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
Konea 609/13
4 BR
4 BA
Sleeps 12
2640 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,093 - $3,869Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 17D/18B
6 BR
6 BA
Sleeps 16
4904 Sq ft.
Garden
Ka'anapali North Beach
$1,337 - $5,845Average 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
$2,267 - $7,965Average nightly rate before taxes
New!
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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
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 511/12/13
5 BR
5 BA
Sleeps 16
3300 Sq ft.
Oceanview
Ka'anapali North Beach
$1,565 - $4,661Average 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
New!
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Honua Kai Resort
Konea 644/5/9
6 BR
6 BA
Sleeps 18
4025 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,945 - $5,146Average 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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Honua Kai Resort
Hokulani 111/12
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$841 - $3,138Average 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
$1,389 - $5,399Average 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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Luana Garden Villas at Honua Kai
Enclave Two 8A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,186 - $8,627Average 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 348/50
4 BR
4 BA
Sleeps 12
3010 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,514 - $5,004Average 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
$968 - $2,858Average 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
Konea 645/9
5 BR
5 BA
Sleeps 14
3245 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,381 - $4,287Average 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
$2,082 - $6,218Average 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 525/9
6 BR
6 BA
Sleeps 18
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,641 - $6,211Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 6A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$1,633 - $5,026Average nightly rate before taxes
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Honua Kai Resort
Hokulani 341/42
3 BR
3 BA
Sleeps 12
2270 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$956 - $3,397Average 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
$2,219 - $7,965Average nightly rate before taxes