7969+ Vacation Rentals Near Kahoolawe |
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Go Luxury Villas - Vacation Rentals in Kahoolawe

Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach From US $506
         

10.0 (229 Reviews)
Condo
Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
  • Air Conditioner
  • Parking
  • Pool

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Breathtaking Oceanfront Boutique From US $405
         

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8.5 (2 Reviews)
House
Breathtaking Oceanfront Boutique
  • Air Conditioner
  • Parking
  • Pool

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Modern & Polished Oceanfront Vistas From US $524
         

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10.0 (18 Reviews)
Condo
Modern & Polished Oceanfront Vistas
  • Air Conditioner
  • Parking
  • Pool

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Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,012
         

10.0 (204 Reviews)
Cottage
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
  • Air Conditioner
  • Parking
  • Pool

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Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews ! From US $926
         

10.0 (170 Reviews)
House
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !
  • Air Conditioner
  • Parking
  • Pool

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Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $546
         

10.0 (155 Reviews)
Cottage
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
  • Air Conditioner
  • Parking
  • Pool

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LOW APRIL RATES NOW ! RESERVE SOON ! From US $696
         

10.0 (149 Reviews)
Apartment
LOW APRIL RATES NOW ! RESERVE SOON !
  • Air Conditioner
  • Parking
  • Pool

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🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets From US $439
         

10.0 (143 Reviews)
Condo
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
  • Air Conditioner
  • Parking
  • Pool

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Luxury Places to Stay in Kahoolawe

Over 7960+ Luxury Places to Stay in or Near Kahoolawe
Luxurious Oceanfront Sandy Beach Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft From US $20,955
         

10.0 (1 Review)
House
Luxurious Oceanfront Sandy Beach Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft
  • Air Conditioner
  • Parking
  • Pet Friendly

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Kihei Resort 202 · KRS 202 Family Getaway 2BD w AC Pool Beach From US $15,302
         

7.8 (7 Reviews)
House
Kihei Resort 202 · KRS 202 Family Getaway 2BD w AC Pool Beach
  • Parking
  • Pool
  • Security/Safety

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NEW Luxury 3 Bedroom Condo with Panoramic Ocean Views at Wailea Beach Villas Complimentary Rental Car WBV-PH505 by KBM Resorts From US $9,749
         

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New
Apartment
NEW Luxury 3 Bedroom Condo with Panoramic Ocean Views at Wailea Beach Villas Complimentary Rental Car WBV-PH505 by KBM Resorts
  • Air Conditioner
  • Parking
  • Pool

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Maui Vista 1106 · MV 1106 Updated 1BD Condo Steps from Beach Poo From US $9,723
         

9.5 (2 Reviews)
House
Maui Vista 1106 · MV 1106 Updated 1BD Condo Steps from Beach Poo
  • Parking
  • Pool
  • Security/Safety

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Wailea Beach Villas Resort by KBM From US $9,660
         

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New
Apartment
Wailea Beach Villas Resort by KBM
  • Air Conditioner
  • Parking
  • Pool

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Wailea Beach Villas Penthouse Panoramic Ocean Views KBM Resorts 2 Units 6 Bedrooms ML-3485 From US $8,237
         

New
Apartment
Wailea Beach Villas Penthouse Panoramic Ocean Views KBM Resorts 2 Units 6 Bedrooms ML-3485
  • Air Conditioner
  • Parking
  • Pool

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ICONIC OCEANFRONT ESTATE IN WONDERFUL WAILEA, MAUI! From US $7,208
         

10.0 (6 Reviews)
House
ICONIC OCEANFRONT ESTATE IN WONDERFUL WAILEA, MAUI!
  • Air Conditioner
  • Parking
  • Pool

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South Maui's Best Family Reunion Spot From US $6,421
         

9.8 (44 Reviews)
Hotel
South Maui's Best Family Reunion Spot
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Find More Kahoolawe Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Kahoolawe

Over 6885+ Top-Rated Vacation Rentals with a Pool in or Near Kahoolawe
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! From US $412
         

