Vacation Rentals with Pool in Wailea Gold Golf Course, HI: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Kihei
  6.  Wailea Gold Golf Course

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2485 Best Vacation Rentals with Pool in Wailea Gold Golf Course (Starting from $502)

Makena Surf B305 by Coldwell Banker Island Vacations
Makena Surf B305 by Coldwell Banker Island Vacations
Apartment
Wailea, HI, USA
0.8k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Hot tubs, Places to stay

2 Bedrooms4 Guests
New to Booking
$502
Average price / night
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Luxurious Oceanfront Sandy Beach Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft
Luxurious Oceanfront Sandy Beach Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft
House
Kihei, HI, 96753, United States
0.8k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms10 Guests
New to Booking
$20658
Average price / night
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Polo Beach Club 609
Polo Beach Club 609
House
Wailea, HI, USA
0.8k from Wailea Gold Golf Course center

Internet, Air Conditioner, Hot Tub, Security/Safety, Parking, Pool, Wellness Facilities

1 Bedroom6 Guests
New to Booking
$1001
Average price / night
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Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo
Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo
Condo
Kihei, HI, 96753, United States
0.8k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

112 reviews

$1550
Average price / night
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Polo Beach Club 409
Polo Beach Club 409
House
Wailea, HI, USA
0.8k from Wailea Gold Golf Course center

Internet, Air Conditioner, Hot Tub, Security/Safety, Parking, Pool, Wellness Facilities

1 Bedroom6 Guests
New to Booking
$684
Average price / night
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Beachfront, Ocean View, Polo Beach Wailea/Makena #302
Beachfront, Ocean View, Polo Beach Wailea/Makena #302
Condo
Kihei, HI, 96753, United States
0.8k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.4

Superb

31 reviews

$1046
Average price / night
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Polo Beach Club 408
Polo Beach Club 408
House
Wailea, HI, USA
0.8k from Wailea Gold Golf Course center

Internet, Air Conditioner, Hot Tub, Security/Safety, Parking, Pool, Wellness Facilities

1 Bedroom4 Guests
New to Booking
$1243
Average price / night
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Beachfront Condo E 303/ Incredible views/Spring Break 2026 Available/Pickleball
Beachfront Condo E 303/ Incredible views/Spring Break 2026 Available/Pickleball
Condo
Kihei, HI, 96753, United States
0.8k from Wailea Gold Golf Course center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

39 reviews

$1037
Average price / night
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MAKENA SURF #B304 condo
MAKENA SURF #B304 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Hot tubs, Places to stay

2 Bedrooms4 Guests
New to Booking
$1311
Average price / night
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Spectacular beachfront Platinum Condo; Stunning Views; Steps to fab snorkeling.🤙🏽
Spectacular beachfront Platinum Condo; Stunning Views; Steps to fab snorkeling.🤙🏽
Condo
Kihei, HI, 96753, United States
0.8k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

53 reviews

$1122
Average price / night
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MAKENA SURF #F-102 condo
MAKENA SURF #F-102 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

2 Bedrooms6 Guests
New to Booking
$996
Average price / night
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Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views!
Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views!
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$1073
Average price / night
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MAKENA SURF, #C-205 condo
MAKENA SURF, #C-205 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$1258
Average price / night
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Luxurious Beachfront Condo with Modern Amenities - Makena Surf Resort #E-203
Luxurious Beachfront Condo with Modern Amenities - Makena Surf Resort #E-203
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$1124
Average price / night
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MAKENA SURF, #G-304 condo
MAKENA SURF, #G-304 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos

3 Bedrooms8 Guests
New to Booking
$1131
Average price / night
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Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103:
Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103:
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$997
Average price / night
Check Availability
MAKENA SURF, #C-103 condo
MAKENA SURF, #C-103 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$959
Average price / night
Check Availability
Makena Surf F104 - Oceanfront 3BR w/ AC, Panoramic Views & Beach Access
Makena Surf F104 - Oceanfront 3BR w/ AC, Panoramic Views & Beach Access
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$1372
Average price / night
Check Availability
MAKENA SURF #C102 condo
MAKENA SURF #C102 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$959
Average price / night
Check Availability
Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-208
Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-208
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
New to Booking
$1023
Average price / night
Check Availability
MAKENA SURF, #G-301-302 condo
MAKENA SURF, #G-301-302 condo
Apartment
Wailea, HI, USA
0.9k from Wailea Gold Golf Course center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

4 Bedrooms8 Guests
New to Booking
$2308
Average price / night
Check Availability
Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206
Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
New to Booking
$990
Average price / night
Check Availability
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-109
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-109
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$1069
Average price / night
Check Availability
Breathtaking Views -Remodeled Ocean Front Condo - Makena Surf Resort F-111
Breathtaking Views -Remodeled Ocean Front Condo - Makena Surf Resort F-111
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$1065
Average price / night
Check Availability
Stunning Beachfront Condo at Makena Surf Resort #E104 with Panoramic Ocean Views
Stunning Beachfront Condo at Makena Surf Resort #E104 with Panoramic Ocean Views
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$1259
Average price / night
Check Availability
Gorgeous Oceanfront Sanctuary – Makena Surf #G-204 - Breathtaking Views!
Gorgeous Oceanfront Sanctuary – Makena Surf #G-204 - Breathtaking Views!
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
9.4

Superb

10 reviews

$956
Average price / night
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Beachfront Bliss: Makena Surf Resort B304 - Lovely Ocean Views & Lush Landscapes
Beachfront Bliss: Makena Surf Resort B304 - Lovely Ocean Views & Lush Landscapes
Condo
Makena, Maui, HI, 96753, United States
0.9k from Wailea Gold Golf Course center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.0

Fabulous

15 reviews

$1023
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Wailea Gold Golf Course.

Wailea Gold Golf Course Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 2485 verified vacation rentals with a pool in Wailea Gold Golf Course. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Wailea Gold Golf Course vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $502 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Wailea Gold Golf Course offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Wailea Gold Golf Course welcome pets. Currently, 4 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Wailea Gold Golf Course often include additional outdoor features such as Pool, Hot Tub, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Wailea Gold Golf Course offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.