Location

Dates

Guests

Vacation rentals in Hawaii

Serene Maui Retreat | Walk to Beach & Shops

Serene Maui Retreat | Walk to Beach & Shops

Serene Maui Retreat | Walk to Beach & Shops

Serene Maui Retreat | Walk to Beach & Shops

Serene Maui Retreat | Walk to Beach & Shops

Serene Maui Retreat | Walk to Beach & Shops

1 bedroom·1 bath

Wailea-Makena • Hawaii

$827.50 USD total for 3 nights

Nov 5 – 8, 2026

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Beachfront Bliss | Walk to Sand, Pool, Restaurants

1 bedroom·2 baths

Wailea-Makena • Hawaii

$1,534.00 USD total for 3 nights

Nov 8 – 11, 2026

5-Min Walk Beach Condo w/Pool, Hot Tub, Free Parking

5-Min Walk Beach Condo w/Pool, Hot Tub, Free Parking

5-Min Walk Beach Condo w/Pool, Hot Tub, Free Parking

5-Min Walk Beach Condo w/Pool, Hot Tub, Free Parking

5-Min Walk Beach Condo w/Pool, Hot Tub, Free Parking

5-Min Walk Beach Condo w/Pool, Hot Tub, Free Parking

1 bedroom·1 bath

Wailea-Makena • Hawaii

$1,459.00 USD total for 3 nights

Nov 8 – 11, 2026

Beachfront Studio | Walk to Kamaole Beach + Pools

Beachfront Studio | Walk to Kamaole Beach + Pools

Beachfront Studio | Walk to Kamaole Beach + Pools

Beachfront Studio | Walk to Kamaole Beach + Pools

Beachfront Studio | Walk to Kamaole Beach + Pools

Beachfront Studio | Walk to Kamaole Beach + Pools

1 bedroom·1 bath

Wailea-Makena • Hawaii

$928.00 USD total for 3 nights

Nov 10 – 13, 2026

Luxe Maui Beach Retreat | Walk to Kamaole Beach

Luxe Maui Beach Retreat | Walk to Kamaole Beach

Luxe Maui Beach Retreat | Walk to Kamaole Beach

Luxe Maui Beach Retreat | Walk to Kamaole Beach

Luxe Maui Beach Retreat | Walk to Kamaole Beach

Luxe Maui Beach Retreat | Walk to Kamaole Beach

1 bedroom·1 bath

Wailea-Makena • Hawaii

$1,043.50 USD total for 3 nights

Nov 5 – 8, 2026

Steps to Beach | Hot Tub | Luxe Maui Retreat

Steps to Beach | Hot Tub | Luxe Maui Retreat

Steps to Beach | Hot Tub | Luxe Maui Retreat

Steps to Beach | Hot Tub | Luxe Maui Retreat

Steps to Beach | Hot Tub | Luxe Maui Retreat

Steps to Beach | Hot Tub | Luxe Maui Retreat

0 bedrooms·1 bath

Kihei • Hawaii

$949.00 USD total for 3 nights

Nov 15 – 18, 2026

Oceanview Retreat | Walk to Beach & Restaurants

Oceanview Retreat | Walk to Beach & Restaurants

Oceanview Retreat | Walk to Beach & Restaurants

Oceanview Retreat | Walk to Beach & Restaurants

Oceanview Retreat | Walk to Beach & Restaurants

Oceanview Retreat | Walk to Beach & Restaurants

1 bedroom·1 bath

Wailea-Makena • Hawaii

$1,705.00 USD total for 3 nights

Nov 5 – 8, 2026

Steps to Beach! Chic 2BR at Maui Banyan Resort

Steps to Beach! Chic 2BR at Maui Banyan Resort

Steps to Beach! Chic 2BR at Maui Banyan Resort

Steps to Beach! Chic 2BR at Maui Banyan Resort

Steps to Beach! Chic 2BR at Maui Banyan Resort

Steps to Beach! Chic 2BR at Maui Banyan Resort

2 bedrooms·2 baths

Wailea-Makena • Hawaii

$1,553.00 USD total for 3 nights

Nov 16 – 19, 2026

Oceanfront, Resort-Style Condos w/ Pool & Private Lanai

Oceanfront, Resort-Style Condos w/ Pool & Private Lanai

Oceanfront, Resort-Style Condos w/ Pool & Private Lanai

Oceanfront, Resort-Style Condos w/ Pool & Private Lanai

Oceanfront, Resort-Style Condos w/ Pool & Private Lanai

Oceanfront, Resort-Style Condos w/ Pool & Private Lanai

2 bedrooms·2 baths

Wailea-Makena • Hawaii

$2,433.50 USD total for 3 nights

Nov 15 – 18, 2026

Honua Kai - Hokulani 746

Kaanapali Beach

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

2 bedrooms·2 baths

Lahaina • Hawaii

$1,932.07 USD total for 3 nights

Nov 11 – 14, 2026

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 1

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 2

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 3

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 4

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 5

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views

3 bedrooms·3 baths

Kapolei • Hawaii

5(7 reviews)

$9,314.48 USD $8,450.61 USD total for 6 nights

Nov 5 – 11, 2026

Green lawns and palms spill from your door to the open ocean.

Steps from your door green lawns, the pool, and the blue Pacific.