10.0 (306 Reviews)
Condo
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
  • Air Conditioner
  • Parking
  • Pool

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Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $485
         

10.0 (283 Reviews)
Condo
Breathtaking ocean views! Steps to the beach! Recently remodeled!
  • Air Conditioner
  • Parking
  • Pool

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Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting From US $383
         

10.0 (282 Reviews)
Condo
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
  • Air Conditioner
  • Parking
  • Pool

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10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! From US $394
         

10.0 (273 Reviews)
Condo
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
  • Air Conditioner
  • Parking
  • Pool

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Stunning Views from only double lanai Penthouse unit. From US $307
         

10.0 (264 Reviews)
Condo
Stunning Views from only double lanai Penthouse unit.
  • Air Conditioner
  • Parking
  • Pet Friendly

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5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View! From US $277
         

10.0 (242 Reviews)
Condo
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
  • Air Conditioner
  • Parking
  • Pool

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FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS From US $497
         

10.0 (224 Reviews)
Condo
FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
  • Air Conditioner
  • Parking
  • Pool

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Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor. From US $454
         

10.0 (222 Reviews)
Condo
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
  • Air Conditioner
  • Parking
  • Pool

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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
         

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9.4 (82 Reviews)
Bed & Breakfast
Maui What a Wonderful World Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly

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PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool! From US $892
         

10.0 (188 Reviews)
House
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Ocean View Residence From US $696
         

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10.0 (1 Review)
Apartment
The Ocean View Residence
  • Air Conditioner
  • Parking
  • Pet Friendly

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Gated 2-story beach house with big yard From US $904
         

10.0 (78 Reviews)
Villa
Gated 2-story beach house with big yard
  • Air Conditioner
  • Parking
  • Pet Friendly

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Family Retreat Resort Condo- Full Kitchen, AC, Laundry- Walk to Beach and Shops From US $565
         

10.0 (3 Reviews)
Condo
Family Retreat Resort Condo- Full Kitchen, AC, Laundry- Walk to Beach and Shops
  • Air Conditioner
  • Parking
  • Pet Friendly

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Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis From US $598
         

10.0 (1 Review)
Condo
Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis
  • Air Conditioner
  • Parking
  • Pet Friendly

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Maui Sunset Oasis- Top Unit w/AC From US $472
         

9.8 (8 Reviews)
Condo
Maui Sunset Oasis- Top Unit w/AC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Condo w/Private Lanai, Ocean View & On-Site Pool! From US $261
         

9.6 (33 Reviews)
Condo
Condo w/Private Lanai, Ocean View & On-Site Pool!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Kahoolawe

Over 298+ Large Vacation Homes & Villas in or Near Kahoolawe
Villa Moana Maui From US $1,892
         

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New
Villa
Villa Moana Maui
  • Air Conditioner
  • Parking
  • View

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BEACHFRONT MAUI KIHEI HOUSE From US $1,270
         

9.8 (170 Reviews)
House
BEACHFRONT MAUI KIHEI HOUSE
  • Air Conditioner
  • Parking
  • TV

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I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW! From US $1,300
         

10.0 (43 Reviews)
Villa
I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW!
  • Air Conditioner
  • Parking
  • Pool

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Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,595
         

10.0 (61 Reviews)
Villa
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
  • Air Conditioner
  • Parking
  • Pool

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FIVE BEDROOM BEACHFRONT SOUTH MAUI HOME - MODERN! From US $4,084
         

9.8 (114 Reviews)
House
FIVE BEDROOM BEACHFRONT SOUTH MAUI HOME - MODERN!
  • Air Conditioner
  • Parking
  • Pool

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Paradise Family Rental on Sunny South Shore! Beachfront Charm with Pool! From US $3,339
         

9.8 (105 Reviews)
House
Paradise Family Rental on Sunny South Shore! Beachfront Charm with Pool!
  • Air Conditioner
  • Parking
  • Pool

