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
$4,469 - $28,748avg. $/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$1,539 - $7,617avg. $/nt before taxes
Honua Kai Resort
Konea 404/6
3 BR
3 BA
Sleeps 12
2240 Sq ft.
Partial Oceanview
Ka'anapali North Beach$775 - $4,193avg. $/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$1,753 - $9,612avg. $/nt before taxes
Honua Kai Resort
Konea 348/50
4 BR
4 BA
Sleeps 12
3010 Sq ft.
Oceanfront
Ka'anapali North Beach$1,427 - $7,245avg. $/nt before taxes
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$3,517 - $17,346avg. $/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 - $12,260avg. $/nt before taxes
Honua Kai Resort
Hokulani 446/7/8
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Garden
Ka'anapali North Beach$1,519 - $7,689avg. $/nt before taxes
Honua Kai Resort
Hokulani 248/50/51
8 BR
8 BA
Sleeps 22
5570 Sq ft.
Oceanfront
Ka'anapali North Beach$2,458 - $13,808avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Two 7C/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach$1,369 - $8,345avg. $/nt before taxes
Honua Kai Resort
Konea 402/4/6
6 BR
6 BA
Sleeps 20
4425 Sq ft.
Oceanfront
Ka'anapali North Beach$1,887 - $9,835avg. $/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 - $5,845avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 15A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,491 - $8,673avg. $/nt before taxes
Honua Kai Resort
Konea 543/5
4 BR
4 BA
Sleeps 14
2630 Sq ft.
Oceanview
Ka'anapali North Beach$1,087 - $5,347avg. $/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 - $6,069avg. $/nt before taxes
Honua Kai Resort
Konea 406/7
3 BR
3 BA
Sleeps 14
2240 Sq ft.
Oceanview
Ka'anapali North Beach$934 - $4,359avg. $/nt before taxes
Honua Kai Resort
Hokulani 246/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach$1,163 - $5,015avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 15A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach$1,535 - $9,002avg. $/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$1,231 - $5,028avg. $/nt before taxes
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$3,155 - $17,346avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 16A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,655 - $8,673avg. $/nt before taxes
Honua Kai Resort
Konea 302/3/4/5
9 BR
9 BA
Sleeps 28
6110 Sq ft.
Oceanfront
Ka'anapali North Beach$2,495 - $13,088avg. $/nt before taxes
Honua Kai Resort
Konea 401/2
5 BR
5 BA
Sleeps 14
3850 Sq ft.
Oceanfront
Ka'anapali North Beach$2,245 - $8,974avg. $/nt before taxes