101 luxury homes to rent in Hawaii

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811 SeaSpirit at Andaz Maui

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $2,395 / night

approx $798 / bedroom

K308 Blue Horizons at Wailea Beach Villas

Wailea - Maui

  • 8 people
  • 4 bedrooms
  • 3 bathrooms

from $1,145 / night

approx $286 / bedroom

110D Fairway Villa - Hualalai Resort

Hualalai - Kona

  • 4 people
  • 2 bedrooms
  • 2 bathrooms

from $903 / night

approx $452 / bedroom

Wailea Sunset Bungalow

Wailea - Maui

  • 4 people
  • 2 bedrooms
  • 1 bathroom

from $875 / night

approx $438 / bedroom

Wailea Sunset Estate

Wailea - Maui

  • 10 people
  • 4 bedrooms
  • 6 bathrooms

from $2,915 / night

approx $729 / bedroom

C201 Castaway Cove at Wailea Beach Villas

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $1,095 / night

approx $365 / bedroom

Hale Napili

Napili - Maui

  • 14 people
  • 5 bedrooms
  • 4 bathrooms

from $1,800 / night

approx $360 / bedroom

810 SeaGlass at Andaz Maui

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $1,995 / night

approx $665 / bedroom

G102 Floral Gardens Pool Villa at Wailea Beach Villas

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $1,145 / night

approx $382 / bedroom

D101 Coco Palms Pool Villa at Wailea Beach Villas

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $2,025 / night

approx $675 / bedroom

A201 Royal Ilima at Wailea Beach Villas

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $2,850 / night

approx $950 / bedroom

The Secret Beach House

Kilauea - Kauai

  • 12 people
  • 7 bedrooms
  • 7 bathrooms

from $4,200 / night

approx $600 / bedroom

Hale Nene

Kilauea - Kauai

  • 4 people
  • 1-3 bedrooms
  • 3 bathrooms

from $1,250 / night

approx $1,250 / bedroom

Kai Halulu

Kilauea - Kauai

  • 7 people
  • 3 bedrooms
  • 4 bathrooms

from $800 / night

approx $267 / bedroom

19 Hainoa

Hualalai - Kona

  • 8 people
  • 3 bedrooms
  • 3 bathrooms

from $1,224 / night

approx $408 / bedroom

Wailea Inn

Kihei - Maui

  • 35 people
  • 14 bedrooms
  • 12 bathrooms

from $2,800 / night

approx $200 / bedroom

Holo Makani

Haena - Kauai

  • 8 people
  • 3 bedrooms
  • 3 bathrooms

from $1,300 / night

approx $433 / bedroom

Sea Song

Kilauea - Kauai

  • 8 people
  • 1-3 bedrooms
  • 5 bathrooms

from $1,000 / night

approx $1,000 / bedroom

Anini Vista Drive Estate

Anini Beach - Kilauea

  • 10 people
  • 3-5 bedrooms
  • 6 bathrooms

from $2,500 / night

approx $833 / bedroom

Makana Akua

Haena - Kauai

  • 4 people
  • 2 bedrooms
  • 2 bathrooms

from $1,017 / night

approx $509 / bedroom

Hale Aku in Hanalei

Hanalei - Kauai

  • 9 people
  • 2-4 bedrooms
  • 5 bathrooms

from $750 / night

approx $375 / bedroom

King Hale

Haena - Kauai

  • 10 people
  • 4 bedrooms
  • 4 bathrooms

from $850 / night

approx $213 / bedroom

Nia Residence

Kapalua - Maui

  • 8 people
  • 3 bedrooms
  • 4 bathrooms

from $1,250 / night

approx $417 / bedroom

Wailea Inn - Penthouse

Kihei - Maui

  • 17 people
  • 6 bedrooms
  • 6 bathrooms

from $1,720 / night

approx $287 / bedroom

Wailea Inn - Lele Hideaway

Kihei - Maui

  • 8 people
  • 3 bedrooms
  • 2 bathrooms

from $499 / night

approx $166 / bedroom

Wailea Inn - Ohana Hale

Kihei - Maui

  • 5 people
  • 2 bedrooms
  • 2 bathrooms

from $399 / night

approx $200 / bedroom

Ocean Breeze Maui

Kapalua - Maui

  • 6 people
  • 3 bedrooms
  • 3 bathrooms

from $695 / night

approx $232 / bedroom

72143 Pakui Hualalai

Hualalai - Kona

  • 6 people
  • 3 bedrooms
  • 3 bathrooms

from $2,500 / night

approx $833 / bedroom

813 Amore Aloha at Andaz Maui

Wailea - Maui

  • 6 people
  • 3 bedrooms
  • 4 bathrooms

from $2,450 / night

approx $817 / bedroom

Honu Pani

Mauna Lani Resort - Kohala

  • 10 people
  • 4-5 bedrooms
  • 5 bathrooms

from $3,700 / night

approx $925 / bedroom