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5 Star Ocean View, Beach House Chic, Click the Video tour below! From US $425
         

10.0 (99 Reviews)
Villa
5 Star Ocean View, Beach House Chic, Click the Video tour below!
  • Air Conditioner
  • Parking
  • Pool

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OCEAN VIEWS AT THE EXQUISITE SEA BREEZE J405 WAILEA BEACH VILLAS From US $1,753
         

10.0 (16 Reviews)
Villa
OCEAN VIEWS AT THE EXQUISITE SEA BREEZE J405 WAILEA BEACH VILLAS
  • Air Conditioner
  • Parking
  • Pool

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Wheelchair Accessible Vacation Homes in Kahoolawe

Over 2805+ Wheelchair Accessible Vacation Homes in or Near Kahoolawe
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
Hale Hui Kai #112
  • Pool
  • View
  • Wheelchair Accessible

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Maui/Kihei/Wailea Oceanfront 5-Star Condo: Newly Remodeled Beachfront Bliss From US $879
         

10.0 (135 Reviews)
Condo
Maui/Kihei/Wailea Oceanfront 5-Star Condo: Newly Remodeled Beachfront Bliss
  • Air Conditioner
  • Parking
  • Pool

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Calming Coastal Vistas From US $460
         

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10.0 (9 Reviews)
Condo
Calming Coastal Vistas
  • Air Conditioner
  • Parking
  • Pool

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Spectacular Wall of Glass! From US $558
         

10.0 (135 Reviews)
Condo
Spectacular Wall of Glass!
  • Air Conditioner
  • Parking
  • Pool

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OCEANFRONT SPECTACULAR CONDO-New Furnishings & Appliances - 60ft From the Water! From US $284
         

10.0 (114 Reviews)
Condo
OCEANFRONT SPECTACULAR CONDO-New Furnishings & Appliances - 60ft From the Water!
  • Air Conditioner
  • Parking
  • Pool

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Direct Oceanfront/Beachfront Luxury! Recently Remodeled From US $700
         

10.0 (111 Reviews)
Condo
Direct Oceanfront/Beachfront Luxury! Recently Remodeled
  • Air Conditioner
  • Parking
  • Pool

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Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi! From US $287
         

9.8 (260 Reviews)
Condo
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
  • Air Conditioner
  • Parking
  • Pool

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Great Rates MAY-DEC DISCOUNTS, B103, AC, Remodeled Kihei Oceanfront property From US $531
         

9.8 (171 Reviews)
Condo
Great Rates MAY-DEC DISCOUNTS, B103, AC, Remodeled Kihei Oceanfront property
  • Air Conditioner
  • Parking
  • Pool

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Kahoolawe Vacation Rentals and Airbnb Places to Stay Under $200

Over 227+ 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
Maui Vista 1207
  • Air Conditioner
  • Parking
  • View

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A Piece Of Paradise! From US $190
         

9.8 (99 Reviews)
Condo
A Piece Of Paradise!
  • Air Conditioner
  • Parking
  • Pool

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Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations From US $88
         

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10.0 (2 Reviews)
Condo
Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations
  • Parking
  • Pool
  • Security/Safety

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Oceanfront 3rd Floor Unit at Maalaea Kai Complex From US $190
         

9.6 (97 Reviews)
Condo
Oceanfront 3rd Floor Unit at Maalaea Kai Complex
  • Parking
  • Pool
  • TV

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Kihei Bay Surf #213 Kitchen, Wifi, Great Rates, Shared Hot Tub, Near Beach From US $189
         

9.4 (169 Reviews)
Condo
Kihei Bay Surf #213 Kitchen, Wifi, Great Rates, Shared Hot Tub, Near Beach
  • Air Conditioner
  • Parking
  • Pool

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Kihei Bay Vista #C-206 Across from Beach, NEW Split A/C Throughout From US $198
         

9.4 (125 Reviews)
Condo
Kihei Bay Vista #C-206 Across from Beach, NEW Split A/C Throughout
  • Air Conditioner
  • Parking
  • Pool

