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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Honua Kai Resort
Hokulani 505/6
4 BR
4 BA
Sleeps 12
2340 Sq ft.
Oceanview
Ka'anapali North Beach
$1,001 - $3,383Average 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
$1,520 - $5,399Average 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
$1,512 - $5,120Average 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
$1,643 - $6,457Average 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
$1,231 - $4,091Average 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
Konea 550
Konea 550
Konea 550
Honua Kai Resort
Konea 550/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,609 - $8,665Average nightly rate before taxes
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Honua Kai Resort
Konea 303/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$941 - $3,383Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/30
4 BR
4 BA
Sleeps 12
2365 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,155 - $3,559Average 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
$1,603 - $5,674Average 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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Honua Kai Resort
Hokulani 929/33
4 BR
4 BA
Sleeps 12
2190 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,328 - $3,471Average nightly rate before taxes
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Honua Kai Resort
Konea 407/8
4 BR
3 BA
Sleeps 14
2245 Sq ft.
Oceanview
Ka'anapali North Beach
$891 - $2,933Average nightly rate before taxes
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Honua Kai Resort
Konea 302/3/4/5
9 BR
9 BA
Sleeps 28
6110 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,665 - $8,426Average 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
Hokulani 145/7
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,010 - $3,355Average nightly rate before taxes
New!
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The Kaanapali Alii
Kaanapali Alii 313/4/5
5 BR
6 BA
Sleeps 18
4860 Sq ft.
Oceanview Ground Floor
Ka'anapali Beach
$2,628 - $8,019Average 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 1029/34
4 BR
5 BA
Sleeps 12
3040 Sq ft.
Deluxe Oceanview Penthouse
Ka'anapali North Beach
$1,350 - $3,566Average 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
$1,574 - $5,615Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/9
4 BR
4 BA
Sleeps 12
2220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,060 - $3,359Average 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 8A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,470 - $5,845Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 312/4/5
6 BR
6 BA
Sleeps 20
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach
$2,678 - $8,268Average nightly rate before taxes