United States

Hawaii Vacation Rentals

4298+ independent vacation rentals indexed by CielStay

Hawaii is home to over 4,200 independent vacation rentals across six major islands, from oceanfront condos on Maui and Kauai to Big Island lava-coast retreats and Oahu resort-area homes. CielStay indexes properties on all major Hawaiian islands, offering everything from budget-friendly studios to luxury beachfront villas. Year-round tropical weather, world-class snorkeling, and stunning natural scenery make Hawaii one of the most desirable vacation rental markets in the world.

Independent vacation rentals in Hawaii

Top-ranked independent stays, sorted by CielStay authenticity score.

Frank Lloyd Wright House
Verified Authentic

Frank Lloyd Wright House

3 bedrooms

$1,231/night

Oceanview Kehena Black Sand Beach House - spa/pool
Verified Authentic

Oceanview Kehena Black Sand Beach House - spa/pool

2 bedrooms

$466/night

Nanea
Verified Authentic

Nanea

4 bedrooms

$400/night

Anini Ohana Estate - Main and Ohana Guest House - 5BR Home
Verified Authentic

Anini Ohana Estate - Main and Ohana Guest House - 5BR Home

5 bedrooms

$1,161/night

Anini Vista Villa
Verified Authentic

Anini Vista Villa

4 bedrooms

$300/night

Hale Pohaku 5
Verified Authentic

Hale Pohaku 5

2 bedrooms

$533/night

Hale Kona A'ekai Beachfront Home at Kona Bay
Verified Authentic

Hale Kona A'ekai Beachfront Home at Kona Bay

? bedrooms

$2,674/night

Sea Song at Kahili Bay - 3BR Home
Verified Authentic

Sea Song at Kahili Bay - 3BR Home

3 bedrooms

$2,800/night

MVP Pililani House - 5BR Home
Verified Authentic

MVP Pililani House - 5BR Home

5 bedrooms

$1,400/night

Wailea Seashore Suite K507 at Wailea Beach Villas

Wailea Seashore Suite K507 at Wailea Beach Villas

? bedrooms

$1,295/night

Hale Luana

Hale Luana

5 bedrooms

$748/night

The H-House - 3BR Home

The H-House - 3BR Home

3 bedrooms

$280/night

Hale Kahikole - 5BR Home

Hale Kahikole - 5BR Home

5 bedrooms

$5,000/night

Makena Surf - 2BR Condo Ocean Front #F-107

Makena Surf - 2BR Condo Ocean Front #F-107

2 bedrooms

$669/night

Sandcastles Suite L509 at Wailea Beach Villas

Sandcastles Suite L509 at Wailea Beach Villas

? bedrooms

$2,195/night

Frequently asked questions

How many vacation rentals are available in Hawaii, USA?

CielStay indexes 4298+ independent vacation rentals in Hawaii, ranging from cozy studios to large group properties. Availability varies by season, so searching early is recommended for peak travel dates.

What types of properties can I rent in Hawaii, USA?

Hawaii, USA offers a variety of independent vacation rentals including rentals, condos, and private homes. Many properties feature amenities like private pools, outdoor spaces, and fully equipped kitchens for a comfortable self-catering stay.

What is Hawaii, USA best known for as a vacation destination?

Hawaii is home to over 4,200 independent vacation rentals across six major islands, from oceanfront condos on Maui and Kauai to Big Island lava-coast retreats and Oahu resort-area homes. CielStay indexes properties on all major Hawaiian islands, offering everything from budget-friendly studios to luxury beachfront villas. Year-round tropical weather, world-class snorkeling, and stunning natural scenery make Hawaii one of the most desirable vacation rental markets in the world.

Why book an independent vacation rental in Hawaii, USA through CielStay?

CielStay specializes in independent vacation rentals — properties run by individual owners and small managers rather than large hotel chains. Our Wharton Authenticity Score helps surface the most genuine, well-reviewed stays in Hawaii.

Nearby destinations

Explore vacation rentals in nearby areas.