
3088 Sq ft.
Oceanview
Ka'anapali Beach
$1,125 - $3,666Average 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
$1,877 - $6,175Average 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
$966 - $2,821Average nightly rate before taxes