Travel The Horizon - Vacation Rentals in Kahoolawe

Breathtaking Oceanfront Boutique From US $405
         

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8.5 (2 Reviews)
House
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Modern & Polished Oceanfront Vistas From US $524
         

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10.0 (21 Reviews)
Condo
  • Air Conditioner
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  • Pool
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,138
         

10.0 (206 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
NEW KITCHEN REMODEL! Amazing View! From US $456
         

10.0 (158 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $684
         

Luxury Places to Stay in Kahoolawe

Over 7613+ Luxury Places to Stay in or Near Kahoolawe
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New
Apartment
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Polo Beach Club POL-109 by KBM From US $9,471
         

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8.0 (1 Review)
Condo
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Wailea Elua Village Resort by KBM From US $9,199
         

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New
Condo
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South Maui's Best Family Reunion Spot From US $7,431
         

9.8 (44 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Kahoolawe

Over 6598+ Top-Rated Vacation Rentals with a Pool in or Near Kahoolawe
Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $483
         

Romantic, Luxury, Sensual Retreat - Couples Only From US $588
         

10.0 (207 Reviews)
Condo
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  • Pool
Oceanfront, Million-Dollar-View, B421 From US $647
         

10.0 (200 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kahoolawe

Over 50+ Pet-Friendly Vacation Rentals in or Near Kahoolawe
Maui What a Wonderful World Bed & Breakfast From US $339
         

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9.3 (61 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Gated 2-story beach house with big yard From US $1,014
         

10.0 (83 Reviews)
Villa
  • Air Conditioner
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  • Pet Friendly
The Ocean View Residence From US $507
         

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10.0 (1 Review)
Apartment
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  • Pet Friendly
Maui Sunset Oasis- Top Unit w/AC, watch whales from from Lanai (Dec-Apr) From US $461
         

Condo w/Private Lanai, Ocean View & On-Site Pool! From US $306
         

9.6 (33 Reviews)
Condo
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  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Kahoolawe

Over 281+ Large Vacation Homes & Villas in or Near Kahoolawe
Villa Moana Maui From US $1,892
         

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New
Villa
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BEACHFRONT MAUI KIHEI HOUSE From US $1,440
         

9.8 (173 Reviews)
House
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Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,383
         

10.0 (62 Reviews)
Villa
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  • Parking
  • Pool
5 Star Ocean View, Beach House Chic, Click the Video tour below! From US $480
         

Wheelchair Accessible Vacation Homes in Kahoolawe

Over 2649+ Wheelchair Accessible Vacation Homes in or Near Kahoolawe
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible
Endless & Elegant Vistas From US $409
         

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10.0 (6 Reviews)
Condo
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Spectacular Wall of Glass! From US $693
         

10.0 (140 Reviews)
Condo
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Direct Oceanfront/Beachfront Luxury! Recently Remodeled From US $736
         

10.0 (112 Reviews)
Condo
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  • Parking
  • Pool

Kahoolawe Vacation Rentals and Airbnb Places to Stay Under $200

Over 191+ Kahoolawe Vacation Rentals and Airbnb Places to Stay Under $200
Maui Vista 1207 From US $197
         

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7.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations From US $88
         

Paradise Jays Maui Island Breeze From US $154
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Cozy Maui Retreat, Walk to Sun-Kissed Shores From US $199
         

10.0 (1 Review)
Condo
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  • Parking
  • Pool
Cool 1BD Entire Condo On The Beach in Maalaea Harbor From US $180
         

Great Rates - Clean and Cozy Condo! From US $197
         

9.8 (170 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Kahoolawe

Over 4949+ Instantly Bookable Vacation Homes in or Near Kahoolawe
Oceanfront, Million-Dollar-View, Newly renovated! B421 From US $725
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Amazing view, Close to the beach, Wailea Ekahi Unit 20i From US $545
         

10.0 (137 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachfront Condo B303 June 27-July 3rd still available . From US $1,112
         

10.0 (101 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
1BR/1BA BEACHFRONT PRIVATE GREAT LOCATION GREAT REVIEWS! From US $501
         

10.0 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Maui Family Owned & Managed - Wailea Grand Champions Villa From US $463
         

2BR/1BA BEACHFRONT GREAT LOCATION EXCEPTIONAL REVIEWS From US $610
         

10.0 (54 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Kahoolawe Vacation Rentals

With more than 7622 Kahoolawe vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Travelthehorizon and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kahoolawe.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Travelthehorizon Kahoolawe, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kahoolawe. Places to stay near Kahoolawe are 787.37 ft² on average, with prices averaging US $598 a night.

Travelthehorizon makes it easy and safe to find and compare vacation rentals in Kahoolawe with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kahoolawe

Type Count
Holiday Apartments 1299
Vacation Homes 750
Resorts 133
Villas 125
Hotels 57
Cottages 15
B&B 8
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Kahoolawe

Pro Tip: Travelthehorizon makes it easy to compare the best listings on Travelthehorizon homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Travelthehorizon homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kahoolawe.

Weather in Kahoolawe

View the weather forecast for Kahoolawe before booking your Kahoolawe Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Kahoolawe, HI


Kahoolawe Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kahoolawe?
How many vacation rentals are available in Kahoolawe?

Currently, the total number of properties listed in 2026 is over 7622 in the Kahoolawe area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kahoolawe.