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.

149 properties
Hokulani 246
Hokulani 246
Hokulani 246
Honua Kai Resort
Hokulani 246/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$837 - $3,177Average nightly rate before taxes
Image 1
Image 2
Image 3
The Kaanapali Alii
Kaanapali Alii 495/496
4 BR
4 BA
Sleeps 15
3614 Sq ft.
Premier Oceanview
Ka'anapali Beach
$920 - $4,267Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Konea 408/10/12
4 BR
3 BA
Sleeps 16
2590 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$928 - $3,484Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 929/33/37
6 BR
6 BA
Sleeps 18
3480 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,897 - $5,067Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 814/5/6
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,163 - $4,215Average nightly rate before taxes
Image 1
Image 2
Image 3
Luana Garden Villas at Honua Kai
Enclave One 5A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,375 - $5,388Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Konea 625/9
6 BR
6 BA
Sleeps 16
3220 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,557 - $5,674Average nightly rate before taxes
Image 1
Image 2
Image 3
The Kaanapali Alii
Kaanapali Alii 312/4/5
6 BR
6 BA
Sleeps 20
5188 Sq ft.
Oceanfront Ground Floor
Ka'anapali Beach
$2,483 - $8,268Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 649/50
5 BR
6 BA
Sleeps 14
3750 Sq ft.
Oceanfront Penthouse
Ka'anapali North Beach
$2,558 - $7,236Average nightly rate before taxes
Image 1
Image 2
Image 3
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
$1,317 - $5,529Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Konea 303/5
4 BR
4 BA
Sleeps 12
2630 Sq ft.
Oceanview
Ka'anapali North Beach
$941 - $3,383Average nightly rate before taxes
New!
Image 1
Image 2
Image 3
Honua Kai Resort
Konea 109/13
4 BR
4 BA
Sleeps 12
2640 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$917 - $3,355Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 446/7/8
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Garden
Ka'anapali North Beach
$1,334 - $4,454Average nightly rate before taxes
Image 1
Image 2
Image 3
The Kaanapali Alii
Kaanapali Alii 241/42
4 BR
4 BA
Sleeps 12
3088 Sq ft.
Oceanview
Ka'anapali Beach
$960 - $3,666Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Konea 148/9
4 BR
4 BA
Sleeps 12
2710 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,157 - $3,605Average nightly rate before taxes
New!
Image 1
Image 2
Image 3
Luana Garden Villas at Honua Kai
Enclave Three 17A/18B
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Grounded
Ka'anapali North Beach
$1,387 - $6,091Average nightly rate before taxes
Image 1
Image 2
Image 3
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
$1,393 - $6,091Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 403/5
5 BR
5 BA
Sleeps 16
3040 Sq ft.
Oceanview
Ka'anapali North Beach
$1,275 - $4,637Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 510/11/12
6 BR
6 BA
Sleeps 18
3300 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$1,370 - $4,972Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Konea 302/3
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,542 - $5,249Average nightly rate before taxes
Image 1
Image 2
Image 3
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
$2,061 - $7,949Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 446/8
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Partial Oceanview
Ka'anapali North Beach
$843 - $2,858Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 510/11/12/13
7 BR
7 BA
Sleeps 22
4000 Sq ft.
Oceanview
Ka'anapali North Beach
$1,813 - $6,250Average nightly rate before taxes
Image 1
Image 2
Image 3
Honua Kai Resort
Hokulani 246/8/50
7 BR
7 BA
Sleeps 20
4435 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,045 - $6,632Average nightly rate before taxes