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.

149 properties
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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
$2,929 - $8,517Average nightly rate before taxes
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Honua Kai Resort
Konea 629/32
5 BR
5 BA
Sleeps 14
2690 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,164 - $4,640Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 271/2
4 BR
4 BA
Sleeps 12
3088 Sq ft.
Premier Oceanview
Ka'anapali Beach
$978 - $3,896Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 15B/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,364 - $5,810Average nightly rate before taxes
New!
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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
$917 - $3,355Average nightly rate before taxes
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Honua Kai Resort
Hokulani 510/12
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$768 - $3,177Average 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
$765 - $3,037Average 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
Konea 712/3
4 BR
3 BA
Sleeps 12
2240 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$925 - $2,949Average nightly rate before taxes
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Honua Kai Resort
Konea 145/9
5 BR
5 BA
Sleeps 14
3245 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,473 - $4,396Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2C/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,317 - $4,716Average 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
$972 - $3,589Average nightly rate before taxes
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Honua Kai Resort
Konea 350/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,468 - $7,884Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/B/C/D
12 BR
12 BA
Sleeps 32
8188 Sq ft.
Garden
Ka'anapali North Beach
$2,765 - $10,777Average 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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Honua Kai Resort
Hokulani 728/9/30
5 BR
5 BA
Sleeps 16
2985 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,248 - $4,196Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 5A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,375 - $5,388Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 15A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,074 - $7,669Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/3/4
9 BR
9 BA
Sleeps 26
6105 Sq ft.
Oceanfront
Ka'anapali North Beach
$3,357 - $11,207Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 10C/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,316 - $5,529Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 3114/6
5 BR
4 BA
Sleeps 16
3488 Sq ft.
Oceanfront Penthouse
Ka'anapali Beach
$1,976 - $6,174Average 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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Honua Kai Resort
Hokulani 246/8/50
7 BR
7 BA
Sleeps 20
4435 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,045 - $6,632Average nightly rate before taxes
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Honua Kai Resort
Konea 932/3
4 BR
4 BA
Sleeps 12
2495 Sq ft.
Oceanview
Ka'anapali North Beach
$805 - $3,329Average nightly rate before taxes