
Holiday rentals near Wailea Gold Golf Course
We found 4,985 holiday rentals — enter your dates for availability
If you are looking to stay near Wailea Gold Golf Course, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Wailea Gold Golf Course
Showing deals for:3 Oct - 10 Oct
Image gallery for Luxury Upcountry Villa with breathtaking views

1010 out of 10 rating
Exceptional
(41 reviews)
Luxury Upcountry Villa with breathtaking views
Makawao, HI
8% off
Price is NZ$10,569
NZ$10,569
NZ$1,510 per night
includes taxes & fees
Image gallery for Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views

1010 out of 10 rating
Exceptional
(171 reviews)
Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views
Kula, HI
7% off
Price is NZ$9,076
NZ$9,076
NZ$1,297 per night
includes taxes & fees
Image gallery for HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.89.8 out of 10 rating
Exceptional
(84 reviews)
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Haiku, HI
14% off
Price is NZ$5,310
NZ$5,310
NZ$759 per night
includes taxes & fees
Image gallery for Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

1010 out of 10 rating
Exceptional
(177 reviews)
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Kihei, HI
7% off
Price is NZ$5,249
NZ$5,249
NZ$750 per night
includes taxes & fees
Image gallery for Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006

1010 out of 10 rating
Exceptional
(31 reviews)
Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006
Haiku, HI
14% off
Price is NZ$4,426
NZ$4,426
NZ$632 per night
includes taxes & fees
Image gallery for Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

9.09.0 out of 10 rating
Wonderful
(23 reviews)
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao, HI
7% off
Price is NZ$2,725
NZ$2,725
NZ$389 per night
includes taxes & fees
Image gallery for PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002

1010 out of 10 rating
Exceptional
(91 reviews)
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Kihei, HI
7% off
Price is NZ$11,365
NZ$11,365
NZ$1,624 per night
includes taxes & fees
Image gallery for Remodeled Oceanfront Condo with Stunning Views

9.89.8 out of 10 rating
Exceptional
(34 reviews)
Remodeled Oceanfront Condo with Stunning Views
Maalaea, HI
7% off
Price is NZ$11,142
NZ$11,142
NZ$1,592 per night
includes taxes & fees
Image gallery for Beachfront Remodeled Oasis, Steps to Sugar Beach

1010 out of 10 rating
Exceptional
(13 reviews)
Beachfront Remodeled Oasis, Steps to Sugar Beach
Maalaea, HI
7% off
Price is NZ$6,763
NZ$6,763
NZ$966 per night
includes taxes & fees
Image gallery for Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
Kihei, HI
7% off
Price is NZ$2,323
NZ$2,323
NZ$332 per night
includes taxes & fees
Image gallery for Now with optional car add-on

1010 out of 10 rating
Exceptional
(143 reviews)
Now with optional car add-on
Wailuku, HI
8% off
Price is NZ$5,129
NZ$5,129
NZ$733 per night
includes taxes & fees
Image gallery for Paia Surf Condo

9.69.6 out of 10 rating
Exceptional
(11 reviews)
Paia Surf Condo
Paia, HI
5% off
Price is NZ$4,248
NZ$4,248
NZ$607 per night
includes taxes & fees
Image gallery for Ekahi 27A: Priceless Ocean View from a Private Lanai

9.89.8 out of 10 rating
Exceptional
(35 reviews)
Ekahi 27A: Priceless Ocean View from a Private Lanai
Kihei, HI
7% off
Price is NZ$6,849
NZ$6,849
NZ$978 per night
includes taxes & fees
Image gallery for Makena Surf C-107: Premier Luxury Condo • Largest 2-Bed • Oceanviews • Local Art

1010 out of 10 rating
Exceptional
(89 reviews)
Makena Surf C-107: Premier Luxury Condo • Largest 2-Bed • Oceanviews • Local Art
Kihei, HI
5% off
Price is NZ$14,488
NZ$14,488
NZ$2,070 per night
includes taxes & fees
Image gallery for Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

1010 out of 10 rating
Exceptional
(168 reviews)
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia, HI
7% off
Price is NZ$6,317
NZ$6,317
NZ$902 per night
includes taxes & fees
Image gallery for Epic Maui Camping - Affordable Adventure in Paradise SUV + gear

1010 out of 10 rating
Exceptional
(8 reviews)
Epic Maui Camping - Affordable Adventure in Paradise SUV + gear
Kahului, HI
9% off
Price is NZ$2,028
NZ$2,028
NZ$290 per night
includes taxes & fees
Image gallery for Oceanfront Corner Unit | Stunning Views & Comfort

9.89.8 out of 10 rating
Exceptional
(33 reviews)
Oceanfront Corner Unit | Stunning Views & Comfort
Maalaea, HI
7% off
Price is NZ$11,142
NZ$11,142
NZ$1,592 per night
includes taxes & fees
Image gallery for New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area

9.49.4 out of 10 rating
Exceptional
(12 reviews)
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Kihei, HI
6% off
Price is NZ$3,524
NZ$3,524
NZ$503 per night
includes taxes & fees
Image gallery for Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!

9.89.8 out of 10 rating
Exceptional
(62 reviews)
Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
Kihei, HI
6% off
Price is NZ$3,656
NZ$3,656
NZ$522 per night
includes taxes & fees
Image gallery for Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.

1010 out of 10 rating
Exceptional
(50 reviews)
Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.
Kihei, HI
7% off
Price is NZ$12,462
NZ$12,462
NZ$1,780 per night
includes taxes & fees
Image gallery for Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

1010 out of 10 rating
Exceptional
(71 reviews)
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Kihei, HI
7% off
Price is NZ$5,099
NZ$5,099
NZ$728 per night
includes taxes & fees
Image gallery for SALE! Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Split AC

9.69.6 out of 10 rating
Exceptional
(82 reviews)
SALE! Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Split AC
Maalaea, HI
7% off
Price is NZ$5,827
NZ$5,827
NZ$832 per night
includes taxes & fees
Image gallery for Summer specials of 20-30% off for stays of a week or more!

9.69.6 out of 10 rating
Exceptional
(123 reviews)
Summer specials of 20-30% off for stays of a week or more!
Kihei, HI
11% off
Price is NZ$3,276
NZ$3,276
NZ$468 per night
includes taxes & fees
Image gallery for Wailea 1 BR Condo, amazing lanai, close to everything, good pricing

9.89.8 out of 10 rating
Exceptional
(155 reviews)
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
Kihei, HI
7% off
Price is NZ$3,317
NZ$3,317
NZ$474 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Wailea Gold Golf Course
~ This Is Wailea Living ~
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
Ho'olei Ocean View by Coldwell Banker Island Vacations
Sleeps 8 · 3 bedrooms
1010 out of 10
Exceptionalexceptional
Grand Champions Condos by KBM
Sleeps 6 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course/Ocean Views
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Amazing Ocean Views - Steps To Beach - Newly Remodeled
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
221 reviews(221 reviews)
Wailea Grand Champions | 84
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value