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.

154 properties
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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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The Kaanapali Alii
Kaanapali Alii 313/4
3 BR
4 BA
Sleeps 12
3016 Sq ft.
Partial Oceanview Ground Floor
Ka'anapali Beach
$1,351 - $4,622Average nightly rate before taxes
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Honua Kai Resort
Hokulani 447/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$943 - $3,025Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,209 - $6,468Average 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
$2,314 - $8,019Average 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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Luana Garden Villas at Honua Kai
Enclave One 2B/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,361 - $5,845Average nightly rate before taxes
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Honua Kai Resort
Hokulani 549/51
5 BR
5 BA
Sleeps 15
3365 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,706 - $6,399Average nightly rate before taxes
New!
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Honua Kai Resort
Hokulani 645/49
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$962 - $3,355Average 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
$1,833 - $6,603Average 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
$1,639 - $5,437Average nightly rate before taxes
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Honua Kai Resort
Konea 302/3
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,478 - $5,249Average 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
$1,687 - $5,437Average 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 318/20
4 BR
4 BA
Sleeps 12
2310 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$835 - $2,744Average 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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Honua Kai Resort
Hokulani 111/12
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$906 - $3,138Average 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
$2,081 - $7,166Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 10A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,122 - $8,627Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$1,985 - $7,965Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 17A/17D/18B
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,052 - $8,908Average nightly rate before taxes
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Honua Kai Resort
Hokulani 246/8/50
7 BR
7 BA
Sleeps 20
4435 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,045 - $6,118Average nightly rate before taxes
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Honua Kai Resort
Konea 109/10/13
5 BR
5 BA
Sleeps 16
3370 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,358 - $3,815Average nightly rate before taxes