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South Maui 2 Bedroom Condos

Below are our two bedroom condos for rent in South Maui. They can Accommodate 4 to 6 guests and are great for vacations with family or friends. We have a variety of vacation condos available; from clean affordable comfort to pure indulgent luxury. There's no better time to start planning your Maui vacation getaway than today!


Wailea Elua #701
Guests: 5
2 Bedrooms
2 Bathrooms
Starting at $395 nightly

Wailea Ekolu #805
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $215 nightly

Kihei Alii Kai #A-401
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Maui Vista #2-423
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $134 nightly

Maui Parkshore #211
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $154

Menehune Shores #425
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Palms at Wailea #604
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Kihei Akahi #B-203
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Menehune Shores #401
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Maui Vista #3-419
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $193 nightly

Maui Kamaole #L-202
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $249 nightly

Wailea Ekolu #503
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $225 nightly

Island Surf #501
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Wailea Elua #2110
Guests: 5
2 Bedrooms
2 Bathrooms
Starting at $345 nightly

Palms at Wailea #1503
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $354 nightly

Maui Kamaole #I-215
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Sugar Beach Resort PH 14
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $325 nightly

Waiohuli Beach Hale #C-211
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Waiohuli Beach Hale #A-203
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Haleakala Shores #A-212
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $159 nightly

Maui Kamaole #J-217
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $185 nightly

Hale Ili Ili #D
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $359 nightly

Kihei Garden Estates #E-204
Guests: 4
2 Bedrooms
1 Bathrooms
Starting at $110 nightly

Waiohuli Beach Hale #C-111
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $185 nightly

Maui Kamaole #A-201
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $249 nightly

Waiohuli Beach Hale #A-201
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Maui Parkshore #212
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $154 nightly

Maui Kamaole #A-202
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $249 nightly

Keawakapu Views #206
Guests: 4
2 Bedrooms
1 Bathrooms
Starting at $129 nightly

Menehune Shores #620
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Maui Kamaole #K-108
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $169 nightly

Grand Champions #50
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Maui Kamaole #K-209
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Kamaole Sands #3-402
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Construction Special: Valid till March 15, 2018 (#205)
Wailea Ekolu #205
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $230 nightly

Kamaole Sands #4-408
Guests: 5
2 Bedrooms
2 Bathrooms
Starting at $190 nightly

Hale Kamaole #201
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $229 nightly

Maui Kamaole #G-202
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $239 nightly

Maui Kamaole #J-221
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Kihei Alii Kai #D-406
Guests: 6
2 Bedrooms
1 Bathrooms
Starting at $139 nightly

Maui Kamaole #M-105
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $175 nightly

Kihei Garden Estates #E-202
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $152 nightly

Royal Mauian #610
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $250 nightly

Construction Special: Valid till March 15, 2018 (#201)
Wailea Ekolu #201
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $230 nightly

Palms at Wailea #603
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Luana Kai #A-103
Guests: 7
2 Bedrooms
2 Bathrooms
Starting at $200 nightly

Construction Special: 15% Off till November 11 (#406)
Wailea Ekolu #406
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $255 nightly

Fall Special $199 / night, Expires 12/19/17 (#E203)
Maui Kamaole #E-203
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Kamaole Sands #5-414
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $219 nightly

Kamaole Sands #7-408
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Palms at Wailea #1105
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $299 nightly

Haleakala Shores #A-208
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $159 nightly

Palms at Wailea #1507
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $279 nightly

Maui Kamaole #A-207
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $249 nightly

Maui Vista #1-418
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $169 nightly

Fall Special: $200 / night for any remaining nights. (#H211)
Maui Kamaole #H-211
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $245 nightly

Kamaole Sands #6-408
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $200 nightly

Wailea Elua #2303
Guests: 5
2 Bedrooms
2 Bathrooms
Starting at $405 nightly

Maui Vista #2-402
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $139 nightly

Waiohuli Beach Hale #C-113
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Maui Parkshore #304
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $159 nightly

Sugar Beach Resort PH 40
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $325 nightly

Wailea Ekolu #501
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $225 nightly

Kamaole Sands #2-301
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $195 nightly

Kamaole Sands #5-408
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $219 nightly

Waiohuli Beach Hale #C-110
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Kihei Garden Estates #C-209
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $152 nightly

Maui Kamaole #A-203
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $255 nightly

Shores of Maui #105
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $190 nightly

Palms at Wailea #205
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $289 nightly

Maui Kamaole #J-219
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $239 nightly

Maui Parkshore #215
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $150 nightly

Palms at Wailea #606
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Waiohuli Beach Hale #C-112
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Maui Kamaole #H-205
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $249 nightly

Maui Vista #2-418
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $174 nightly

Kihei Garden Estates #C-208
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $152 nightly

Wailea Ekahi #53-C
Guests: 6
2 Bedrooms
3 Bathrooms
Starting at $435 nightly

Haleakala Shores #A-211
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at 159 nightly

Kamaole Sands #7-403
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Maui Kamaole #G-210
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $279 nightly

Grand Champions #48
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Kihei Garden Estates #D-201
Guests: 4
2 Bedrooms
1 Bathrooms
Starting at $120 nightly

Haleakala Shores #B-309
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $159 nightly

Maui Hill #I-99
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $219 nightly

Grand Champions #51
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $174 nightly

Palms at Wailea #1204
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $225 nightly

Maui Parkshore #310
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Palms at Wailea #1902
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $235 nightly

Palms at Wailea #305
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $225 nightly

Palms at Wailea #1508
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $329 nightly

Palms at Wailea #1101
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $249 nightly

Construction Special: 15% Off till March 15, 2018 (#105)
Wailea Ekolu #105
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $239 nightly

Royal Mauian #419
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Palms at Wailea #2303
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $250 nightly

Palms at Wailea #1102
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $295 nightly

Grand Champions #45
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $199 nightly

Kamaole Sands #1-406
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Wailea Ekolu #1207
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $215 nightly

Kihei Garden Estates #B-201
Guests: 4
2 Bedrooms
1 Bathrooms
Starting at $115 nightly

Waiohuli Beach Hale #C-210
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $179 nightly

Maui Kamaole #F-207
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $230 nightly

Kanai A Nalu #311
Guests: 4
2 Bedrooms
2 Bathrooms
Starting at $189 nightly

Luana Kai #B-203
Guests: 6
2 Bedrooms
2 Bathrooms
Starting at $149 nightly

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