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
Honua Kai Resort
Konea 143/4/5
5 BR
5 BA
Sleeps 16
3395 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$1,359 - $9,657avg. $/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 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
Luana Garden Villas at Honua Kai
Enclave One 6A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Partial Oceanview
Ka'anapali North Beach$1,382 - $9,764avg. $/nt before taxes
Honua Kai Resort
Hokulani 510/1
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Oceanview
Ka'anapali North Beach$951 - $9,400avg. $/nt before taxes
Honua Kai Resort
Konea 350/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach$1,856 - $15,930avg. $/nt before taxes
Honua Kai Resort
Hokulani 250/51
6 BR
6 BA
Sleeps 16
4470 Sq ft.
Oceanfront
Ka'anapali North Beach$1,936 - $11,300avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Two 8A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,483 - $9,764avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 495/496
4 BR
4 BA
Sleeps 15
3614 Sq ft.
Premier Oceanview
Ka'anapali Beach$1,243 - $9,504avg. $/nt before taxes
Honua Kai Resort
Hokulani 105/9/11
6 BR
6 BA
Sleeps 18
3500 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$1,430 - $9,735avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave One 2A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,162 - $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$1,224 - $9,579avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 312/4/5
6 BR
6 BA
Sleeps 20
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach$2,299 - $12,098avg. $/nt before taxes
Honua Kai Resort
Konea 302/3
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach$1,474 - $9,582avg. $/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$1,172 - $11,744avg. $/nt before taxes
Honua Kai Resort
Konea 303/4/5
6 BR
6 BA
Sleeps 20
3880 Sq ft.
Partial Oceanview
Ka'anapali North Beach$1,439 - $9,735avg. $/nt before taxes
Honua Kai Resort
Konea 407/8
4 BR
3 BA
Sleeps 14
2245 Sq ft.
Oceanview
Ka'anapali North Beach$807 - $9,364avg. $/nt before taxes
Honua Kai Resort
Konea 302/4
5 BR
5 BA
Sleeps 14
3480 Sq ft.
Oceanfront
Ka'anapali North Beach$1,476 - $9,582avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 16A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach$1,887 - $17,419avg. $/nt before taxes
Honua Kai Resort
Hokulani 402/4
6 BR
6 BA
Sleeps 16
4270 Sq ft.
Oceanfront
Ka'anapali North Beach$2,167 - $11,859avg. $/nt before taxes
Honua Kai Resort
Konea 401/2
5 BR
5 BA
Sleeps 14
3850 Sq ft.
Oceanfront
Ka'anapali North Beach$1,885 - $9,634avg. $/nt before taxes
Honua Kai Resort
Hokulani 634/6
4 BR
4 BA
Sleeps 12
2320 Sq ft.
Oceanview
Ka'anapali North Beach$722 - $9,400avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 3114/6
5 BR
4 BA
Sleeps 16
3488 Sq ft.
Oceanfront Penthouse
Ka'anapali Beach$1,656 - $10,161avg. $/nt before taxes