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Vacation rentals in Princeville

Featured

Living room, open floorplan with panoramic ocean views, sunrise, moonrise, whale watching here. The whole house has wifi speaker playing your musics

Luxe Oceanview Villa-As Seen on TV,Heated Pool,AC image 2

Luxe Oceanview Villa-As Seen on TV,Heated Pool,AC image 3

Elegant dining table set before wide glass doors, framing palm trees and a deep blue ocean. Warm wood accents, tropical-patterned chairs, and bright daylight create a relaxed, resort-style atmosphere

Breathtaking sunrise views over the Pacific Ocean, enjoyed right from the living room, dining, kitchen and bedrooms!

Orchid House: Poipu Koloa Luxury with Ocean Views & Pool, Sleeps 12

4 bedrooms·4½ baths

Koloa • Hawaii

5(186 reviews)

$5,309.79 USD total for 3 nights

Oct 26 – 29, 2026

Featured

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

6 bedrooms·6 baths

Koloa • Hawaii

5(18 reviews)

$14,451.45 USD total for 3 nights

Nov 29 – Dec 2, 2026

4 Bedroom Princeville at Hanalei Modern Retreat -

4 Bedroom Princeville at Hanalei Modern Retreat -

4 Bedroom Princeville at Hanalei Modern Retreat -

4 Bedroom Princeville at Hanalei Modern Retreat -

4 Bedroom Princeville at Hanalei Modern Retreat -

4 Bedroom Princeville at Hanalei Modern Retreat -

4 bedrooms·2½ baths

Princeville • Hawaii

4.98(132 reviews)

$685/ night(excl. fees & taxes)

Direct Ocean View 2 BR The Cliffs, Kauai

Direct Ocean View 2 BR The Cliffs, Kauai

Direct Ocean View 2 BR The Cliffs, Kauai

Direct Ocean View 2 BR The Cliffs, Kauai

Direct Ocean View 2 BR The Cliffs, Kauai

Direct Ocean View 2 BR The Cliffs, Kauai

2 bedrooms·2 baths

Princeville • Hawaii

$371/ night(excl. fees & taxes)

The Cliffs Bluff Ocean View 2BR, Kauai

The Cliffs Bluff Ocean View 2BR, Kauai

The Cliffs Bluff Ocean View 2BR, Kauai

The Cliffs Bluff Ocean View 2BR, Kauai

The Cliffs Bluff Ocean View 2BR, Kauai

The Cliffs Bluff Ocean View 2BR, Kauai

2 bedrooms·2 baths

Princeville • Hawaii

$2,597.00 USD total for 7 nights

Jan 1 – 8, 2027

Mountain Waterfall Views, 3BR "Makana Breeze"

Mountain Waterfall Views, 3BR "Makana Breeze"

Mountain Waterfall Views, 3BR "Makana Breeze"

Mountain Waterfall Views, 3BR "Makana Breeze"

Mountain Waterfall Views, 3BR "Makana Breeze"

Mountain Waterfall Views, 3BR "Makana Breeze"

3 bedrooms·3 baths

Princeville • Hawaii

4.88(42 reviews)

$6,192.90 USD total for 5 nights

Oct 25 – 30, 2026

Private Patio with Whitewater Views

Lush Backyard Surrounds the Infinity Edge Pool

Terraced Property to the End of the Point

Privacy on a Peninsula

Watch the Sunset from the End of the Point

Kauai Vacation Rental at Honu Point

3 bedrooms·4 baths

Princeville • Hawaii

5(144 reviews)

$10,085.58 USD total for 4 nights

Oct 28 – Nov 1, 2026

Just another day at The Dolphin Hale where the view is constantly changing.

E Komo Mai! (Welcome!)

Aloha from Hina (Sun) and Hoku (Star)

Open Floor Plan - Living, Dining & Kitchen all flow seamlessly.

Foyer - Upstairs to Main Living Area, Downstairs to 4 of 5 Bedrooms

The Dolphin Hale LLC

5 bedrooms·4½ baths

Princeville • Hawaii

5(158 reviews)

$6,671.61 USD $6,184.90 USD total for 4 nights

Oct 30 – Nov 3, 2026

Private back patio with rain shower and hot tub

Living room (sleeper sofa)

3BR Kauai Princeville Family Haven

3BR Kauai Princeville Family Haven

3 bedrooms·2 baths

Princeville • Hawaii

5(3 reviews)

$2,509.14 USD total for 4 nights

Oct 27 – 31, 2026

Tropical bay and mountain panorama with sailboats and a rainbow view.

Walk to Beach | Pool, Spa, AC | Resort Stay for 7! - Apartment

Living Room with Bay View
Panoramic paradise. Floor-to-ceiling windows open to breathtaking Hanalei Bay views — your serene base on Kauai’s North Shore.

Wake up to the sound of the ocean and a view of the majestic Makana mountains!

Kitchen + Bar Seating
Modern comfort meets island ease. A fully stocked vacation rental condo with everything you need to cook, unwind, and connect.

