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
$6,654 - $32,022avg. $/nt before taxes
Honua Kai Resort
Konea 401/2
5 BR
5 BA
Sleeps 14
3850 Sq ft.
Oceanfront
Ka'anapali North Beach$1,852 - $4,151avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave One 5A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,405 - $5,679avg. $/nt before taxes
Honua Kai Resort
Konea 525/9
6 BR
6 BA
Sleeps 18
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,448 - $5,679avg. $/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$2,272 - $7,750avg. $/nt before taxes
Honua Kai Resort
Konea 712/3
4 BR
3 BA
Sleeps 12
2240 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$803 - $2,006avg. $/nt before taxes
Honua Kai Resort
Konea 625/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,463 - $5,679avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave One 2A/B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach$1,568 - $5,845avg. $/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$1,309 - $4,060avg. $/nt before taxes
Honua Kai Resort
Hokulani 729/30
4 BR
4 BA
Sleeps 12
2365 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$920 - $3,737avg. $/nt before taxes
Honua Kai Resort
Hokulani 814/5/8
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$1,077 - $4,027avg. $/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$2,400 - $8,415avg. $/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$1,378 - $5,029avg. $/nt before taxes
Honua Kai Resort
Hokulani 403/5
5 BR
5 BA
Sleeps 16
3040 Sq ft.
Oceanview
Ka'anapali North Beach$1,328 - $4,693avg. $/nt before taxes
The Kaanapali Alii
Kaanapali Alii 271/2/4
6 BR
6 BA
Sleeps 18
4632 Sq ft.
Premier Oceanview
Ka'anapali Beach$1,884 - $4,014avg. $/nt before taxes
Honua Kai Resort
Hokulani 446/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach$908 - $3,293avg. $/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$1,532 - $5,679avg. $/nt before taxes
Honua Kai Resort
Konea 746/9
4 BR
4 BA
Sleeps 14
2730 Sq ft.
Premier Oceanview
Ka'anapali North Beach$1,185 - $3,737avg. $/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$1,239 - $4,486avg. $/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$1,308 - $5,886avg. $/nt before taxes
Honua Kai Resort
Hokulani 929/30
4 BR
4 BA
Sleeps 12
2365 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach$945 - $3,841avg. $/nt before taxes
Honua Kai Resort
Hokulani 144/5/7
5 BR
5 BA
Sleeps 16
2895 Sq ft.
Garden Ground Floor
Ka'anapali North Beach$1,198 - $4,502avg. $/nt before taxes
Luana Garden Villas at Honua Kai
Enclave Three 17A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach$1,346 - $5,679avg. $/nt before taxes