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

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

Living area
Poipu Beach Athletic Club just 3 minutes from the house.
Private kitchen
Outdoor dining
Master bath outdoor shower

Honu House

3 bedrooms·3 baths
Koloa • Hawaii

$2,750.00 USD total for 3 nights

Nov 11 – 14, 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)
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

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

Outdoor dining
Pool
Property grounds
Property grounds
Room

Hanalei Bay Resort #4221

1 bedroom·1 bath
Princeville • Hawaii
5(9 reviews)

$985.85 USD total for 3 nights

Nov 17 – 20, 2026

Great pool with double waterslides!
Condo is located with beautiful views of the Kauai Mountains.
Very spacious living and dining room area central to the bedrooms.
Fully stocked kitchen with everything you need to cook (if you wanted too!).
King Bedroom - with all white linens.

Waipouli Beach Resort D309

2 bedrooms·3 baths
Kapaʻa • Hawaii
5(7 reviews)

$1,519.71 USD total for 3 nights

Nov 5 – 8, 2026

Outdoor dining
Beach
Interior
Room
Living area

Honua Kai - Konea 512

2 bedrooms·1 bath
Lahaina • Hawaii
5(6 reviews)

$1,816.99 USD total for 3 nights

Nov 28 – Dec 1, 2026

Lounge chairs and table with Champagne Ice Bucket
Pool
Pool
Dining
View from Lanai

Honua Kai - Konea 218

2 bedrooms·2 baths
Lahaina • Hawaii
5(13 reviews)
$299 – $954/ night(excl. fees & taxes)
Villa Ko Olina
Villa Ko Olina
Villa Ko Olina
Villa Ko Olina
Villa Ko Olina

Villa Ko Olina

3 bedrooms·3 baths
Kapolei • Hawaii

$13,230.00 USD total for 14 nights

Nov 5 – 19, 2026

Bathroom
Oasis in Paradise
Oasis in Paradise
Oasis in Paradise
Oasis in Paradise

Oasis in Paradise

1 bedroom·1 bath
Waianae • Hawaii

$4,195.68 USD $3,941.22 USD total for 29 nights

Nov 5 – Dec 4, 2026

Outdoor dining
Living area
Private kitchen
Miscellaneous
Bedroom with White Linens Overlooks Bali Hai and Hanalei Bay

Hanalei Bay Resort #4222

1 bedroom·1 bath
Princeville • Hawaii
5(6 reviews)

$1,464.07 USD total for 3 nights

Nov 15 – 18, 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

$2,701.80 USD total for 4 nights

Nov 13 – 17, 2026

Pool
Living area
Exterior
Famous Kaanapali Beach - Just steps away from the condo!
Property grounds

Honua Kai - Konea 830

1 bedroom·1 bath
Lahaina • Hawaii
5(3 reviews)

$2,787.50 USD total for 3 nights

Dec 30, 2026 – Jan 2, 2027

Beach
Outdoor dining
Room
Outdoor dining
Living area

Hanalei Bay Resort 2BD/2BA

2 bedrooms·2 baths
Princeville • Hawaii
$339 – $949/ night(excl. fees & taxes)
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

$2,294.25 USD total for 3 nights

Nov 10 – 13, 2026

Magnificent and large Alli Cove saline community pool. Absolutely beautiful.
Interior
Exterior
Walk way leading to the Townhouse. Lush and manicured landscaping.
Dining

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

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