Luxury Estate,Ocean View, Pool, desired elevation
Relax after a day of exploring to the sounds of nature.
Open the wall and enjoy the ocean view and breeze while lounging on the Restoration Hardware Cloud couch.
Resort style pool and 16 person hot tub with breathtaking ocean views and so peaceful.
Open, spacious kitchen with every cooking amenity you could ask for. Prep your local Kona coffee at the drink station.

Luxury Estate,Ocean View, Pool, desired elevation

5 bedrooms·5 baths
Kailua-Kona • Hawaii
5(43 reviews)

$10,412.50 USD total for 4 nights

Nov 13 – 17, 2026

View of Island of Lanai from Whaler 1063
King Bed
Whaler Grounds
You have arrived!
View of Island of Lanai from Whaler 1063

Whaler 1063 on Ka'anapali Beach, Maui, Hawaii

1 bedroom·1 bath
Kaanapali • Hawaii
4.98(165 reviews)

$1,406.74 USD total for 3 nights

Nov 21 – 24, 2026

Open Tropical living area
King size comfort!
Beautiful rainforest hot tub/shower bathroom
Nicely open full kitchen
Fully equipped kitchen

Kauai Poipu Beach Vacation Rental

1 bedroom·1 bath
Koloa • Hawaii
4.82(335 reviews)

$892.71 USD $818.28 USD total for 3 nights

Nov 7 – 10, 2026

Sit, Relax, and Enjoy our very comfortable Living Room
Sit, Relax, and Enjoy our very comfortable Living Room
Sit, Relax, and Enjoy our very comfortable Living Room
Your kids will sleep comfortably on our queen-size pull-out couch.
Sit, Relax, and Enjoy your private deck

Cozy Tropical Retreat Guest House with AC

1 bedroom·1 bath
Hilo • Hawaii
4.98(300 reviews)

$656.02 USD $604.20 USD total for 3 nights

Nov 5 – 8, 2026

Oceanfront Turtle Cove Maui Pole House Estate image 2
Oceanfront Turtle Cove Maui Pole House Estate image 3
Oceanfront Turtle Cove Maui Pole House Estate image 1
Room for the entire family to enjoy intimate outdoor dining with literally one of the Very Best oceanviews in all of Maui.
Panoramic "Wow" views great you the moment you walk in the front door.

Oceanfront Turtle Cove Maui Home - 5BR, 4BA, A/C

5 bedrooms·4 baths
Lahaina • Hawaii
4.79(150 reviews)

$9,772.04 USD total for 4 nights

Nov 28 – Dec 2, 2026

Beautiful Poipu Sunset Colors!
Poipu Palekaiko Heavenly Escape image 2
Comfortable relaxing couch
Comfy King size bed!
Ocean view dining for two!

Poipu Palekaiko Heavenly Escape

1 bedroom·1 bath
Koloa • Hawaii
4.78(302 reviews)

$857.10 USD total for 3 nights

Dec 4 – 7, 2026

The Kings view at twilight is one of our favorites. Don't let the ocean side spectacular sunset side detract you from this view with pink clouds and frequeent rainbows.
View from the dining area table, or work station if needed.
Resort pool for morning swims before creative work or exploration begins. Peaceful early hours, social when you want it. Most guests here are digital nomads, writers, and remote workers.
Vintage style glass knobbed doors provide privacy between the toilet and shower room and the sink and mirror area to provide "together but separate" privacy. Bath gel, Shampoo and conditioner are provided.
Privacy when it matters. A full wood door between the shower and toilet space and the the sink, cabinet and vanity area.

Beachfront Guest Favorite | Turtles, Seals & Surf

1 bedroom·1 bath
Lahaina • Hawaii
5(15 reviews)

$916.00 USD total for 3 nights

Nov 12 – 15, 2026

Fairways resort pool & Keiki pool
Lava rock hot tub and water falls
Mauna Lani Beach Club (Makaiwa Bay) w/ free-to-use shade canopy lounge chairs
Beach at Makaiwa Bay, aka, Mauna Lani Beach Club
Villa Lava Floor plan and topographical view to pool from lanai

Villa Lava

2 bedrooms·2½ baths
Puako • Hawaii
5(75 reviews)

$2,243.66 USD total for 5 nights

Jan 8 – 13, 2027

Ocean Escape
Ocean Escape
Ocean Escape
Ocean Escape
Ocean Escape

Ocean Escape

0 bedrooms·1 bath
Kihei • Hawaii
5(92 reviews)

$1,103.79 USD total for 3 nights

Nov 20 – 23, 2026

Bedroom
Nice large living room area with beautiful mountain view
Poipulani Paradise Villa..See Special: image 3
Comfy king size bed in large room with beautiful private views
Comfy king size bed

Poipulani Paradise Villa..See Special:

1 bedroom·1 bath
Koloa • Hawaii
4.95(264 reviews)

$922.39 USD total for 3 nights

Dec 11 – 14, 2026

Large pool with sunning ocean view
Private Luxury w/Stunning Views
Private Luxury w/Stunning Views
High end itchen with Sapele mahogany cabinets, granite counters, breakfast bar
True chef's kitchen with 36" induction cooktop, double oven, and two sinks.

