50 Best Captain Cook Apartments on Holiday Lettings - Vacation rentals

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779 Vacation rentals

(34) Excellent 

35

Captain Cook Vacation home accommodation

Island of Hawaii / Captain Cook

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
ENJOY this peaceful, stunning two-story home surrounded by tropical landscape and 180 degree ocean view!! AWARD-WINNING Voted TOP VACATION RENTAL in CAPTAIN COOK 3 years in a row!!-- Recently voted 'EXCELLENT' by Trip Advisor and 'RECOMMENDED' by FlipKey. This unique …see more

from $195 / night

$1,365 / week

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from $195 / night

(3) Very Good 

20

Cottage rental in Captain Cook

Island of Hawaii / Captain Cook

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about pets
This home Hale O'Lawai'a has a private kayak launch with excellent channel access to Kealakekua Bay. The property offers three different rental options. The main home is divided upstairs and downstairs into private rental units. The upstairs unit has 3 bedrooms, with …see more

from $165 / night

$990 / week

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avg. 3 hours 13 minutes

from $165 / night

24

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Look no further than this 2-bedroom, 2-bathroom vacation rental house for your next Hawaiian getaway! Located on the secluded Ke'ei Beach 50 feet from the ocean, this beautiful property sleeps 4 guests, making it ideal for families or friends sharing a memorable 'Old Ha …see more

from $249 / night

$1,743 - $2,723 / week

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avg. 15 minutes

from $249 / night

(9) Excellent 

22

Captain Cook Vacation home rental

Island of Hawaii / Captain Cook

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
Great location on main highway, minutes away from the best bays for snorkeling and kayaking. Deluxe standard room with king size bed, mini fridge/freezer, opens to lanai (deck) and full bathroom just outside the room. Property is on one acre with pool. I am offering a …see more

from $125 / night

$875 / week

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avg. 2 hours 5 minutes

from $125 / night

26

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Our lovely home Hale Lawai'a has a private kayak launch with excellent channel access to Kealakekua Bay. The property offers three different rental options. The main home is divided upstairs and downstairs into private rental units. The upstairs unit has 3 bedroom …see more

from $285 / night

$1,995 / week

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avg. 3 hours 13 minutes

from $285 / night

17

Captain Cook Vacation cottage rental

Island of Hawaii / Captain Cook

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
The eco-cottage completed in 2013 is for the more adventurous nature lovers with an outdoor toilet, shower & kitchen and 2 separate bedrooms with locking doors and windows with screens for your sleeping comfort. clean, peaceful and organic. Relax into nature and all of …see more

from $88 / night

$616 / week

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Responds fast!
avg. 3 hours 50 minutes

from $88 / night

(8) Excellent 

13

Captain Cook Vacation apartment rental

Island of Hawaii / Captain Cook

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Beth's Hawaiian Hideaway Aloha and welcome to Beth's Hawaiian Hideaway in South Kona, on the Big Island of Hawaii. Description: 'Paniolo King Suite': (600 sq. ft.) From $115 per night + $100USD cleaning fee. Cook your own meals in the full kitchen or din …see more

from $140 / night

$980 / week

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avg. 3 hours 32 minutes

from $140 / night

(1) Excellent 

30

Vacation cottage rental

Island of Hawaii / Captain Cook

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Private garden
THE COTTAGE : Second story unit with mountain and garden view from front lanai. The main bedroom has a Queen Bed and walk-in closet. Large and small futon couches in the living room can be converted to a Queen and Twin bed. Only 30 minutes from Kona Keahole Airport. O …see more

from $140 / night

$800 - $1,040 / week

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from $140 / night

(5) Excellent 

9

Vacation cottage rental

Island of Hawaii / Captain Cook

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 11 mi
  • Private garden
Sugar Shacks Hawaii find us on the web. Great location on the Kona Coast, not far from town but in upcountry. Near west side beaches, snorkeling and Spinner Dolphins, City of Refuge National Park, 2-Step tidepools, Captain Cooks Monument Trail head, and Hookena Beach. …see more

