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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Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$5,886 - $13,975Average 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
$840 - $2,949Average nightly rate before taxes
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Honua Kai Resort
Hokulani 510/11/12/13
7 BR
7 BA
Sleeps 22
4000 Sq ft.
Oceanview
Ka'anapali North Beach
$1,813 - $6,250Average 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
$2,351 - $7,236Average 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
$2,426 - $7,884Average nightly rate before taxes
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Honua Kai Resort
Konea 143/5/8/9
8 BR
8 BA
Sleeps 24
5340 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$2,233 - $7,886Average nightly rate before taxes
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Honua Kai Resort
Hokulani 546/49/51
7 BR
7 BA
Sleeps 21
4465 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,123 - $7,988Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 17A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,311 - $5,810Average 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
$1,557 - $5,674Average nightly rate before taxes
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Honua Kai Resort
Hokulani 1029/34
4 BR
5 BA
Sleeps 12
3040 Sq ft.
Deluxe Oceanview Penthouse
Ka'anapali North Beach
$1,261 - $3,626Average nightly rate before taxes
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Honua Kai Resort
Konea 401/2
5 BR
5 BA
Sleeps 14
3850 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,007 - $6,850Average nightly rate before taxes
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Honua Kai Resort
Konea 407/8
4 BR
3 BA
Sleeps 14
2245 Sq ft.
Oceanview
Ka'anapali North Beach
$825 - $3,112Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 15A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,357 - $5,796Average 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
$1,624 - $8,521Average 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
$960 - $3,666Average 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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Honua Kai Resort
Konea 725/6
5 BR
5 BA
Sleeps 14
2895 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,166 - $4,554Average 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
$898 - $3,589Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 495/496
4 BR
4 BA
Sleeps 15
3614 Sq ft.
Premier Oceanview
Ka'anapali Beach
$1,133 - $4,267Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii A312/4
4 BR
4 BA
Sleeps 14
3350 Sq ft.
Garden Ground Floor
Ka'anapali Beach
$1,436 - $4,879Average nightly rate before taxes
New!
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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
$1,236 - $5,810Average nightly rate before taxes
New!
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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
$1,313 - $4,622Average 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
$2,913 - $8,780Average 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
$1,632 - $6,211Average nightly rate before taxes