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.
135 available properties
Luxury Homes
Kaanapali Beachfront Estate
9 BR
10 BA
Sleeps 22
11076 Sq ft.
Oceanfront
$4,469 - $27,314avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 271/2
4 BR
4 BA
Sleeps 12
3088 Sq ft.
Premier Oceanview
Ka'anapali Beach$1,133 - $3,709avg. $/nt before taxes
Honua Kai Resort
Hokulani 403/4
6 BR
6 BA
Sleeps 18
3880 Sq ft.
Premier Oceanview
Ka'anapali North Beach$1,856 - $5,700avg. $/nt before taxes
Honua Kai Resort
Konea 645/9
5 BR
5 BA
Sleeps 14
3245 Sq ft.
Premier Oceanview
Ka'anapali North Beach$1,295 - $4,388avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 495/496
4 BR
4 BA
Sleeps 15
3614 Sq ft.
Premier Oceanview
Ka'anapali Beach$1,157 - $4,195avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 3114/6
5 BR
4 BA
Sleeps 16
3488 Sq ft.
Oceanfront Penthouse
Ka'anapali Beach$2,012 - $6,176avg. $/nt before taxes
Honua Kai Resort
Konea 148/9
4 BR
4 BA
Sleeps 12
2710 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$1,116 - $2,350avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Two 8A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,593 - $5,679avg. $/nt before taxes
Honua Kai Resort
Konea 350/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach$2,063 - $8,069avg. $/nt before taxes
Honua Kai Resort
Hokulani 301/2
6 BR
6 BA
Sleeps 16
4490 Sq ft.
Oceanfront
Ka'anapali North Beach$2,293 - $8,741avg. $/nt before taxes
Honua Kai Resort
Hokulani 246/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach$965 - $3,242avg. $/nt before taxes
Honua Kai Resort
Hokulani 814/5/6/8
5 BR
5 BA
Sleeps 18
3540 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,405 - $5,075avg. $/nt before taxes
Honua Kai Resort
Hokulani 929/30
4 BR
4 BA
Sleeps 12
2365 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,064 - $3,831avg. $/nt before taxes
Honua Kai Resort
Konea 407/8
4 BR
3 BA
Sleeps 14
2245 Sq ft.
Oceanview
Ka'anapali North Beach$1,065 - $3,005avg. $/nt before taxes
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$2,391 - $8,554avg. $/nt before taxes
Honua Kai Resort
Konea 145/9
5 BR
5 BA
Sleeps 14
3245 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$1,414 - $4,486avg. $/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$1,578 - $5,679avg. $/nt before taxes
Honua Kai Resort
Hokulani 546/49/51
7 BR
7 BA
Sleeps 22
4465 Sq ft.
Oceanfront
Ka'anapali North Beach$2,167 - $7,637avg. $/nt before taxes
Honua Kai Resort
Hokulani 250/51
6 BR
6 BA
Sleeps 16
4470 Sq ft.
Oceanfront
Ka'anapali North Beach$1,931 - $8,069avg. $/nt before taxes
Honua Kai Resort
Konea 746/9
4 BR
4 BA
Sleeps 14
2730 Sq ft.
Premier Oceanview
Ka'anapali North Beach$1,189 - $3,760avg. $/nt before taxes
Honua Kai Resort
Hokulani 403/5
5 BR
5 BA
Sleeps 16
3040 Sq ft.
Oceanview
Ka'anapali North Beach$1,514 - $4,718avg. $/nt before taxes
Honua Kai Resort
Konea 550/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach$2,159 - $9,245avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 10A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach$2,560 - $8,355avg. $/nt before taxes