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.

153 properties
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Honua Kai Resort
Konea 645/9
5 BR
5 BA
Sleeps 14
3245 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,336 - $4,287Average 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
$840 - $2,744Average 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
$2,219 - $7,965Average nightly rate before taxes
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Honua Kai Resort
Hokulani 510/11/12
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$1,370 - $4,972Average 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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Honua Kai Resort
Konea 302/3
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,654 - $5,249Average 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
$891 - $2,933Average 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
$1,350 - $4,212Average nightly rate before taxes
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Honua Kai Resort
Hokulani 820/22
4 BR
4 BA
Sleeps 12
2320 Sq ft.
Oceanview
Ka'anapali North Beach
$851 - $2,853Average 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
$1,512 - $5,090Average 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
$1,350 - $3,745Average 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
$2,178 - $7,127Average 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
$1,367 - $5,845Average 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
$3,024 - $10,014Average 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
$2,398 - $6,770Average 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
$941 - $3,799Average 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
$3,041 - $10,798Average 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
$2,098 - $7,613Average 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
$2,628 - $8,019Average 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
$1,023 - $3,559Average nightly rate before taxes
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Honua Kai Resort
Konea 746/9
4 BR
4 BA
Sleeps 14
2730 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,250 - $4,205Average 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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Honua Kai Resort
Hokulani 248/50/51
8 BR
8 BA
Sleeps 22
5570 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,747 - $6,821Average 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
$4,189 - $11,571Average nightly rate before taxes