Stretch across the sleeper sectional as sunrise spills through open sliders.

From above green lawns, a curvy pool, and the beach just past the path.

Full-size fridge, dishwasher, and granite — cook in like a local.

Oceanfront ·Fully Renovated ·Walk to Lydgate Beach

1 bedroom·1½ baths

Lihue • Hawaii

$1,097.05 USD $1,027.69 USD total for 3 nights

Nov 18 – 21, 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 5 – 8, 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

$2,982.65 USD total for 3 nights

Nov 5 – 8, 2026

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining

1 bedroom·1 bath

Wailea-Makena • Hawaii

$956.50 USD total for 3 nights

Nov 15 – 18, 2026

Your private Poipu retreat, surrounded by tropical greenery and moments from the ocean.

Tropical resort pool with waterslide, waterfalls & lush Kauai landscaping at the Poipu Beach Club.

Gather, relax and reconnect in an expansive open living space made for groups.

Bedroom 1 - Your private master retreat with ensuite bath, AC and tropical-inspired comfort.

Everything you need to cook at home, with tropical views right outside the kitchen.

Poipu Beach Estate - 4 ensuites - AC - New Construction

4 bedrooms·4 baths

Koloa • Hawaii

5(1 review)

$3,801.15 USD $3,569.92 USD total for 3 nights

Nov 5 – 8, 2026

Hemolele and Hanalei—two homes, 1 acre single lot, 8 ensuite bedrooms, heart of Poipu. Nothing else comes close on Kauai.

Home 1 - Arrive at Hemolele, your private tropical retreat in the heart of Poipu.

Your tropical home base with lush gardens for island living right in the heart of Poipu.

Gather, relax and reconnect in an expansive open living space made for groups.

Gather together in Hemolele’s spacious living room with soaring vaulted ceilings and tropical views.

Poipu Beach Estate - 8 ensuites - AC - New Construction

8 bedrooms·8½ baths

Koloa • Hawaii

$10,429.71 USD $9,658.95 USD total for 3 nights

Nov 18 – 21, 2026

Your private Poipu retreat, surrounded by tropical greenery and moments from the ocean.

Arrive at Hemolele, your private tropical retreat in the heart of Poipu.

Resort-style pool with waterslide, tropical landscaping & Kauai mountain views at the Poipu Beach Club.

Gather together in Hemolele’s spacious living room with soaring vaulted ceilings and tropical views.

See our glorious reviews from original listing

Balinese Poipu Beach Estate - 4 ensuites - AC

4 bedrooms·4½ baths

Koloa • Hawaii

$3,781.88 USD $3,552.59 USD total for 3 nights

Nov 13 – 16, 2026

View from Lanai

Beachfront Resort

Slice of Paradise in West Maui

0 bedrooms·1 bath

Lahaina • Hawaii

5(10 reviews)

$1,100.19 USD total for 3 nights

Jun 4 – 7, 2027

Sea to Sky Penthouse Ocean and Diamond Head Views! image 1

Sea to Sky Penthouse Ocean and Diamond Head Views! image 2

Sea to Sky Penthouse Ocean and Diamond Head Views! image 3

Sea to Sky Penthouse Ocean and Diamond Head Views! image 4

Sea to Sky Penthouse Ocean and Diamond Head Views! image 5

Sea to Sky Penthouse Ocean and Diamond Head Views!

1 bedroom·1 bath

Honolulu • Hawaii

5(1 review)

$4,679.00 USD total for 28 nights

Mar 1 – 29, 2027

Magnificent and large Alli Cove saline community pool. Absolutely beautiful.

Walk way leading to the Townhouse. Lush and manicured landscaping.

Find paradise at Alii Cove! Kailua Kona's popular destination on the Big Island

3 bedrooms·3 baths

Kailua-Kona • Hawaii

5(104 reviews)

$6,958.00 USD total for 28 nights

Nov 5 – Dec 3, 2026

The stars are amazing!

first floor bedroom with its own bathroom and fridge in gameroom

lower futon in lower bedroom

Makai Hideaway

4 bedrooms·3 baths

Captain Cook • Hawaii

5(1 review)

$1,204.00 USD total for 4 nights

Nov 5 – 9, 2026

Maui Tropical Sunset

Private Lanai & Walking Terrace for Ground Floor Condos!

Maui Tropical Sunset

Maui Tropical Sunset | High-Demand First Floor Condo at the Ocean Front Royal Kahana Resort | Private Lanai | No Stairs | Ocean Views | Private Workspace | Fast Wi-Fi | Air Conditioning | Walk-in Shower | Washer & Dryer | Beach Toys | Concierge

Maui Tropical Sunset

Maui Tropical Sunset

1 bedroom·1 bath

Lahaina • Hawaii

5(65 reviews)

$1,735.97 USD total for 4 nights

Dec 16 – 20, 2026

Enjoy Pacific Ocean views from your living room!

Amazing sunsets from the pool

Spacious North Shore Ranch House With Ocean Views image 3

Spacious North Shore Ranch House With Ocean Views image 4

Spacious North Shore Ranch House With Ocean Views image 5

Spacious North Shore Ranch House With Ocean Views

4 bedrooms·6 baths

Waialua • Hawaii

$14,438.00 USD total for 30 nights

Mar 6 – Apr 5, 2027