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.

153 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 601/5/6
7 BR
7.5 BA
Sleeps 20
4990 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$3,565 - $10,225Average nightly rate before taxes
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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
$2,545 - $8,894Average nightly rate before taxes
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Honua Kai Resort
Konea 408/10/12
4 BR
3 BA
Sleeps 16
2590 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$933 - $3,075Average 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 - $4,154Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/47
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,068 - $3,589Average nightly rate before taxes
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Honua Kai Resort
Hokulani 1029/34
4 BR
5 BA
Sleeps 12
3040 Sq ft.
Deluxe Oceanview Penthouse
Ka'anapali North Beach
$1,331 - $3,626Average nightly rate before taxes
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Honua Kai Resort
Hokulani 814/5/6
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,350 - $4,212Average nightly rate before taxes
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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
$968 - $3,355Average nightly rate before taxes
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Honua Kai Resort
Hokulani 634/6
4 BR
4 BA
Sleeps 12
2320 Sq ft.
Oceanview
Ka'anapali North Beach
$971 - $2,853Average 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 - $2,887Average 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
$1,619 - $4,902Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 14C/15B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,381 - $5,845Average 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
$972 - $2,627Average 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
$1,565 - $3,975Average nightly rate before taxes
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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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The Kaanapali Alii
Kaanapali Alii 312/3/4/5
7 BR
8 BA
Sleeps 24
6405 Sq ft.
Oceanview Ground Floor
Ka'anapali Beach
$3,198 - $8,224Average 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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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
$1,413 - $5,666Average 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 725/6
5 BR
5 BA
Sleeps 14
2895 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,299 - $4,485Average 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
$1,406 - $5,666Average nightly rate before taxes
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Honua Kai Resort
Hokulani 403/4
6 BR
6 BA
Sleeps 18
3880 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,749 - $6,603Average nightly rate before taxes
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Honua Kai Resort
Hokulani 403/5
5 BR
5 BA
Sleeps 16
3040 Sq ft.
Oceanview
Ka'anapali North Beach
$1,402 - $4,637Average nightly rate before taxes