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Kihei Kai Nani #12-136 Ground Floor, Garden View, across Kamaole Beach II From US $183
         

9.4 (112 Reviews)
Condo
Kihei Kai Nani #12-136 Ground Floor, Garden View, across Kamaole Beach II
  • Parking
  • Pool
  • TV

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Kihei Bay Surf #109 Across From Sandy Beach, Shared Hot Tub, Great Rates! From US $178
         

9.0 (184 Reviews)
Condo
Kihei Bay Surf #109 Across From Sandy Beach, Shared Hot Tub, Great Rates!
  • Air Conditioner
  • Parking
  • Pool

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Instantly Bookable Vacation Homes in Kahoolawe

Over 5117+ 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
Amazing view, Close to the beach, Wailea Ekahi Unit 20i
  • Air Conditioner
  • Parking
  • Pool

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Oceanfront, Million-Dollar-View, Newly renovated! B421 From US $725
         

10.0 (178 Reviews)
Condo
Oceanfront, Million-Dollar-View, Newly renovated! B421
  • Air Conditioner
  • Parking
  • Pool

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F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools From US $1,564
         

10.0 (119 Reviews)
Condo
F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools
  • Air Conditioner
  • Parking
  • Pool

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Beachfront Condo B303 - April 6-29 still available at reduced rates! From US $1,045
         

10.0 (97 Reviews)
Condo
Beachfront Condo B303 - April 6-29 still available at reduced rates!
  • Air Conditioner
  • Parking
  • Pool

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1BA/1 BA BEACHFRONT-PRIVATE-GREAT LOCATION-5 STAR REVIEWS! From US $383
         

10.0 (73 Reviews)
Apartment
1BA/1 BA BEACHFRONT-PRIVATE-GREAT LOCATION-5 STAR REVIEWS!
  • Air Conditioner
  • Parking
  • TV

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Maui Family Owned & Managed - Wailea Grand Champions Villa From US $454
         

10.0 (58 Reviews)
Condo
Maui Family Owned & Managed - Wailea Grand Champions Villa
  • Air Conditioner
  • Parking
  • Pool

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2BR/1BA BEACHFRONT - GREAT LOCATION- EXCEPTIONAL REVIEWS From US $495
         

10.0 (53 Reviews)
Apartment
2BR/1BA BEACHFRONT - GREAT LOCATION- EXCEPTIONAL REVIEWS
  • Air Conditioner
  • Parking
  • TV

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NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8! From US $4,183
         

10.0 (25 Reviews)
House
NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8!
  • Air Conditioner
  • Parking
  • Pool

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About Kahoolawe Vacation Rentals

With more than 7969 Kahoolawe vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Goluxuryvillas 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 Goluxuryvillas 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 777.12 ft² on average, with prices averaging US $579 a night.

Goluxuryvillas 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 1336
Vacation Homes 826
Villas 137
Resorts 131
Hotels 60
Cottages 17
B&B 8
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Kahoolawe

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

Top Attractions Around Kahoolawe, HI

Goluxuryvillas offers a large selection of top attractions around Kahoolawe. Research things to do on your vacation before you visit Kahoolawe.


Haikioawa Landing Wailea Beach Maui Ocean Center Molokini Maalaea Harbor Kamaole Beach Park 3 Makena State Park Beach Keawakapu Beach Maui Tropical Plantation Kihei Town Center Shopping Center Kamaole Beach Park Kihei Regional Park Kamaole Beach Park 2 Maluaka Beach Kalama Beach Park Little Beach Hawaiian Islands Humpback Whale Sanctuary Visitor Center Maui Nui Golf Club Polo Beach Manele Bay

Other Places to Stay Near Kahoolawe, HI


Haikioawa Landing 5,783 Properties

Kahoolawe Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kahoolawe?

There are a lot of options in Kahoolawe. If you plan on staying in the Kahoolawe area, consider making a reservation for a few nights at one of these properties as these have been rated 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 7969 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.