Private Luxury w/Stunning Views

4 bedrooms·2½ baths
Kailua-Kona • Hawaii
5(256 reviews)

$5,163.97 USD total for 5 nights

Jan 23 – 28, 2027

Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States

Entire home in Koloa, Hawaii, United States

4 bedrooms·4 baths
Koloa • Hawaii
5(29 reviews)

$9,383.05 USD $8,526.65 USD total for 4 nights

Nov 12 – 16, 2026

View of the living room, kitchen and patio from the bedroom.
View of living room and bedroom with large sliding barn door for privacy.
North Shore Cottage Guest House | AirbnbOahu.com
North Shore Cottage Guest House | AirbnbOahu.com
Bedroom has a queen size bed, ceiling fan, mirror and closet.

North Shore Cottage Guest House | AirbnbOahu.com

1 bedroom·1 bath
Waialua • Hawaii
4.98(291 reviews)

$940.00 USD total for 3 nights

Nov 5 – 8, 2026

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

Remodeled throughout in 2023 including all new decor, furniture (including sofa sleeper), windows and more!
Kamaole II is literally across the street! One of the best beaches in Maui! Kihei Akahi is so conveniently located!
Brand NEW high-end KING size Mattress and Platform Bed! New Tommy Bahama Beach Chairs in the closet.
Dine, read, relax or work from this convenient, quiet 'D' building, ground floor lanai.
Two pools on property: Upper Pool just steps to our DG 06 condo!

Kihei Akahi (2531 S. Kihei Road), #DG06

1 bedroom·1 bath
Kihei • Hawaii
4.97(120 reviews)

$987.22 USD total for 3 nights

Nov 5 – 8, 2026

View from right outside bedroom door.
Sunrise!
Hotel Room w/in beautiful Oceanfront Condo.
Hotel Room w/in beautiful Oceanfront Condo.
Hotel Room w/in beautiful Oceanfront Condo.

Hotel Room w/in beautiful Oceanfront Condo.

1 bedroom·1 bath
Kapaa • Hawaii
4.84(99 reviews)

$1,035.37 USD total for 3 nights

Nov 15 – 18, 2026

Coconut Coast Studio
Coconut Coast Studio, Kauai
Coconut Coast Studio, Kauai
Coconut Coast Studio, Kauai
Coconut Coast Studio, Kauai

Coconut Coast Studio, Kauai

0 bedrooms·1 bath
Kapaa • Hawaii
4.74(54 reviews)

$815.40 USD $723.55 USD total for 3 nights

Nov 15 – 18, 2026

WOW - this is from inside condo
Sunset in the Hot Tub.
Dinner at Sunset. Perfect.
Interior
Interior

Oceanfront, Million-Dollar-View, Renovated Two BDR

2 bedrooms·2 baths
Kihei • Hawaii
5(206 reviews)

$1,702.00 USD $1,227.79 USD total for 3 nights

Nov 8 – 11, 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

Nov 10 – 14, 2026

Sunset on Charley Young Beach
Ocean views from our Lanai
Brand New LG27" Front Load Washer and Dryer, and very quiet
Full-size applicances
View from our kitchen looking towards ocean

Ocean View Paradise! - Maui Vista

2 bedrooms·2 baths
Kihei • Hawaii
4.83(166 reviews)

$2,650.85 USD total for 5 nights

Dec 29, 2026 – Jan 3, 2027

Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub

Breathtaking 180 Ocean Views with Pool, Hot Tub

4 bedrooms·4½ baths
Kailua-Kona • Hawaii
4.73(86 reviews)

$4,349.80 USD total for 5 nights

Dec 13 – 18, 2026

Island Glow Kailua Village downtown/freeparking/AC
Island Glow Kailua Village downtown/freeparking/AC
Island Glow Kailua Village downtown/freeparking/AC
Island Glow Kailua Village downtown/freeparking/AC
Island Glow Kailua Village downtown/freeparking/AC

Island Glow Kailua Village downtown/freeparking/AC

1 bedroom·1 bath
Kailua-Kona • Hawaii
5(53 reviews)

$1,055.74 USD total for 3 nights

Nov 5 – 8, 2026

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA image 1
Spacious living room to relax after a long day sightseeing, snorkeling or swimming at the beach.
Beautiful Pacific Shores Condo, Full AC, 2BR 2BA image 3
Queen size bed with a comfortable mattress for great sleep during your stay. Overhead ceiling fan provides a nice breeze to keep you cool at night.
Beautiful Pacific Shores Condo, Full AC, 2BR 2BA image 5

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA

2 bedrooms·2 baths
Kihei • Hawaii
4.98(182 reviews)

$755.00 USD total for 3 nights

Jan 9 – 12, 2027

Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Beautiful front yard with pool, hot tub, and mountain views!
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach

Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach

5 bedrooms·3 baths
Kailua-Kona • Hawaii
5(33 reviews)

$2,499.00 USD total for 3 nights

Nov 13 – 16, 2026