from $95 / night

$660 / week

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from $95 / night

22

Vacation cottage rental

Island of Hawaii / Captain Cook

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
Relax into nature and all of the blessings of Hawaii at PapaLani Farm (which means Heavenly Earth Mother in Hawaiian). We are located 30 miles south of Kailua Kona… • Serene 13+ acre organic avocado and macnut farm with an abundance of tropical fruit trees, veggies, he …see more

from $88 / night

$616 / week

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Responds fast!
avg. 3 hours 50 minutes

from $88 / night

(4) Excellent 

18

Vacation cottage with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Recently designated one of VRBO's top vacation rentals, our Island Getaway is nestled within a stand of lush tropical plants. This unique cottage offers a delightful indoor/outdoor living experience – 3 of 4 walls are screened, opening the studio to the sensual tropical …see more

from $160 / night

$900 / week

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avg. 2 hours 5 minutes

from $160 / night

(16) Very Good 

24

Vacation apartment in Captain Cook

Island of Hawaii / Captain Cook

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
Wow! A view everyday in a natural setting that overlooks the Pacific Ocean. This unobstructed 180 degree view is a place to enjoy magnificent sunsets. When in season, we provide fresh fruits (banana, papaya, lime, mango, tangerine, coconut). from this coffee farm. We …see more

from $80 / night

$500 / week

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from $80 / night

15

Vacation bungalow in Captain Cook

Island of Hawaii / Captain Cook

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
Papalani's organic farm is located 30 miles south of Kailua-Kona and 60 miles north of Volcano National Park at 1650' elevation which is perfect year round temperatures. The ohana is separated from the main farmhouse but under the same roof. It features indoor and outdo …see more

from $88 / night

$616 / week

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Responds fast!
avg. 3 hours 50 minutes

from $88 / night

(4) Very Good 

20

Vacation home with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Private garden
Great location just off main highway, minutes away from the best bays for snorkeling and kayaking. Deluxe Loft Suite is furnished with a California king size bed (no waterbed), private shower/bath, mini fridge, desk, TV, and incredible views. Property is on one acre wit …see more

from $150 / night

$1,050 / week

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avg. 2 hours 5 minutes

from $150 / night

18

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Come experience rural Hawai'i. Escape from the traffic and lights of the city in this ocean side retreat. Relax on the Lanai with a cup of Kona coffee while you watch the whales and enjoy the panoramic ocean views from this lovely ranch style home in 'Kona Paradise'. Th …see more

from $126 / night

$882 / week

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avg. 2 hours 45 minutes

from $126 / night

13

Vacation b&b with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful desti …see more

from $129 / night

$903 / week

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from $129 / night

(4) Excellent 

10

Captain Cook Vacation home rental

Island of Hawaii / Captain Cook

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 5 mi
  • Child friendly
Paikapahu House is an updated 2br/1ba vacation rental located in the scenic Kealakekua Bay area. A great place for short or longer stays. Minutes to great snorkeling and the Captain Cook monument trail. Close to restaurants and shops as well! One of the first t …see more

from $150 / night

$950 - $1,300 / week

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from $150 / night

44

Captain Cook Vacation cottage rental

Island of Hawaii / Captain Cook

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Our lovely home Hale Lawai'a has a private kayak launch with excellent channel access to Kealakekua Bay. The property offers three different rental options. Calendar shows availability of 2 bedroom downstairs unit ONLY. Please check availability of our 3 bedroom unit …see more

from $185 / night

$1,295 / week

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Responds fast!
avg. 3 hours 13 minutes

from $185 / night

(2) Very Good 

15

Vacation guest house rental

Island of Hawaii / Captain Cook

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
First floor unit. Totally self-contained with separate entrance. One large bedroom furnished with king-size bed. Queen size sofa sleeper in the living room. Full dining room, kitchen and covered lanai at pool level. Guests are to pay host Hawaii State Taxes at the rate …see more

from $300 / night

$2,100 / week

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Responds fast!
avg. 2 hours 5 minutes

