Captain Cook Monument showing rocky coastline and boating

Holiday rentals near Captain Cook Monument

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October 2025

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Select the perfect holiday home that's near Captain Cook Monument. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and cable TV. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Captain Cook Monument

Showing deals for:16 Jan - 23 Jan

Well-outfitted peaceful lanai with amazing ocean views.

Exceptional

(29 reviews)

Kona coffee farm retreat, with full ocean views near Kailua Kona!

Honalo, HI

11% off

for 7 nights, 1 home

AU$992 per night

includes taxes & fees

Exceptional

(128 reviews)

Maka Nui Estate Luxury OceanView Retreat Above Kealakekua Bay, Family friendly

Captain Cook, HI

8% off

for 7 nights, 1 home

AU$2,630 per night

includes taxes & fees

Kailua-Kona Vacation Rental | 1BR | 1BA | 500 Sq Ft | Stairs Required

Exceptional

(70 reviews)

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Kailua-Kona, HI

6% off

for 7 nights, 1 cottage

AU$334 per night

includes taxes & fees

Exceptional

(50 reviews)

Ultra private oceanfront gated compound with pool & spa just minutes from town.

Kailua-Kona, HI

8% off

for 7 nights, 1 villa

AU$5,803 per night

includes taxes & fees

HISTORICAL DISTRICT OF KAHALU'U. PLACE. SURF, CANOEING, AGRICULTURAL OF CHIEFS.!

Exceptional

(95 reviews)

FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.

Kailua-Kona, HI

6% off

for 7 nights, 1 home

AU$899 per night

includes taxes & fees

We are the “somewhere over the rainbow” you’ve dreamt about!!

Exceptional

(8 reviews)

Romantic cottage with stunning ocean and mountain views in Captain Cook, HI

Captain Cook, HI

8% off

for 7 nights, 1 cottage

AU$515 per night

includes taxes & fees

Exceptional

(43 reviews)

Ocean Views/Mountain Views!!! - Best Price - 2 Bedroom/Bath - Beach across road!

Kailua-Kona, HI

8% off

for 7 nights, 1 apartment

AU$749 per night

includes taxes & fees

Exceptional

(97 reviews)

Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence

Kailua-Kona, HI

10% off

for 7 nights, 1 home

AU$2,668 per night

includes taxes & fees

Coming up the gated driveway, at night...the guest house is on the left

Exceptional

(53 reviews)

Guest house on gated acre estate, Sleeps up to 7; Great for Events, too

Kailua-Kona, HI

7% off

for 7 nights, 1 home

AU$471 per night

includes taxes & fees

Wonderful

(20 reviews)

South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10

Captain Cook, HI

7% off

for 7 nights, 1 home

AU$1,250 per night

includes taxes & fees

Architectural mood lighting for a soothing evening

Exceptional

(165 reviews)

The Onion House "Architecture so full of life it seems to breathe"

Kailua-Kona, HI

7% off

for 7 nights, 1 home

AU$1,443 per night

includes taxes & fees

A beautiful pool & hottub @ White Sands Village! Enjoy a swim, the sun & view!

Exceptional

(68 reviews)

Paradise! Kailua-Kona Oasis, Ocean View! Parking +AC! Steps 2 Magic Sands Beach!

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$629 per night

includes taxes & fees

Exceptional

(46 reviews)

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

Kailua-Kona, HI

8% off

for 7 nights, 1 villa

AU$1,687 per night

includes taxes & fees

Exceptional

(23 reviews)

Beautiful, Updated & Lush Settings 🐠 House with Privacy, Pool & Nearby beaches🐢 Kololia Living

Kailua-Kona, HI

5% off

for 7 nights, 1 home

AU$1,253 per night

includes taxes & fees

lounge on the sand beach by the Salt water pool.

Exceptional

(43 reviews)

Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$596 per night

includes taxes & fees

Exceptional

(10 reviews)

Aloha Style! End Corner Unit w/ Ocean and Fairway Views! Kanaloa at Kona 1402

Kailua-Kona, HI

7% off

for 7 nights, 1 apartment

AU$1,032 per night

includes taxes & fees

Exceptional

(19 reviews)

Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.

Kailua-Kona, HI

8% off

for 7 nights, 1 home

AU$2,929 per night

includes taxes & fees

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Find properties near top attractions in Captain Cook Monument

Captain Cook Monument

Find the best place to stay - Captain Cook Monument

Premier Host

Maka Nui Estate Luxury OceanView Retreat Above Kealakekua Bay, Family friendly

Sleeps 10 · 5 bedrooms · 5+ bathrooms

Your view from the lanai at the townhouse overlooking the Pacific Ocean.

Premier Host

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

Sleeps 3 · 2 bedrooms · 2 bathrooms

Premier Host

Cozy jungle boat hideaway with stunning ocean view TA-154-746-2656-01

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Captain Cook Monument

Premier Host

Great stay

Great location and property, we will be back! Thanks for having us :)

Marion M.

Stayed Oct 2024

Premier Host

Great stay with friends

House is very spacious and well equiped. Sunsets are incredible and pool is perfect for a cooling off dip. Definitely need to like driving to stay here as neighbourhood was a bit more remote than we were anticipating, but that certainly meant we had plenty of peace and quiet. Host went above and beyond to enable us to watch the Rugby World Cup final, which was much appreciated. And was quick to respond when there was an issue with water pumps.

Angela C.

Stayed Oct 2023

Premier Host

Blissful escape

Loved loved loved the location of this place. Right on the cliff tops with a great breeze and the waves crashing almost at our door. It was a nice change to get away from busy touristy areas. It forced us to just stay and ‘be’ with all the creature comforts we needed. Highly recommend

Meredith H.

Stayed Oct 2023

Premier Host

Waaaaaay Above and Beyond!

Gale and her property a absolutely beautiful. Home made banana bread and anything else you could want in a rental are all provided with Gale’s special touch. Simply cannot rate this beautiful boutique property highly enough. 100% recommend to anyway wanting a fantastic hideaway home!

Tanya J.

Stayed Dec 2022

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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Holiday rentals near Captain Cook Monument

Holiday rentals with weekly discounts - Captain Cook Monument

Image gallery for Kona coffee farm retreat, with full ocean views near Kailua Kona!

Kona coffee farm retreat, with full ocean views near Kailua Kona!

Find spaces that suit your style

Find properties near top attractions in Captain Cook Monument

Map Attractions

Captain Cook Monument

Find the best place to stay - Captain Cook Monument

Maka Nui Estate Luxury OceanView Retreat Above Kealakekua Bay, Family friendly

Top rated rentals - Captain Cook Monument

Great stay

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near Captain Cook Monument

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