Location

Dates

Guests

Vacation rentals in Hawaii

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 $4,368.82 USD total for 4 nights

Nov 5 – 9, 2026

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

5 bedrooms·5 baths

Kihei • Hawaii

5(6 reviews)

$1,469 – $2,000/ night(excl. fees & taxes)

Private kitchen

Private kitchen

Canoe Palms Waikiki Pool, Gym, WiFi, AC

0 bedrooms·1 bath

Honolulu • Hawaii

$871.20 USD total for 4 nights

Nov 5 – 9, 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

Nov 5 – 10, 2026

bright, open living and dining with soaring vaulted ceilings — perfect after a day at the beach

Enjoy morning coffee or sunset colors from your private lanai with ocean views.

Aerial view of peaceful Kona Palisades with the ocean and Kona Airport visible in the distance

Bright open living and dining area with vaulted wood ceilings and lanai access

vaulted wood-beam ceiling, plush 14” mattress, modern decor, and warm natural light from two large windows. Features a big sliding mirror closet and an office desk for work or study.

3BR w/ AC, Vaulted Ceilings & Lanai, Near Airport

3 bedrooms·2 baths

Kailua-Kona • Hawaii

4.94(18 reviews)

$1,668.90 USD total for 3 nights

Nov 13 – 16, 2026

Decorated with bright tropical ocean colors.

Located directly across from Kamaole II Beach in Sunny Kihei!

Well stocked Chef's Kitchen with every possible amenity!

Luxury queen bed, Smart TV, ceiling fan, USB charging stations.

Walk-out Garden Lanai! Enjoy your morning coffee while listening to the birds.

Kihei Akahi - Amazing Location

1 bedroom·1 bath

Kihei • Hawaii

5(13 reviews)

$1,966.40 USD total for 4 nights

Nov 5 – 9, 2026

Turtle Beach, right across the street. You will traverse over rocks to the north and you will find Turtle Beach which is a secret beach in Kona.

Three steps to the front door

Your vacation awaits!

Bungalow C

2 bedrooms·1 bath

Kailua-Kona • Hawaii

5(82 reviews)

$859.80 USD $833.82 USD total for 3 nights

Nov 5 – 8, 2026

Bright living room with ecru seating, tropical plants, large sliding glass doors, and views of lanai, landscaped grounds, ocean views. Open-concept space, comfortable seating, TV, abundant natural light, and easy access to outdoor living areas.

Bright living room with ecru seating, tropical plants, large sliding glass doors, and views of lanai, landscaped grounds, ocean views. Open-concept space, comfortable seating, TV, abundant natural light, and easy access to outdoor living areas.

Bright, open-concept living space featuring comfortable seating, a Smart TV, dining area, breakfast bar, tropical décor, and a fully equipped kitchen—perfect for relaxing after a day exploring Hawaii.

Bright, fully equipped kitchen with quartz countertops, stainless steel Frigidaire appliances, and a spacious breakfast bar with seating for four—perfect for morning coffee, casual meals, or planning your island adventures.

Bright, fully equipped kitchen with quartz countertops, stainless steel Frigidaire appliances, and a spacious breakfast bar with seating for four—perfect for morning coffee, casual meals, or planning your island adventures.

Ocean View Escape / Hilton Pool Pass 7+ Nights

2 bedrooms·2 baths

Waikoloa Village • Hawaii

4.83(6 reviews)

$2,312.08 USD total for 3 nights

Dec 6 – 9, 2026

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Chic Condo steps from White Sandy Beach Fast Wi-Fi

1 bedroom·1 bath

Kihei • Hawaii

$3,198.00 USD total for 3 nights

Nov 5 – 8, 2026

Sunrise as seen from master bedroom lanai.

Poipu Sands pool (immediately in front of the condo)

BluEscape at Poipu Sands

BluEscape at Poipu Sands

BluEscape at Poipu Sands

BluEscape at Poipu Sands

2 bedrooms·2 baths

Koloa • Hawaii

5(94 reviews)

$1,577.33 USD total for 3 nights

Nov 5 – 8, 2026

Oceanfront Maui views and rainbows from Hale Kai O Kihei in beautiful South Kihei.

Oceanfront lawn, swaying palms and the Pacific Ocean — paradise right outside your door at Hale Kai O Kihei.

Spectacular South Kihei sunset from the oceanfront property at Hale Kai O Kihei — Maui evenings don’t get much better than this.

Beachfront living at Hale Kai O Kihei — the oceanfront lawn meets the sandy shoreline right here in South Kihei.

Oceanfront pool at Hale Kai O Kihei, with swaying palms, lush lawn and the Pacific Ocean just beyond.

Kihei Beach Stay - Oceanfront South Kihei Condo

1 bedroom·1 bath

Kihei • Hawaii

4.75(4 reviews)

$1,118.38 USD total for 3 nights

Nov 18 – 21, 2026

Private lanai, 171 sq ft, set for two as the sun drops behind Waikiki Beach.

Your evening starts here: two glasses on the lanai as the sun slides into the Pacific.

