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1,510 condos

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Match: Ceiling Fans Private outdoor pool (unheated) Staffed property

All filters match

Price per night from

$263

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2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$687

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$228

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$172

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$344

Hilo HAWAII~PRIVATE COTTAGE in GATED BOTANICAL GARDEN with KOI POND

Hilo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$178

Pure blue water front condo- the west of world oahu-the old Hawaii life

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$95

Kona Islander Inn in the middle of ocean front Kona town.

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$182

Private Nine-Bedroom Luxury Estate with Pool and 20-Acre Arboretum

Haiku house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$7,557

Beautiful Cottage Home in the Sunbelt, Located on the Big Island

Keaau b&b

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 28 minutes

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$344

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$745

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$144

Bungalow-Beach House

Kailua-Kona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$379

Kona Alii 707 Stunning Top Floor Penthouse w/ Roof Top Deck, AC, & Elevators

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$400

Napili Shores H-166 - Full Remodel Summer 2024 - $750 Free Daily Activities

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$289

Responds fast! avg. 2 minutes

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$197

Exclusive Home at Hualalai | Heated Pool | Hot Tub | Ocean Views | Cottage

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$6,975

Hale Pikake O-406

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$802

Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$252

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$498

Hale Kukui spectacular ocean cliff cottage with ex

Kukuihaele cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$286

Heavenly Hana Paradise - Ho`okipa Surf Suite

Hana apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$401

Beautiful, Quiet, Grand Ocean View in the cool Mountain above Kona

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$258

Luxury With a View!!! Designer Furnished and All New (Wavecrest Resort)

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$201

Nalani Villa - 202

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$802

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$228

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$244

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$304

Last minute flash sale! 202 Quaint 2nd floor with private lanai

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$350

Last minute flash sale! 101 Gorgeous corner, extra wide condo

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$400

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$687

Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property

2 of 3 filters match

Price per night from

$802

Mahina Surf Unit 102

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Staffed property, Private outdoor pool (unheated), Ceiling Fans

1 of 3 filters match

Price per night from

$205

Waikiki Beach Resort

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 7 minutes

2 of 3 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$3,434

Responds fast! avg. 3 hours 10 minutes

2 of 3 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$287

Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Some patina but well maintained and great location” The property is old (as we knew from the description) but in very good condition. We would suggest to add a water boiler since the antique stove is slow and inconvenient. But this is a minor issue, altogether the property is very nice, spacious, in good condition, we would definitely use it again and recommend it to others. Particularly the pool is just great - large and deep, made for diving.

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$700

Turtle Rock - Ocean Front Cottage with pool

Keauhou house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just what we were looking for!” Turtle Rock was perfect for our family of four, you couldn't ask for a better location! It's close to town if your looking to partake in some of the shopping, restaurants and excursions that Kailua has to offer, but far enough to relax and enjoy the beauty of the Big Island. The pool was clean and refreshing, the kitchen was fully stocked with pots and pans, plates, utensils, and the BBQ came in quite handy. Outdoor furniture was comfortable for watching the sunset, surfers and sea life that flourished right under you! Geckos were out and about but not overwhelming. We did run into a few bugs and insects, but nothing that would keep us from coming back. The place could use a little maintenance but overall seemed well taken care of for being so close to the ocean. It was also a little warm because there is no air conditioning but opening all of the doors cooled off the place quickly. The snorkeling down the road and even right out from the house was amazing, better than our excursion snorkeling by far!! We saw turtles and tons of fish, it can get a little sketchy near the rocks so be careful. Basically we would go back in a heartbeat! A big mahalo to the owners for sharing their piece of heaven with the rest of us :)

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,600

Responds fast! avg. 2 minutes

2 of 3 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$217

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