from $300 / night

13

Vacation b&b with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful desti …see more

from $119 / night

$833 / week

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from $119 / night

26

Captain Cook Vacation cottage rental

Island of Hawaii / Captain Cook

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
*Weekly Discount! Book 7 Nights for the Price of 6* Have a tranquil Hawaiian escape at this newly remodeled, private 1-bedroom, 1-bathroom Captain Cook cottage, which comfortably sleeps 2 guests, rendering it the perfect home base for couples on a romantic escape. Ever …see more

from $180 / night

$1,260 - $1,470 / week

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Responds fast!
avg. 15 minutes

from $180 / night

22

Captain Cook Vacation home rental

Island of Hawaii / Captain Cook

6 20 3 nights min

  • 6 bedrooms
  • Sleeps 20
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Private garden
THE HOUSE IN ITS ENTIRETY: Sleeps 20 adults comfortably with a full kitchen to cook for them all. All the units in a multi unit vacation home. You can rent one, multiple or all the units. Only 30 minutes from Kona Keahole Airport. Our vacation home is available to sing …see more

from $575 / night

$4,025 / week

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from $575 / night

(45) Excellent 

30

Log cabin rental in Captain Cook

Island of Hawaii / Captain Cook

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
Miss The Crowds! THE PERFECT TROPICAL HIDEAWAY and RECHARGE! The South Kona Estate and Retreat Relax into nature and all of the blessings of Hawaii at South Kona Coffee, a serene seven acre organic Kona Coffee, Tropical Fruit and Macadamia nut farm with an abundance o …see more

from $65 / night

$455 / week

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Responds fast!
avg. 2 hours 11 minutes

from $65 / night

13

Vacation b&b with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful desti …see more

from $99 / night

$693 / week

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from $99 / night

(6) Excellent 

12

Apartment rental in Captain Cook with shared pool

Island of Hawaii / Captain Cook

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Aloha and welcome to Beth's Hawaiian Hideaway in Captain Cook/Honaunau in South Kona on the Big Island of Hawaii. From $100USD per night. Our beautiful 'Plumeria Queen Suite” with shared pool is a great place for couples or anyone who would like to have a wond …see more

from $130 / night

$875 - $1,015 / week

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Responds fast!
avg. 3 hours 32 minutes

from $130 / night

41

Captain Cook Vacation apartment rental

Island of Hawaii / Captain Cook

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Air conditioning
This Wonderful Spacious house-like One Bedroom apt/flat is in a duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area , Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view with cable T …see more

from $105 / night

$735 / week

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Responds fast!
avg. 3 hours 7 minutes

from $105 / night

12

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This is your own Kona Paradise! 180 degree Ocean View with 2200 square feet of beautiful living space, located in Kona Paradise. We are just far enough away from the hustle and bustle of the city and a perfect location for exploring the entire island. Three bedrooms, ea …see more

from $200 / night

$1,300 / week

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Responds fast!
avg. 1 hour 14 minutes

from $200 / night

(5) Excellent 

22

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Aloha, We would like to introduce you to our most favorite place we call home. Our Coffee retreat is located about 20+ miles south of the international airport, Kailua Kona, Big island of Hawaii. Our five acre farm with coffee, macnut, banana, orange, tangerine, lemon, …see more

from $250 / night

$1,750 / week

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Responds fast!
avg. 2 hours 24 minutes

from $250 / night

(1) Very Good 

36

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
Welcome to WhaleSpirit Sanctuary, a sacred vacation and rejuvenation destination. This eco-friendly sanctuary is located within minutes of some of the island’s best waters to swim and see whales, dolphins, turtles and many other amazing marine life. Here at WhaleSpirit …see more

from $130 / night

$819 - $1,239 / week

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from $130 / night

10

Vacation b&b with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful desti …see more

from $99 / night

$693 / week

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from $99 / night

(27) Excellent 

24

Captain Cook Vacation apartment rental

Island of Hawaii / Captain Cook

4 3 nights min

  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free swimming pool with waterfall and private hot tub. Tropical Hideaway is just a three minute drive from fabulous snorkeling …see more

