Vacation Rentals & Condos in Island of Hawaii

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1,321 condos

Cozy Maui Condo near Kaanapali!

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent Condo for the Money” When we reserved the condo we got three very informative emails in reply letting us know about check in-check out procedures, nearby restaurants, car rentals, activities in Maui, etc., so that was very helpful. When we got there we found the condo very clean with plenty of comfortable furnishings. There is no A/C but we found that if we opened the windows and turned on the fans in the evenings, the condo stayed very comfortable. It did not get too hot in the middle of the day. Kevin's policy of marking refrigerator items with the date of purchase is brilliant and renters to save on the cost of condiments and other little items. The pantry was full of staples too, so if you forgot to get something at the store, you will likely find it in the cupboard! Kevin keeps the bathroom medicine cabinet, linen closet and bedroom closets stocked with everything else you may need - boogie boards, sand toys, snorkel equipment, pool noodles, laundry detergent, bleach, bandages, antibacterial ointment, sunscreen, linens, beach towels, duct tape, you name it! The only thing we needed but couldn't find was a pair of scissors, but we got by! FYI, there is no dishwasher, so you will have to wash the dishes by hand. The location is very nice. It is in a part of town where you can walk to restaurants, a natural (but vegetarian) market, coffee shop, shave ice store, surf shop, etc. Plus it is a bout a 5-10 minute drive north of Lahaina if you need more in terms of shops and restaurants. Lahaina is also a prime spot for surf and paddleboard lessons and for hiring a boat for deep sea fishing, among other activities. The condo is also right across the street from a nice, well-used (by locals and tourists alike) park and beach. The surf doesn't get real big here, so it was a perfect boogie boarding location for our 10 year old, and a nice fishing location for our 14 year old. Plus, BONUS PART, a sea turtle hung out with us one afternoon, eating whatever grows on the rocks just off shore and swimming around our ankles.

Match: Swing set or jungle gym Swimming pool

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Price per night from

$211

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Swing set or jungle gym Swimming pool

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Price per night from

$409

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Hilo Hawaiian Beach House

Hilo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$457

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

1 of 2 match: Swimming pool, Swing set or jungle gym

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Price per night from

$304

Kona Coast Resort Unit 5-203

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 47 minutes

1 of 2 match: Swimming pool, Swing set or jungle gym

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Price per night from

$201

Ocean Front Luxury Home

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 of 2 match: Swimming pool, Swing set or jungle gym

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Price per night from

$566

1 of 2 match: Swimming pool, Swing set or jungle gym

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Price per night from

$205

Breachfront Oceanview King Bed Studio unit in Wailea Ekahi

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Swimming pool

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Price per night from

$343

Haleakala Cottage - Beautiful Garden Views

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$453

Villa To Mar Steps to Pool Custom made Bedrooms

Waikoloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$142

Maui Ocean View Condo, Great Location

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$205

Kihei Kai Nani #123 Beautiful ground floor condo

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Swimming pool

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Price per night from

$149

“Enjoyable” The washing machine only works on cool and we should have been told that or have a sign posted. Owner said it needed to be fixed. The gas stove has a couple of burners that would not flame and the ignitor is loose. TV on/off needed reconnection - plug needed retightening No TV station channel guide in unit Office told us to check drip pan under air conditioner; there was not one We left more paper goods than what we found upon arrival. Ample dishware, etc, Could use a couple of serving dishes for salads, vegetables, if owner would like. Exteriors of building and parking need MORE lights

Responds fast! avg. 2 hours 45 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$241

Kihei Akahi D504 Panoramic Ocean View Condo

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“We liked it so much, we booked again!” In March of 2011, various members of my family decided that we would all meet up in Maui for a big get together. I ended up booking 4 condos in total in the D building at the Kihei akahi. My Dad was the lucky one who ended up in D504. Out of all the units that I had booked, D504 was the best one. It was very clean and decorated quite simply, yet comfortable, with everything you could possibly need from a perspective of kitchen supplies, bedding, towels, and beach paraphernalia. And the view was probably one of the best in the building. The units towards the other end of the floor are a little blocked by palm trees, but D504 had an absolutely stunning view. My Dad was thrilled with his accommodations, so much so that we have decided to go back next spring, and he asked me to book him into D504 again! Prior to going, I had done a lot of research on Kihei condos that are either ocean front or have ocean views. The Kihei akahi absolutely is one of the best condos from a perspective of location and value. The only thing that was not so great about our visit had nothing to do with the unit itself, but more about some of the owners/permanent residents in the D building...my sister had her two young children with her and it was fairly clear that some of the residents were not very tolerant of the behavior of small children, like playing on the grass and the occasional shouting at the pool. I think these units are more suited to older families - we had no problems with our 10 year old daughter, but if you have toddlers, I would recommend staying somewhere that is more suited to families with small children.

Responds fast! avg. 2 hours 45 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$241

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$556

Royal Seacliff Resort in Kona, OCT. /22 during IRONMAN competition

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 50 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$572

Ocean view in Paradise

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$149

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$496

Maui Direct OceanFront Condo Kaanapali/Kahana!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$286

Beautiful - Palms at Wailea 1802

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$486

Spectacular luxury oceanfront condo

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$549

Maui Tranquility - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$217

June29 - July 6, 2024. Studio Oceanview ,Westin Ka’anapali Ocean Resort

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$491

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$801

Kona Coast Resort 2 bedroom villa!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$515

Kona Coast Condo

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 33 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$486

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$285

The Noniluna Two - Direct Oceanfront Penthouse Sleeps 8

Lahaina condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,058

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$342

Tropical oasis by the sea

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$457

Escape to Your Oceanside Dream in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$486

Hamakua Coast Retreat

Hakalau house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$165

Waikoloa Shores condo with large lanai and lawn

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$287

Ocean Breeze Condo

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$331

Waters Edge Hale

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$430

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$802

Ground floor 2 bedroom 2 bath Condo in Waikoloa

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$149

Colony Villa | Paradise among the Palm Trees

Puako townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$264

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