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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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,503 - $13,975Average nightly rate before taxes
New!
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Honua Kai Resort
Hokulani 601/5
5 BR
5.5 BA
Sleeps 14
3750 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$2,554 - $8,894Average nightly rate before taxes
New!
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Honua Kai Resort
Hokulani 601/5/6
7 BR
7.5 BA
Sleeps 20
4990 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$3,572 - $8,331Average nightly rate before taxes
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Honua Kai Resort
Hokulani 250/51
6 BR
6 BA
Sleeps 16
4470 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,973 - $6,311Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 224/5
4 BR
4 BA
Sleeps 14
3350 Sq ft.
Partial Oceanview
Ka'anapali Beach
$958 - $3,499Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 241/42
4 BR
4 BA
Sleeps 12
3088 Sq ft.
Oceanview
Ka'anapali Beach
$1,076 - $3,666Average 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
$1,551 - $5,615Average nightly rate before taxes
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Honua Kai Resort
Hokulani 109/11
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,170 - $3,792Average nightly rate before taxes
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Honua Kai Resort
Hokulani 814/5/6
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,313 - $4,212Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 272/4
4 BR
4 BA
Sleeps 12
3000 Sq ft.
Partial Oceanview
Ka'anapali Beach
$922 - $3,523Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/3/5
8 BR
8 BA
Sleeps 24
5265 Sq ft.
Oceanfront
Ka'anapali North Beach
$3,119 - $8,033Average nightly rate before taxes
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Honua Kai Resort
Konea 404/6
3 BR
3 BA
Sleeps 12
2240 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$707 - $2,654Average 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
$1,456 - $4,661Average nightly rate before taxes
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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
$1,023 - $3,355Average nightly rate before taxes
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Honua Kai Resort
Hokulani 814/5/6/8/20
7 BR
7 BA
Sleeps 24
4780 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$2,389 - $4,680Average 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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The Kaanapali Alii
Kaanapali Alii 314/5
4 BR
4 BA
Sleeps 14
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach
$1,788 - $6,457Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,450 - $4,268Average 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
$924 - $3,383Average nightly rate before taxes
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Honua Kai Resort
Hokulani 649/50
5 BR
6 BA
Sleeps 14
3750 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$2,386 - $7,236Average 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
$975 - $3,355Average 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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Luana Garden Villas at Honua Kai
Enclave Two 8A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,363 - $5,845Average nightly rate before taxes
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Honua Kai Resort
Hokulani 446/7/8
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Garden
Ka'anapali North Beach
$1,389 - $4,454Average nightly rate before taxes