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.

155 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
$3,572 - $8,331Average 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
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Welcome home to Konea 143!
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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 341/42
3 BR
3 BA
Sleeps 12
2270 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$843 - $3,397Average 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 510/11/12/13
7 BR
7 BA
Sleeps 22
4000 Sq ft.
Oceanview
Ka'anapali North Beach
$1,953 - $6,250Average 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 728/9
4 BR
4 BA
Sleeps 12
2220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,060 - $3,359Average 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 - $5,232Average 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
$1,833 - $6,603Average nightly rate before taxes
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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
$2,912 - $8,108Average nightly rate before taxes
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Honua Kai Resort
Konea 302/4
5 BR
5 BA
Sleeps 16
3480 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,607 - $5,043Average 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
Hokulani 105/9/11
6 BR
6 BA
Sleeps 18
3500 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,941 - $5,586Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 15A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,362 - $5,030Average nightly rate before taxes
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Honua Kai Resort
Konea 543/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$981 - $3,589Average 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
Konea 402/4
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,431 - $4,819Average nightly rate before taxes
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Honua Kai Resort
Hokulani 446/7
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$903 - $3,159Average 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
$1,125 - $3,666Average 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
$1,435 - $4,061Average 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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Honua Kai Resort
Hokulani 510/11/12
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Oceanview
Ka'anapali North Beach
$1,413 - $4,972Average nightly rate before taxes