
Condo vacation rentals in Wailea, Wailea-Makena
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Top-rated condo rentals in Wailea, Wailea-Makena
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea, Wailea-Makena condo rentals
Luxury condo rentals

Upscale and Elegant Vistas

Wailea Elua Top Floor 2 Bdrm/2 Bath Oceanview Unit

Luxury beachfront designer remodel - hotel zoned

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Surrounded by Glass! Ocean All Around.

Luxury Vacationing Modern Condo May Specials $275

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views
Weekly condo rentals

**MAUI TRUE PARADISE!!! MENEHUNE 227** BOOK NOW!!

Condo-FULL AC-BEACH Kihei Maui

Beachfront Resort - Ground floor - Steps to Beach!

Luxury with a view at a reasonable price

Oceanfront Condo. Pool & Spa, 1 Br.

Sunset in Maui; 1br condo, walk to beach and surf

Enjoy Ocean Views From Lanai, Living room & Bedroo

Ocean Front Condo, Modern & Bright
Pet-friendly condo rentals

Maui Tropical Sunset - First Floor with The Extras

Beautiful Views~

Great location, Oceanfront, adjacent Beach Park!

High-Floor Island Surf Condo | AC | Steps to Park

Resort Studio–Walk to Beach, Kitchenette, WiFi, AC

Breathtaking Location-Sugar Beach #129

2BR dog friendly condo with furnished lanai, W/D

Oceanfront renovated luxury-best location! SBR 404
Quick stats about condo rentals in Wailea, Wailea-Makena
Total rentals
1.4K properties
Nightly prices starting at
G$12,591 GYD before taxes and fees
Total number of reviews
39K reviews
Family-friendly rentals
800 properties are a good fit for families
Rentals with a pool
1.4K properties have a pool
Rentals with dedicated workspaces
840 properties have a dedicated workspace
Destinations to explore
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- Maui
- Kaanapali Beach
- Charley Young Beach
- Kahului Beach
- Lahaina Beach
- Kahana Beach
- Sandy Beach
- Black Sand Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Ulua Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Peahi
- Kaihalulu Beach
- Hulopo'e Beach
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Manele Golf Course
- Pahoa Beach
- Fleming Beach