Location

Dates

Guests

Vacation rentals in Hawaii

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

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

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

Gated Golf View Townhome w/ Resort Pool Tennis Gym

Gated Golf View Townhome w/ Resort Pool Tennis Gym

Gated Golf View Townhome w/ Resort Pool Tennis Gym

Gated Golf View Townhome w/ Resort Pool Tennis Gym

Gated Golf View Townhome w/ Resort Pool Tennis Gym

Gated Golf View Townhome w/ Resort Pool Tennis Gym

2 bedrooms·2½ baths

Waikoloa Village • Hawaii

4.97(33 reviews)

$1,033.49 USD total for 3 nights

Dec 2 – 5, 2026

Poipu Beach Athletic Club just 3 minutes from the house.

Private kitchen

Master bath outdoor shower

Honu House

3 bedrooms·3 baths

Koloa • Hawaii

$2,750.00 USD total for 3 nights

Nov 11 – 14, 2026

Big Island vacation rental. Private tropical retreat. Authentic Hawaii vacation.

Eco-friendly farm stay with cacao, bananas, and orchards

Romantic Hawaiian getaway with secluded coastal scenery

Romantic Hawaii getaway

Private oceanfront retreat on Hawaii's Big Island near Hilo

Hale Koholā | Oceanfront Near Hilo

2 bedrooms·2 baths

Papaikou • Hawaii

5(58 reviews)

$3,748.93 USD total for 3 nights

Nov 9 – 12, 2026

Jubilee By The Sea (Ocean Views) image 1

Jubilee By The Sea (Ocean Views) image 2

Jubilee By The Sea (Ocean Views) image 3

Jubilee By The Sea (Ocean Views) image 4

Jubilee By The Sea (Ocean Views) image 5

Jubilee By The Sea (Ocean Views)

4 bedrooms·2 baths

Kailua-Kona • Hawaii

4.9(119 reviews)

$2,031.00 USD total for 3 nights

Nov 5 – 8, 2026

Kauai Oceanfront Resort w/4 Pools, Slide & Spa image 1

Kauai Oceanfront Resort w/4 Pools, Slide & Spa image 2

Kauai Oceanfront Resort w/4 Pools, Slide & Spa image 3

Kauai Oceanfront Resort w/4 Pools, Slide & Spa image 4

Kauai Oceanfront Resort w/4 Pools, Slide & Spa image 5

Kauai Oceanfront Resort w/4 Pools, Slide & Spa

1 bedroom·1 bath

Lihue • Hawaii

5(14 reviews)

$199 – $280/ night(excl. fees & taxes)

Enjoy the extraordinary garden view from your private lanai

Kona Surf House 2nd Master Queen Bedroom with private lanai garden and sunset view featuring propane BBQ grill

Beautiful Royal Poinciana and free private parking as you enter Kona Surf House

Experience the island life in the amazing private backyard full of mature tropical plants and trees

3D Virtual Tour: https://bit.ly/konasurfhouse3dtour

New A/C Central Kona Surf House 4bd/4bth Sleeps8

4 bedrooms·4 baths

Kailua-Kona • Hawaii

$1,694.37 USD total for 3 nights

Dec 6 – 9, 2026

Steps to Sand Studio Oceanfront 2nd-Floor | Deck

Steps to Sand Studio Oceanfront 2nd-Floor | Deck

Steps to Sand Studio Oceanfront 2nd-Floor | Deck

Steps to Sand Studio Oceanfront 2nd-Floor | Deck

Steps to Sand Studio Oceanfront 2nd-Floor | Deck

Steps to Sand Studio Oceanfront 2nd-Floor | Deck

0 bedrooms·1 bath

Kailua-Kona • Hawaii

5(4 reviews)

$812.48 USD total for 3 nights

Nov 5 – 8, 2026

This is your view! You come to Maui for the Ocean - stay oceanfront.

Maui - Papakea F307

Maui - Papakea F307

Maui - Papakea F307

Maui - Papakea F307

Maui - Papakea F307

1 bedroom·1 bath

Lahaina • Hawaii

4.81(32 reviews)

$885.65 USD total for 3 nights

Nov 5 – 8, 2026

New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 1

New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 2

New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 3

New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 4

New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 5

Kauai.4 Resort Rooms. Sleeps up to 13. Beachfront

4 bedrooms·4 baths

Lihue • Hawaii

$4,014.34 USD $3,729.44 USD total for 3 nights

Dec 8 – 11, 2026

Beautiful view from the Lanai of the ocean and grounds.

Kitchen at Papakea H304

Maui - Papakea H304

Maui - Papakea H304

Maui - Papakea H304

Maui - Papakea H304

2 bedrooms·2 baths

Lahaina • Hawaii

4.94(34 reviews)

$1,542.17 USD total for 4 nights

Nov 6 – 10, 2026

Sunset Beach Cottage

Sunset Beach Cottage

Sunset Beach Cottage

Sunset Beach Cottage

Sunset Beach Cottage

1 bedroom·1 bath

Pupukea • Hawaii

4.9(89 reviews)

$1,780.68 USD total for 3 nights

Nov 5 – 8, 2026

Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

1 bedroom·1 bath

Koloa • Hawaii

$1,243.32 USD total for 3 nights

Nov 20 – 23, 2026

Relax after a busy day trip on the genuine leather sofa with a pull out queen bed option while watching the latest movies on basic cable or RokuTV. Bring your own login!

Ilikai Condo - FREE Parking, City View Ocean Front

Perfect for those working from home in paradise. Dedicated workspace is provided. Wireless desktop charging and 2 USB ports. Running out of battery can be a problem in the past.

Wading pool is perfect for little ones. Available on the 2nd floor.

Enjoy an evening on the 120 square foot lanai (balcony). Trade winds cool the room for that classic Hawaiian air.

Ilikai Condo - FREE Parking, City View Ocean Front

1 bedroom·1 bath

Honolulu • Hawaii

$698.77 USD total for 3 nights

Nov 5 – 8, 2026