Pacific Islands - Vacation Rentals in Kahoolawe

Breathtaking Oceanfront Boutique From US $405
         

|
8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Modern & Polished Oceanfront Vistas From US $524
         

|
10.0 (17 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,012
         

10.0 (202 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $546
         

March dates available NOW ! RESERVE SOON ! From US $660
         

10.0 (149 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Kahoolawe

Over 7812+ Luxury Places to Stay in or Near Kahoolawe
Wailea Beach Villas Resort by KBM From US $9,660
         

|
New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Polo Beach Club POL-109 by KBM From US $8,784
         

|
8.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Kahoolawe

Over 6710+ Top-Rated Vacation Rentals with a Pool in or Near Kahoolawe
Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $485
         

Stunning Views from only double lanai Penthouse unit. From US $311
         

10.0 (261 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Kahoolawe

Over 54+ Pet-Friendly Vacation Rentals in or Near Kahoolawe
Maui What a Wonderful World Bed & Breakfast From US $339
         

|
9.4 (82 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ocean View Residence From US $648
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gated 2-story beach house with big yard From US $904
         

10.0 (77 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Maui Sunset Oasis- Top Unit w/AC From US $516
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location From US $235
         

Large Vacation Homes & Villas in Kahoolawe

Over 289+ Large Vacation Homes & Villas in or Near Kahoolawe
Villa Moana Maui From US $1,892
         

|
New
Villa
  • Air Conditioner
  • Parking
  • View
BEACHFRONT MAUI KIHEI HOUSE From US $1,270
         

9.8 (169 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,489
         

10.0 (61 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
FIVE BEDROOM BEACHFRONT SOUTH MAUI HOME - MODERN! From US $5,011
         

9.8 (114 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Kahoolawe

Over 2775+ Wheelchair Accessible Vacation Homes in or Near Kahoolawe
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible
Calming Coastal Vistas From US $460
         

|
10.0 (9 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Spectacular Wall of Glass! From US $552
         

10.0 (134 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Direct Oceanfront/Beachfront Luxury! Recently Remodeled From US $704
         

10.0 (111 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Kahoolawe Vacation Rentals and Airbnb Places to Stay Under $200

Over 206+ Kahoolawe Vacation Rentals and Airbnb Places to Stay Under $200
Maui Vista 1207 From US $197
         

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

A Piece Of Paradise! From US $190
         

9.8 (99 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Deluxe Camper Van on the island of Maui + Freebies! From US $172
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Remodeled Ground floor studio, AC, across from beach From US $200
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Cozy Maui Retreat, Walk to Sun-Kissed Shores From US $187
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Kahoolawe

Over 5077+ Instantly Bookable Vacation Homes in or Near Kahoolawe
Amazing view, Close to the beach, Wailea Ekahi Unit 20i From US $522
         

10.0 (134 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Oceanfront, Million-Dollar-View, Newly renovated! B421 From US $725
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
1BA/1 BA BEACHFRONT-PRIVATE-GREAT LOCATION-5 STAR REVIEWS! From US $421
         

10.0 (72 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Maui Family Owned & Managed - Wailea Grand Champions Villa From US $449
         

2BR/1BA BEACHFRONT - GREAT LOCATION- EXCEPTIONAL REVIEWS From US $505
         

10.0 (52 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Kahoolawe Vacation Rentals

With more than 7821 Kahoolawe vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Pacificislands 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 Pacificislands 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 776.48 ft² on average, with prices averaging $589 a night.

Pacificislands 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 1264
Vacation Homes 807
Villas 136
Resorts 127
Hotels with Suites 59
Cottages 17
B&B 8
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Kahoolawe

Pro Tip: Pacificislands makes it easy to compare the best listings on Pacificislands homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Pacificislands 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 7821 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.