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.
136 available properties
Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$4,867 - $28,748avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Two 9A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach$1,238 - $9,764avg. $/nt before taxes
Honua Kai Resort
Hokulani 814/5/6
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,209 - $9,579avg. $/nt before taxes
Honua Kai Resort
Hokulani 446/7
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach$963 - $9,400avg. $/nt before taxes
Honua Kai Resort
Konea 404/6
3 BR
3 BA
Sleeps 12
2240 Sq ft.
Partial Oceanview
Ka'anapali North Beach$615 - $9,364avg. $/nt before taxes
Honua Kai Resort
Hokulani 105/9
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$921 - $9,400avg. $/nt before taxes
Honua Kai Resort
Konea 143/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$966 - $9,400avg. $/nt before taxes
Honua Kai Resort
Konea K729/37
4 BR
4 BA
Sleeps 12
2180 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,059 - $9,478avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 314/5
4 BR
4 BA
Sleeps 14
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach$1,646 - $10,142avg. $/nt before taxes
Honua Kai Resort
Hokulani 510/11/12
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Partial Oceanview
Ka'anapali North Beach$1,397 - $9,735avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 16A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach$1,887 - $17,814avg. $/nt before taxes
Honua Kai Resort
Hokulani 447/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach$998 - $9,400avg. $/nt before taxes
Honua Kai Resort
Hokulani 246/8/50
7 BR
7 BA
Sleeps 20
4435 Sq ft.
Oceanfront
Ka'anapali North Beach$1,768 - $13,755avg. $/nt before taxes
Honua Kai Resort
Hokulani 105/47
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$1,055 - $9,400avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave One 4A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach$1,236 - $9,764avg. $/nt before taxes
Honua Kai Resort
Hokulani 446/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach$795 - $9,400avg. $/nt before taxes
Honua Kai Resort
Hokulani 625/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,402 - $9,764avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii A312/4
4 BR
4 BA
Sleeps 14
3350 Sq ft.
Garden Ground Floor
Ka'anapali Beach$1,335 - $9,530avg. $/nt before taxes
Honua Kai Resort
Konea 406/7
3 BR
3 BA
Sleeps 14
2240 Sq ft.
Oceanview
Ka'anapali North Beach$805 - $9,364avg. $/nt before taxes
Honua Kai Resort
Konea 725/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,445 - $9,764avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 14C/15B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach$1,428 - $11,744avg. $/nt before taxes
Honua Kai Resort
Konea 210/12/14
3 BR
3 BA
Sleeps 14
2335 Sq ft.
Mountainview
Ka'anapali North Beach$815 - $9,543avg. $/nt before taxes
Honua Kai Resort
Hokulani 1029/34
4 BR
5 BA
Sleeps 12
3040 Sq ft.
Deluxe Oceanview Penthouse
Ka'anapali North Beach$1,267 - $6,820avg. $/nt before taxes
Honua Kai Resort
Hokulani 402/3
6 BR
6 BA
Sleeps 18
4270 Sq ft.
Oceanfront
Ka'anapali North Beach$2,246 - $11,004avg. $/nt before taxes