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Hawaii Villas & Luxury Vacation Rentals

North America  ·  USA  ·  Hawaii

397 Villas found
Banyan House
Banyan House
from $ 9000 / nt
16 8 8
Castle Point Estate
Castle Point Estate
from $ 9500 / nt
15 7 8
Hale Komodo
Hale Komodo
from $ 5500 / nt
10 5 6
Diamond Head Villa
Diamond Head Villa
from $ 3000 / nt
10 4 5
Coral Residence
Coral Residence
from $ 1725 / nt
8 3 4
Ginger Residence
Ginger Residence
from $ 1450 / nt
8 3 4
Gardenia Residence 5-201
Gardenia Residence 5-201
from $ 1450 / nt
8 3 3
Blue Lavender
Blue Lavender
from $ 1250 / nt
8 3 4
Aloha Nalu
Aloha Nalu
from $ 1425 / nt
10 4 4
Hale Kai
Hale Kai
from $ 1200 / nt
12 5 4
Hale Mahie
Hale Mahie
from $ 830 / nt
8 4 4
Hale Laulea
Hale Laulea
from $ 795 / nt
11 4 3
Hale Ko Olina Beach Villa Penthouse (O1602)
Hale Ko Olina Beach Villa Penthouse (O1602)
from $ 549 / nt
6 3 2
Hale Lalea Ko Olina Beach Villa (B310)
Hale Lalea Ko Olina Beach Villa (B310)
from $ 795 / nt
6 2 2
Hale Nani Ikena Kai Ko Olina Beach Villa:B-109
Hale Nani Ikena Kai Ko Olina Beach Villa:B-109
from $ 699 / nt
6 2 2
B-903: Hale Kaimana Ko Olina Beach Villa
B-903: Hale Kaimana Ko Olina Beach Villa
from $ 499 / nt
8 3 3
Hale Kai Ko Olina Beach Villa: B-904:
Hale Kai Ko Olina Beach Villa: B-904:
from $ 499 / nt
8 3 3
Hale Makai Ko Olina Beach Villa (O805)
Hale Makai Ko Olina Beach Villa (O805)
from $ 499 / nt
6 3 3

Hawaii

Hawaii Villas & Luxury Vacation Rentals

Discover the best selection of villas in Hawaii for your vacation in one of the top destinations for holiday travelers worldwide. Our collection of luxury Hawaii villas includes private vacation homes with features that are absolutely unique. Panoramic ocean views? Check. Infinity pools with a view of the shoreline? Check. Outdoor cabana? Check.

Standard amenities included at most of our Hawaii villas include free wireless internet, multiple bedrooms & bathrooms, multiple flat-screen TVs, private pool and or jacuzzi, central air conditioning, refrigerator & freezer, coffee makers, and a whole lot more.

Our dedicated concierge team can provide additional accommodations upon request. Most of our Hawaii villas' extra options include a pre-stocked fridge, personal chefs that cook for your entire party, private masseuse services, transport & chauffeur accommodations, and much more. Inquire about these options when speaking with one of our concierge team members.

Popular Hawaii Villa Rental Destinations

Maui Villas  | Oahu Villas |  Big Island Villas |  Kauai Villas

Ultimate Luxury Vacation In Hawaii

Welcome to Hawaii, where volcanic landscapes collide into canopies of lush greenery, and white sand beaches melt into the turquoise sea. The Hawaiian archipelago has long been America’s favorite vacation destination for tropical getaways, and for good reason. Whether launching a honeymoon, family getaway, or business retreat, the state of Hawaii holds the promise of an unforgettable luxury vacation experience, catering to discerning travelers seeking the ultimate retreat to paradise.

Start your trip by booking a beautiful Hawaii villa with accommodations that suit a wide range of vacation itineraries. Whether it's an ocean view seen through floor-to-ceiling windows or a private terrace appointed with an infinity pool and jetted spa, our villa rentals in Hawaii underscore the essence of an upscale tropical holiday.

The Maui Luxury Vacation Experience

Maui is Hawaii’s most popular tourist destination, offering a unique version of traditional seaside relaxation to affluent travelers. Many of its beaches feature distinctive black sands, tinged from nearby volcanoes, while other shorelines offer palm-fringed white sand beaches lined with exclusive Hawaii villas.