Walk to Beach | Pool, Spa, AC | Resort Stay for 7! - Apartment

2 bedrooms·2 baths

Princeville • Hawaii

$2,143.05 USD total for 3 nights

Oct 27 – 30, 2026

Private kitchen

Bedroom with White Linens Overlooks Bali Hai and Hanalei Bay

Hanalei Bay Resort #4222

1 bedroom·1 bath

Princeville • Hawaii

5(6 reviews)

$1,540.80 USD total for 3 nights

Nov 1 – 4, 2026

Hanalei Bay Resort 2BD/2BA

2 bedrooms·2 baths

Princeville • Hawaii

$2,616.16 USD total for 3 nights

Dec 12 – 15, 2026

Property grounds

Property grounds

Hanalei Bay Resort #4221

1 bedroom·1 bath

Princeville • Hawaii

5(9 reviews)

$982.02 USD total for 3 nights

Oct 29 – Nov 1, 2026

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

4 bedrooms·3 baths

Princeville • Hawaii

$3,395.84 USD total for 3 nights

Oct 24 – 27, 2026

Large Kitchen with everything you need

Luxury Princeville Retreat, Private Pool & Spa, 4 Bedrooms & 4 baths, Sleeps 10

4 bedrooms·4 baths

Princeville • Hawaii

5(166 reviews)

$5,144.91 USD total for 4 nights

Nov 2 – 6, 2026

Shearwater Ocean View 2 BR Condo, Kauai

Shearwater Ocean View 2 BR Condo, Kauai

Shearwater Ocean View 2 BR Condo, Kauai

Shearwater Ocean View 2 BR Condo, Kauai

Shearwater Ocean View 2 BR Condo, Kauai

Shearwater Ocean View 2 BR Condo, Kauai

2 bedrooms·2 baths

Princeville • Hawaii

$6,160.00 USD total for 7 nights

Jan 1 – 8, 2027

Mauna Kai Tranquil Retreat

Open Living Room

Lush relaxing space

Mauna Kai Tranquil Retreat

3 bedrooms·2 baths

Princeville • Hawaii

5(3 reviews)

$1,799.57 USD total for 3 nights

Oct 20 – 23, 2026

View from the parking lot

Living / Dining room / Kitchen

Living / Dining room

High ceiling, view from 2nd floor bedroom

Beautiful Princeville townhouse, beach toys, bbq.

2 bedrooms·2 baths

Princeville • Hawaii

4.84(168 reviews)

$1,031.50 USD total for 3 nights

Nov 6 – 9, 2026

Ocean & Mountain View Retreat in Gated Princeville

Ocean & Mountain View Retreat in Gated Princeville

Ocean & Mountain View Retreat in Gated Princeville

Ocean & Mountain View Retreat in Gated Princeville

Ocean & Mountain View Retreat in Gated Princeville

Ocean & Mountain View Retreat in Gated Princeville

3 bedrooms·3 baths

Princeville • Hawaii

$2,550.00 USD total for 3 nights

Nov 2 – 5, 2026

Beachcomber Bungalow Steps to the Beach TVNC#1058

front of the house from the driveway

Front door and side yard

living room couch

Beachcomber Bungalow Steps to the Beach TVNC#1058

3 bedrooms·2 baths

Kauai County • Hawaii

4.84(44 reviews)

$3,234.90 USD total for 5 nights

Oct 20 – 25, 2026

A 1 minute walk to white sandy beach, excellent snorkeling and swimming.

front of house from driveway

walking in the front door view of living room and kitchen

Keiki Leo beach house TVNC#1117

3 bedrooms·2 baths

Kauai County • Hawaii

4.88(25 reviews)

$3,220.19 USD total for 5 nights

Oct 20 – 25, 2026

Kauai Camping and Drive in a 2021 Camper Truck Glamping Style

Kauai Camping and Drive in a 2021 Camper Truck Glamping Style

Kauai Camping and Drive in a 2021 Camper Truck Glamping Style

Kauai Camping and Drive in a 2021 Camper Truck Glamping Style

Kauai Camping and Drive in a 2021 Camper Truck Glamping Style

Kauai Camping and Drive in a 2021 Camper Truck Glamping Style

2 bedrooms·1 bath

Anahola • Hawaii

$660.73 USD total for 3 nights

Oct 20 – 23, 2026

Private kitchen

Cozy 2-bedroom condo centrally located in charming Kapaʻa with AC

2 bedrooms·1 bath

Kapaa • Hawaii

$1,246.48 USD total for 3 nights

Nov 3 – 6, 2026

A beach view right from the living room!

A picture-perfect setting for your morning coffee! We are facing East so you will see some amazing sunrises.

Custom made Hawaiian furniture.

Another view of the living and dining area. Hallway to the right leads to the bedrooms and bathrooms.

Spacious kitchen and dining area for you to enjoy.

Exquisite Oceanfront home, 4Bed/2B, Sleeps 8, A/C

4 bedrooms·2 baths

Kapaa • Hawaii

4.85(13 reviews)

$4,124.10 USD total for 4 nights

Oct 20 – 24, 2026