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2006 Conde Nast Traveler Villa Rental Specialist
Hawaii Villa Rentals Photos

Hawaii Villa Rentals

Below is our luxury selection of the most sought after Hawaii villas and vacation rental homes.


1-2 Bedroom Villas | 3 Bedroom Villas | 4-5 Bedroom Villas | 6+ Bedroom Villas | Hawaii Guide
1-2 Bedroom Hawaii Villas
Hawaii Rental Villa
 BRs
 Bths
 Pool
 Location
 High Season
# Guests / Cost Per Night
 Low Season
# Guests / Cost Per Night
Makapuu Suite1
1-2
$355
1-2
On Request
Once in a Lifetime1
25 Ahuula Place at Mauna Kea2
3-4
$895
3-4
On Request
28 Ahuula Place at Mauna Kea2
3-4
$895
3-4
On Request
Best of the Best2
Diamond Head Estate2
Grand Seascape at Wailea Beach Villas2
3-4
On Request
3-4
$1,125
Hibiscus Suite2
3-4
$400
3-4
On Request
Island Oasis at Wailea Beach Villas2
3-4
On Request
3-4
$895
Kaanapali Alii2
Lap of Luxury2
Loko Wai at Hualalai2
3-4
$2,500
3-4
On Request
Oahu Suite2
3-4
$400
3-4
On Request
Penthouse 12
1-2
$430
1-2
On Request
Sea Spirit at Wailea Beach Villas2
3-4
On Request
3-4
$1,025
Seaview Sanctuary at Wailea Beach Villas2
3-4
On Request
3-4
$995
Sun Splash at Wailea Beach Villas2
3-4
On Request
3-4
$1,175
The Residential Suites at the Ritz Carlton Kapalua2
Tommy Bahama Suite2
Ultra Luxury Penthouse2
Wailea Sunset Bungalow2
3-4
On Request
3-4
$600
Waiulu at Hualalai2
3-4
$1,600
3-4
On Request

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1-2 Bedroom Villas | 3 Bedroom Villas | 4-5 Bedroom Villas | 6+ Bedroom Villas | Hawaii Guide
3 Bedroom Hawaii Villas
Hawaii Rental Villa
 BRs
 Bths
 Pool
 Location
 High Season
# Guests / Cost Per Night
 Low Season
# Guests / Cost Per Night
Beach Breezes H201 at Wailea Beach Villas33
5-6
On Request
5-6
$1,275
Black Point Villa3
City Lights3
Coconut Grove Beach3
5-6
$1,500
5-6
On Request
Diamond Head Tiki Estate3
5-6
$2,285
5-6
On Request
Elements Upcountry3
Fairmont Kea Lani Maui3
Fairway at Hualalai3
5-6
$2,100
5-6
On Request
Gold Coast Ohana Estate3
Golden Mandarin at Wailea Beach Villas3
5-6
On Request
5-6
$2,200
Hawaiian Seascape3
5-6
On Request
5-6
$1,570
Hibiscus Villa3
Ho'olei at Grand Wailea3
5-6
$1,000
5-6
On Request
Indigo Sea View3
1-6
$1,600
1-6
$1,300
Kahakai at Hualalai3
5-6
$3,000
5-6
On Request
Ka`ulu at Hualalai3
5-6
$2,100
5-6
On Request
Ke Alaula 7th Fairway at Hualalai3
5-6
$2,100
5-6
On Request
Ke Alaulu Ocean at Hualalai3
5-6
$2,100
5-6
On Request
Kolepa at Hualalai3
5-6
$3,000
5-6
On Request
Makena Surf3
Maui - 310 Cook Pine Drive33.20
1-6
$2,000
1-6
$2,000
Mer Et Soleil at Wailea Beach Villas3
5-6
On Request
5-6
$1,425
Moani Heights at Mauna Kea Resort3
5-6
$1,245
5-6
On Request
One Mahiole Place at Mauna Kea - Big Island3
Pauoa Beach at Mauna Lani - Big Island3
5-6
On Request
5-6
$1,895
Royal Circle Palace3
Royal Ilima at Wailea Beach Villas3
Sea Shell Beach3
5-6
On Request
5-6
$2,100
The Ocean Pearl at Wailea Beach Villas3
5-6
On Request
5-6
$1,395
The Villas at Mauna Kea3
3-4
$1,200
5-6
$1,500
3-4
On Request
5-6
On Request
Turquoise Cove at Makena Surf3
5-6
$1,950
5-6
$1,000
Wailea Beach Villas3
Wawae at Hualalai3
5-6
$3,000
5-6
On Request

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1-2 Bedroom Villas | 3 Bedroom Villas | 4-5 Bedroom Villas | 6+ Bedroom Villas | Hawaii Guide
4-5 Bedroom Hawaii Villas
Hawaii Rental Villa
 BRs
 Bths
 Pool
 Location
 High Season
# Guests / Cost Per Night
 Low Season
# Guests / Cost Per Night
Blue Horizons at Wailea Beach Villas4
7-8
On Request
7-8
$1,325
Ginger and Palm Suite at Wailea Beach Villas4
1-8
$1,700
1-8
$1,100
Hainoa Estate Home at Hualalai4
7-8
$4,000
7-8
On Request
Hale Kea # 17 at Mauna Kea4
7-8
$1,245
7-8
On Request
Hale Maluhia4
Hale O Ka Nai'a4
7-8
$700
7-8
On Request
Kahala 5 Star Estate4
Kahala Gardenia Escape4
Kapalua Villas4
Kauna'oa at Mauna Kea4
5-6
$2,500
7-8
$3,000
5-6
On Request
7-8
On Request
Ka`anapali Hawaiiana House4
Laueki Estate Home at Hualalai4
7-8
$4,500
7-8
On Request
Maui - 208 Crestview44.5
1-8
$4,000
1-8
$4,000
Maui - 520 Pacific Drive44.5
1-8
$3,500
1-8
$3,500
Maui - 628 Silversword44.5
1-8
$4,000
1-8
$4,000
Mauna Lani Five Mountains 114
7-8
$1,450
7-8
On Request
Moana Hideaway4
7-8
$1,600
7-8
On Request
Ocean Villas at Turtle Bay Resort4
Pacific Sunset at Wailea Beach Villas4
7-8
On Request
7-8
$1,425
Wailea Sunset Estate4
5-6
On Request
7-8
On Request
5-6
$2,350
7-8
$2,700
Whale Watch Way4
7-8
$4,500
7-8
On Request
Honu Hale5
9-10
$1,145
9-10
On Request
Maui - 304 Cook Pine Drive55.5
1-10
$4,000
1-10
$4,000
Oahu Oceanfront Estate5
9-10
$3,570
9-10
On Request
Tropical Oasis5
9-10
On Request
9-10
$1,500
Villa in the Sun5

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1-2 Bedroom Villas | 3 Bedroom Villas | 4-5 Bedroom Villas | 6+ Bedroom Villas | Hawaii Guide
6+ Bedroom Hawaii Villas
Hawaii Rental Villa
 BRs
 Bths
 Pool
 Location
 High Season
# Guests / Cost Per Night
 Low Season
# Guests / Cost Per Night
Hale Pueo at Kapalua6
7-8
$6,000
11-12
$7,000
7-8
On Request
11-12
On Request
Kahala Mini Resort6
11-12
$2,430
11-12
On Request
Sullivan Estate6
Kon Tiki Hale7

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