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
Konea 746/9
4 BR
4 BA
Sleeps 14
2730 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,268 - $3,641Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 10A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,385 - $5,810Average 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
$2,061 - $7,949Average nightly rate before taxes
New!
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The Kaanapali Alii
Kaanapali Alii 312/3/4/5
7 BR
8 BA
Sleeps 24
6405 Sq ft.
Oceanview Ground Floor
Ka'anapali Beach
$3,078 - $9,823Average nightly rate before taxes
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Honua Kai Resort
Hokulani 144/5/7
5 BR
5 BA
Sleeps 16
2895 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,284 - $4,633Average nightly rate before taxes
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Honua Kai Resort
Hokulani 728/9
4 BR
4 BA
Sleeps 12
2220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,013 - $3,489Average nightly rate before taxes
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Honua Kai Resort
Hokulani 403/4
6 BR
6 BA
Sleeps 18
3880 Sq ft.
Premier Oceanview
Ka'anapali North Beach
$1,801 - $6,603Average 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
$1,163 - $4,215Average 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
$1,071 - $4,622Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,089 - $8,040Average 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
$757 - $2,853Average 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
$909 - $3,799Average nightly rate before taxes
Hokulani 511
Hokulani 511
Hokulani 511
Honua Kai Resort
Hokulani 510/1
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Oceanview
Ka'anapali North Beach
$935 - $3,383Average 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 - $6,399Average 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
$1,236 - $5,388Average 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
$1,554 - $6,457Average 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
$2,477 - $8,498Average 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
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Luana Garden Villas at Honua Kai
Enclave Two 8A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,017 - $8,574Average nightly rate before taxes
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Honua Kai Resort
Konea 408/10/12
4 BR
3 BA
Sleeps 16
2590 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$928 - $3,484Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/9/11
6 BR
6 BA
Sleeps 18
3500 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,632 - $5,586Average 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
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
$936 - $3,355Average nightly rate before taxes
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Honua Kai Resort
Hokulani 815/6/8
4 BR
4 BA
Sleeps 14
2720 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,314 - $3,689Average nightly rate before taxes