Visitors seeking a day of safe swimming head to Kapalua Beach, a destination known for its tranquil waters and oceanfront Kapalua villas. Mau’aka Beach is a mecca for travelers launching aquatic daytime activities, with numerous facilities for snorkeling or swimming with sea turtles, or simply enjoying a tanning session on its soft golden sands. Lanai and Molokai are both famous for their scuba diving sites, and Ho’okipa Beach remains the world’s foremost windsurfing beach for professionals.

With so many beaches to choose from, it’s easy to see why Maui attracts droves of tourists each year to book its beachfront Hawaii villas. However, the adventure inland is just as rich. Head to Lahaina to attend the Old Lahaina Luau, where a celebratory atmosphere welcomes guests to enjoy hula dances, traditional Hawaiian food, and the hospitable populace.

A day hiking the Haleakalā Crater in Haleakalā National Park is best complemented by the astounding evening sunsets that grace the volcanic landscape, while Waihe'e Ridge Trail offers another brilliant landscape for hikers and nature enthusiasts.

Exotic Holidays on the Big Island

Hawaii Island – or Big Island – is another favorite island destination for affluent travelers seeking the ultimate tropical getaway in this state. This massive island comprises five overlapping shield volcanoes, one of which is the famous (but dormant) Mauna Key.

Visitors who book Hawaii villas on the Big Island are in for a treat: they are able to visit the Hawaii Volcanoes National Park to witness active volcanoes spewing fireworks of lava across the landscape.

Aside from these formidable natural monuments, Big Island offers myriad other outdoor adventures to please active vacationers. From enchanting jungles, rich farmland, and stretches of desert, to the white sand beaches along the turquoise sea, Big Island offers unrivaled natural beauty no matter where you reserve your luxury vacation rental.

Guests seeking oceanfront Hawaii villas on Big Island will find no shortage of beaches located nearby private holiday homes. Holiday travelers often enjoy launching their holidayu on Hapuna Beach, famed for its sugary white sands and sparkling turquoise sea waters. Punalu’u offers volcanic-tinged black sands, while Papakōlea features mesmerizing green sand shorelines colored from ancient lava flows.

Ultimate Oahu Vacation

Oahu is a famous Hawaiian island vacation destination for luxury travelers seeking extravagant Hawaii villas bathed beneath the light of a boundless summertime climate. Visitors to Oahu will find the island chock-full of world-famous snorkeling sites, renowned nightlife scenes, white sand beaches, and cultural adventures.

As home to Honolulu, the island attracts tourists seeking a taste of Hawaii’s bustling epicenter – many guests will book a luxury vacation rental here for a business retreat or a holiday filled with cultural daytime activities.  Head south to Waikiki for a more traditional seaside getaway, where a famous expansive of golden sand beaches, extravagant spas and resorts, and private vacation homes offer the ultimate advnture for travelers to Hawaii.

Oahu also features numerous historic sites worth exploring, including the USS Arizona Memorial, the National Memorial Cemetery of the Pacific, the Valley of the Temples Memorial Park, and Pearl Harbor.

Holiday Adventures In Kauai

The island of Kauai attracts travelers seeking the perfect combination of relaxed seaside living and otherworldly natural beauty. An idyllic vacation destination for honeymooners or couples celebrating their anniversary, it’s difficult to find an island topography as enchanting as Kauai landscape. Gleaming white sand beaches, turquoise sea, majestic mountain peaks and cascading waterfalls all converge to offer a sublime version of paradise.

Head to Hanalei Bay on Kauai’s North Shore, where most vacation rentals are surrounded by guava trees, ocean waters, and unspoiled natural scenery. While here, stop by the Ha’ena State Park – an ideal daytime activity for family-friendly retreat and nature enthusiasts. Guests who book a Hawaii villa on the island’s South Shore will find a slew of aquatic daytime activities here, from world-class snorkeling sites and scuba diving launch pads to famous surf breaks.

Whether you choose oceanfront luxury vacation rentals in Maui or Kauai, or the extravagant luxury vacation homes near downtown Honolulu, the state of Hawaii is synonymous with a rich holiday experience. Select from Villaway’s luxury villa rentals on a Hawaiian Island today, and start preparing for a dream tropical getaway.