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.

151 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 601/5/6
7 BR
7.5 BA
Sleeps 20
4990 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$3,264 - $10,376Average 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
$2,486 - $8,894Average 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
$1,273 - $5,388Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/33/37
6 BR
6 BA
Sleeps 18
3480 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,897 - $5,067Average 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 330/31/32
4 BR
4 BA
Sleeps 14
2275 Sq ft.
Oceanview
Ka'anapali North Beach
$845 - $3,223Average 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
$773 - $2,744Average 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
$2,087 - $6,250Average 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
$1,288 - $3,745Average 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
$998 - $3,355Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/29/30/32
6 BR
6 BA
Sleeps 20
3605 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,620 - $4,848Average nightly rate before taxes
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Honua Kai Resort
Konea 613/4/5
4 BR
4 BA
Sleeps 14
2610 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,248 - $3,396Average nightly rate before taxes
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Honua Kai Resort
Konea K729/37
4 BR
4 BA
Sleeps 12
2180 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,111 - $4,144Average 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 15A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,457 - $5,130Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/3/4/5
11 BR
11 BA
Sleeps 32
7205 Sq ft.
Oceanfront
Ka'anapali North Beach
$4,146 - $11,571Average 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 Three 16B/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,209 - $7,949Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8C/8D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,231 - $5,529Average nightly rate before taxes
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Honua Kai Resort
Hokulani 929/30
4 BR
4 BA
Sleeps 12
2365 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,021 - $3,544Average 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
$1,334 - $4,454Average 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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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