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Vacation rentals in Captain Cook, Hawaii, United States

1BR, 1Bath, Full Kitchen, Guest Suite image 1

1BR, 1Bath, Full Kitchen, Guest Suite image 2

1BR, 1Bath, Full Kitchen, Guest Suite image 3

1BR, 1Bath, Full Kitchen, Guest Suite image 4

1BR, 1Bath, Full Kitchen, Guest Suite image 5

1BR, 1Bath, Full Kitchen, Guest Suite

1 bedroom·1 bath

Captain Cook • Hawaii

4.89(127 reviews)

$420.00 USD total for 3 nights

Oct 22 – 25, 2026

The evening view from the table on your lanai. So relaxing at the end of the day!

LARGE lanai to enjoy watching the golfers go by on the Kona Country Club 8th green.

Ocean view from one floor above - very close!

Relax and unwind at the end of the day.

Chef’s kitchen - spacious and open! Recently remodeled with new cabinetry and high-end appliances, including a zero-clearance refrigerator.

RELAX at The Salty Mermaid in Hawaiian paradise.

2 bedrooms·2 baths

Kailua-Kona • Hawaii

5(80 reviews)

$1,908.76 USD total for 5 nights

Nov 1 – 6, 2026

Spectacular Views at Hale Hāhālua

Stretch Out on Your Cozy King Size Bed

Relax in Your Spacious Living Area

Whip Up Breakfast in Your Fully Stocked Kitchen

Cool Down in the Gated Saline Pool

Hale Hāhālua

1 bedroom·2 baths

Kailua-Kona • Hawaii

5(6 reviews)

$1,111.14 USD $1,029.59 USD total for 3 nights

Oct 23 – 26, 2026

Keauhou Resort - Entire Ocean & Sunset View Condo, 2 Lanais, AC

"Serene, peaceful, beautiful home to nurture one's soul."-Robynne, California

Have breakfast with an Ocean View

Two Salt water pools to choose from.

TV cabinet pulls out into a queen Murphy bed.

"The upstairs balcony with ocean view is absolutely stunning." - Kelly, Seattle

Keauhou Resort - Entire Ocean & Sunset View Condo, 2 Lanais, AC

1 bedroom·1 bath

Kailua-Kona • Hawaii

4.99(95 reviews)

$940.96 USD total for 3 nights

Nov 4 – 7, 2026

Bright coastal living room with vaulted ceilings and ocean-view lanai, sofa bed is on the right side of photo

Aloha Kona Condos 2505

Modern spa-style bathroom with glass shower and playful coastal wallpaper

Stylish double vanity bathroom with bold coastal wallpaper

Bright vaulted lounge with statement wall, big TV, and lanai access

Aloha Kona Condos 2505

2 bedrooms·2 baths

Kailua-Kona • Hawaii

5(7 reviews)

$1,599.48 USD total for 3 nights

Oct 28 – 31, 2026

Aloha Kona Condos 1604

Aloha Kona Condos 1604

Sunlit coastal lounge with ocean-view lanai, AC, and comfy seating

Aloha Kona Condos 1604

Aloha Kona Condos 1604

Aloha Kona Condos 1604

1 bedroom·2 baths

Kailua-Kona • Hawaii

5(7 reviews)

$1,738.54 USD total for 3 nights

Nov 4 – 7, 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

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

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 22 – 27, 2026

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 22 – 25, 2026

front lanai, Daisy and Zelda

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)

$2,231.00 USD total for 3 nights

Oct 22 – 25, 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 22 – 25, 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

$1,605.68 USD total for 3 nights

Oct 22 – 25, 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

Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort

Hale Kona Lanai • Ocean Views • Accessible Comfort

3 bedrooms·2 baths

Kailua-Kona • Hawaii

4.33(3 reviews)

$1,238.68 USD total for 3 nights

Oct 22 – 25, 2026

Bungalow A

1 bedroom·1 bath

Kailua-Kona • Hawaii

5(127 reviews)

$637.12 USD total for 3 nights

Nov 16 – 19, 2026

seating outside front door

Bungalow D

2 bedrooms·1 bath

Kailua-Kona • Hawaii

$841.24 USD total for 3 nights

Oct 30 – Nov 2, 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)

$856.09 USD total for 3 nights

Nov 4 – 7, 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

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)

$1,363.46 USD total for 3 nights

Oct 30 – Nov 2, 2026

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

Oct 22 – Nov 19, 2026

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

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

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 22 – 25, 2026