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.

148 available properties

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Honua Kai Resort
Hokulani 248/50/51
8 BR
8 BA
Sleeps 22
5570 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,477 - $8,498Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/9/11
6 BR
6 BA
Sleeps 18
3500 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,623 - $5,586Average nightly rate before taxes
New!
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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
$1,387 - $6,091Average 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
$1,382 - $5,388Average nightly rate before taxes
Hokulani 246
Hokulani 246
Hokulani 246
Honua Kai Resort
Hokulani 246/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$837 - $3,177Average 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
$1,445 - $5,674Average 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
$1,297 - $5,656Average 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
$2,386 - $8,019Average 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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Luana Garden Villas at Honua Kai
Enclave Two 10A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,385 - $5,810Average 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
$1,236 - $7,486Average nightly rate before taxes
Konea 145
Konea 145
Konea 145
Honua Kai Resort
Konea 143/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$908 - $3,834Average 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
$1,339 - $5,043Average nightly rate before taxes
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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
$1,076 - $3,869Average 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
$867 - $2,596Average 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
$1,434 - $5,615Average 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 One 2A/B/C/D
12 BR
12 BA
Sleeps 32
8188 Sq ft.
Garden
Ka'anapali North Beach
$2,665 - $11,619Average 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
$1,260 - $7,706Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/4/5
8 BR
8 BA
Sleeps 22
5265 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,899 - $8,517Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/9
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,092 - $3,792Average 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
$2,052 - $8,574Average 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
$1,613 - $4,558Average 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
$1,479 - $5,086Average nightly rate before taxes