from $120 / night

$756 - $966 / week

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avg. 3 hours 8 minutes

from $120 / night

(2) Very Good 

17

Cottage rental in Captain Cook

Island of Hawaii / Captain Cook

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Ask about pets
Aloha and welcome to Hotel Pa'amalu the only one room hotel in Kealakekua Hawaii. Hotel Pa'amalu is a blend of Polynesia, Indonesia and amnesia. Come swim in our warm tropical waters or explore the enchanting tropical rain forests atop Kilauea, possibly the most active …see more

from $160 / night

$1,050 / week

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from $160 / night

(13) Very Good 

36

Captain Cook Vacation b&b rental

Island of Hawaii / Captain Cook

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Dates may be available although it states they are not here ! Contact us and ask ! We have several rooms. The newly renovated Rainbow Plantation Bed & Breakfast is located on a lush tropical 3 acre plantation on the Big Island of Hawaii. South of Kailua-Kona between Cap …see more

from $109 / night

$654 - $834 / week

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from $109 / night

29

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Feel the unique spirit of the Big Island of Hawaii at this three-bedroom Captain Cook home, a stunningly located oceanfront retreat with sweeping views of the Kona coast, ample lanai space for outdoor entertaining, and easy walking access to Pebble Beach. Perched at a …see more

from $225 / night

$1,575 / week

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from $225 / night

69

Vacation studio in Captain Cook

Island of Hawaii / Captain Cook

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Air conditioning
This Wonderful Spacious Studio apt/flat is in a duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area , Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view with cable TV and free wifi. …see more

from $90 / night

$630 / week

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Responds fast!
avg. 3 hours 7 minutes

from $90 / night

(1) Excellent 

29

Captain Cook Vacation home rental

Island of Hawaii / Captain Cook

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Experience Hawaii's Big Island with the most important people in your life with this incredible home on the Kona Coastline! Classic home comforts, a nearby beach, and a jaw-dropping sunset view all await you and your loved ones. Just 25 miles from Kailua-Kona, you're n …see more

from $169 / night

$1,183 / week

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from $169 / night

(1) Excellent 

37

Vacation penthouse in Captain Cook

Island of Hawaii / Captain Cook

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Private garden
PENTHOUSE: sleeps up to 5 people ( 1 queen, 2 or 3 twins-convertible to king)- third story with beautiful ocean and mountain views, 2 enclosed bedrooms, full bath with 2 person tub, large outdoor lanai with living room and kitchen. Only 30 minutes from Kona Keahole …see more

from $180 / night

$1,100 - $1,340 / week

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from $180 / night

13

Vacation home in Captain Cook

Island of Hawaii / Captain Cook

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Ask about children
  • Ask about pets
  • Private garden
Hawaiian Tax ID: w. 3.1.6.6.3.9.8.6.0.1 Due To Hawaiian State Law, a transient tax and excise tax of 13.25% must be collected separately by the owner PRIOR TO VACATION ENTRY via cash or PayPal. Beautiful renovated 1250 sq.ft home with beautiful coastline views,very …see more

from $150 / night

$1,040 - $1,075 / week

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from $150 / night

13

Vacation b&b with shared pool in Captain Cook

Island of Hawaii / Captain Cook

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Aloha and welcome to Luana Inn! After operating as a bed and breakfast for eleven years, we have transitioned to a vacation rental. We feel that we have the perfect venue for destination weddings, family reunions or group retreats for guests looking for a peaceful desti …see more

from $139 / night

$973 / week

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from $139 / night

(3) Excellent 

15

Captain Cook Vacation cottage rental

Island of Hawaii / Captain Cook

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
Makalani (Heavenly View) Cottage is a delightfully romantic cottage surrounded by a tropical garden in South Kona's coffee-belt with a breathtaking panoramic view of the Pacific Ocean. For the adventurous traveler seeking authentic Hawaiian beauty and serenity, you can …see more

from $129 / night

$900 / week

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from $129 / night