White Sands Beach (located across road)
Pool
Outdoor dining
Exterior
Dining area.

Beach Just Steps Away/Breathtaking Mountain Views - 2 Bed/2 Bath - GREAT VALUE!!

2 bedrooms·2 baths
Kailua-Kona • Hawaii

$1,219.18 USD total for 3 nights

Oct 20 – 23, 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

Oct 23 – 26, 2026

YOUR OWN PRIVATE HAWAIIAN PARADISE
HAWAIIANA ELEGANCE- Extraordinary Home! Sunshinepointe.com
Famous Sunsets from your Private Home
MASTER SUITE COCONUT THATCHED BED: PARADISE
FAMILY ROOM, ENTRY AND KITCHEN COMPLETELY OPEN TO THE OCEAN

Hale Kona A'ekai

4 bedrooms·3 baths
Kailua-Kona • Hawaii
5(72 reviews)

$14,593.00 USD total for 5 nights

Oct 20 – 25, 2026

2BR - Ocean view oasis walk to Ironman Pier
2BR - Ocean view oasis walk to Ironman Pier
2BR - Ocean view oasis walk to Ironman Pier
2BR - Ocean view oasis walk to Ironman Pier
2BR - Ocean view oasis walk to Ironman Pier

2BR - Ocean view oasis walk to Ironman Pier

2 bedrooms·1½ baths
Kailua-Kona • Hawaii
4.67(3 reviews)

$1,046.66 USD total for 3 nights

Oct 20 – 23, 2026

Big Island. Kona Bay View Condo. Pool+Lanai. AC.
Main bedroom
Main bedroom
Main bedroom
Main bedroom

Big Island. Kona Bay View Condo. Pool+Lanai. AC.

2 bedrooms·1½ baths
Kailua-Kona • Hawaii
4.68(120 reviews)

$972.99 USD $767.86 USD total for 3 nights

Oct 25 – 28, 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

Oct 20 – Nov 17, 2026

Living Room with Bay View
Ocean Front Lanai
Super Clean-Ocean Front-Designer Home
Super Clean-Ocean Front-Designer Home
Super Clean-Ocean Front-Designer Home

Super Clean-Ocean Front-Designer Home

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(9 reviews)

$1,463.72 USD total for 3 nights

Oct 20 – 23, 2026

Welcome to your home away from home at the Aloha Lani condo #A208. This panorama view shows you the kitchen and living room with our newly updated flooring and granite counters.
💖Relaxing & Well Appointed Kona HI Getaway w/ AC
💖Relaxing & Well Appointed Kona HI Getaway w/ AC
💖Relaxing & Well Appointed Kona HI Getaway w/ AC
Our fully stocked kitchen is filled to the brim with everything including rice cooker, sharp knifes, Ninja blender and so much more.

💖Relaxing & Well Appointed Kona HI Getaway w/ AC

1 bedroom·1 bath
Kailua-Kona • Hawaii
5(11 reviews)

$935.62 USD total for 4 nights

Oct 23 – 27, 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!
Front entrance
Bungalow C

Bungalow C

2 bedrooms·1 bath
Kailua-Kona • Hawaii
5(82 reviews)

$856.09 USD total for 3 nights

Nov 4 – 7, 2026

Living room
living room
full kitchen
Smart tv
smart tv

Bungalow A

1 bedroom·1 bath
Kailua-Kona • Hawaii
5(127 reviews)

$637.12 USD total for 3 nights

Nov 16 – 19, 2026

Bungalow D
Bungalow D
your entrance
your entrance
seating outside front door

Bungalow D

2 bedrooms·1 bath
Kailua-Kona • Hawaii

$841.24 USD $816.19 USD total for 3 nights

Oct 20 – 23, 2026

Private oceanfront lanai with plenty of seating and lounging options.
Ocean view master bedroom with king bed, ensuite bathroom, and walk in closet for plenty of storage. The Shoji doors can close completely for privacy.
Cozy seating on the spacious lanai.
Spacious living room with comfy seating and ocean views.
Lounge back, relax, and watch the waves.

Kona Nalu #303

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(73 reviews)

$2,252.72 USD total for 3 nights

Nov 10 – 13, 2026

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

$1,574.09 USD total for 3 nights

Oct 21 – 24, 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

Oct 20 – 23, 2026

Hale 'Io
Welcome!
Hale 'Io
Entryway
Hale 'Io

Hale 'Io

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(50 reviews)

$1,125.78 USD $1,093.30 USD total for 3 nights

Oct 21 – 24, 2026

Hale Iki
front lanai, Daisy and Zelda
Hale Iki
Queen sofa bed with memory foam mattress
Queen sofa bed with memory foam mattress

Hale Iki

1 bedroom·1 bath
Kailua-Kona • Hawaii

$849.90 USD total for 3 nights

Dec 4 – 7, 2026

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)

$2,715.00 USD total for 3 nights

Oct 20 – 23, 2026

Kona Paradise with Oceanfront views!
Ocean View from Pool Patio
Front Entrance to condo
Kitchen/Living Open Floor plan
Kitchen Bar or table seating

Kona Paradise with Oceanfront views!

2 bedrooms·2 baths
Kailua-Kona • Hawaii
4.8(166 reviews)

$1,589.30 USD total for 5 nights

Oct 20 – 25, 2026

Designer House w Lap Pool AC Sunset Ocean Views
Designer House w Lap Pool AC Sunset Ocean Views
Designer House w Lap Pool AC Sunset Ocean Views
Designer House w Lap Pool AC Sunset Ocean Views
Designer House w Lap Pool AC Sunset Ocean Views

Designer House w Lap Pool AC Sunset Ocean Views

4 bedrooms·3 baths
Kailua-Kona • Hawaii
5(17 reviews)

$3,058.00 USD total for 3 nights

Oct 30 – Nov 2, 2026

Walk to Beach! Spacious 5 Bedroom, 5 Bath w/ Pool!
Walk to Beach! Spacious 5 Bedroom, 5 Bath w/ Pool!
Walk to Beach! Spacious 5 Bedroom, 5 Bath w/ Pool!
Walk to Beach! Spacious 5 Bedroom, 5 Bath w/ Pool!
Walk to Beach! Spacious 5 Bedroom, 5 Bath w/ Pool!

Walk to Beach! Spacious 5 Bedroom, 5 Bath w/ Pool!

5 bedrooms·5 baths
Kailua-Kona • Hawaii
4.84(55 reviews)

$4,319.93 USD total for 5 nights

Oct 26 – 31, 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)

$1,314.00 USD total for 4 nights

Oct 21 – 25, 2026

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)

$4,348.61 USD total for 5 nights

Oct 26 – 31, 2026

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

Oct 30 – Nov 3, 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)

$1,622.00 USD total for 3 nights

Oct 20 – 23, 2026