Living room opens straight to the ocean, 993 Mbps fiber Wi-Fi keeps you connected.

Step in and drop the bags as the ocean greets you and fills the living room windows.

Primary Bedroom's king bed sits under central A/C, tropical art on the walls.

BTS 1904•Oceanfront Waikiki Beach•W/D•Balcony•Gym

2 bedrooms·2 baths

Honolulu • Hawaii

$2,404.96 USD total for 3 nights

Nov 9 – 12, 2026

Extra-large lanai. 2 loungers, tall bistro, extra table and chairs. So relaxing.

From our lanai, we can watch turtles feed and see whales in winter.

Enjoy your coffee while the sun comes up. Then snorkel below and next door.

An ancient lava flow, Perfect reef/habitat for surfing, corals, fish & turtles.

Floor to ceiling windows, bamboo floor, stainless appliances, recliners, pullout

Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores

1 bedroom·1 bath

Koloa • Hawaii

4.88(129 reviews)

$1,857.87 USD total for 4 nights

Nov 16 – 20, 2026

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

1 bedroom·1 bath

Lihue • Hawaii

4.72(29 reviews)

$1,264.55 USD total for 3 nights

Nov 15 – 18, 2026

King size bed with Tempur-Pedic mattress topper

View of pool 1 & hot tub from above.

Completely renovated, fully-stocked, kitchen with large quartz island and full-size appliances.

Spacious, comfortable living/dining room with smart tv.

Separate powder room from main bathroom with ample light and fan.

Newly renovated Coconut Coast 1BR condo w/ A/C

1 bedroom·1 bath

Kapaʻa • Hawaii

4.64(14 reviews)

$1,134.83 USD total for 3 nights

Nov 5 – 8, 2026

Front gate and driveway.

Tropical “Jungalow” Near the Sea

3 bedrooms·2 baths

Keaau • Hawaii

4.89(119 reviews)

$594.83 USD total for 3 nights

Nov 5 – 8, 2026

White Sands Beach (located across road)

#322 White Sands Village

2 bedrooms·2 baths

Kailua-Kona • Hawaii

$1,290.40 USD total for 3 nights

Nov 15 – 18, 2026

Private townhouse near Hawaii’s best beaches image 1

Private entrance. Parking spot right next to front door.

Private townhouse near Hawaii’s best beaches image 4

Private townhouse near Hawaii’s best beaches image 5

Private townhouse near Hawaii’s best beaches

2 bedrooms·2 baths

Waikoloa Village • Hawaii

5(82 reviews)

$1,314.85 USD total for 3 nights

Nov 5 – 8, 2026

Wailea Surf Shack: Beaches, Shops & Golf!

Wailea Surf Shack: Beaches, Shops & Golf!

Wailea Surf Shack: Beaches, Shops & Golf!

Wailea Surf Shack: Beaches, Shops & Golf!

Wailea Surf Shack: Beaches, Shops & Golf! image 5

Wailea Surf Shack: Beaches, Shops & Golf!

1 bedroom·2 baths

Kihei • Hawaii

5(134 reviews)

$1,483.90 USD total for 3 nights

Nov 8 – 11, 2026

Beautiful private cottage in a lush setting

Relaxation in style! Saltwater, powerful Hydromassage jets

Watch a movie or the big game on the 65-inch (4k OLED Smart TV)

Gourmet kitchen with induction range, Vitamix, German knives, and more

Honeymooners can enjoy a serene, private garden.

Kihei Garden Cottage

1 bedroom·1 bath

Kihei • Hawaii

5(75 reviews)

$1,937.48 USD total for 3 nights

Nov 21 – 24, 2026

Private Ocean Club With Spectacular Sunset Views

The "Ocean Club" community pool-area has four multiple pools, a fitness area overlooking the ocean, and a restaurant/bar -- all you need for maximum relaxation!

Ocean Club Hot Tub

Ocean Club Restaurant Patio

Ocean Club Swimming Pool

Luxury 3BR Hali'i Kai Condo • Pool & Lanai

3 bedrooms·3 baths

Waikoloa Village • Hawaii

$2,155.52 USD total for 3 nights

Nov 13 – 16, 2026

#324 White Sands Village

2 bedrooms·2 baths

Kailua-Kona • Hawaii

$1,147.00 USD total for 3 nights

Nov 21 – 24, 2026

Hale 'Io

2 bedrooms·2 baths

Kailua-Kona • Hawaii

5(50 reviews)

$1,255.68 USD total for 3 nights

Dec 4 – 7, 2026

Farmhouse kitchen

Your very own avocado cottage tucked away on the slopes of Hualalai.

Living room with vaulted, open beam, ceilings and tons of natural light. Custom cabinetry and furnishings give this little cottage a truly craftsman feel.

Comfy corner sectional with views out the front door.

Cozy bedroom with full sized bed and more views.

The Yamagata Cottage

1 bedroom·1 bath

Kailua-Kona • Hawaii

4.98(63 reviews)

$1,434.00 USD total for 4 nights

Jan 24 – 28, 2027