A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

Wailea-Makena Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Wailea-Makena holiday rentals

Outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas, pool loungers

1. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (971 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is HK$2,406
HK$2,857 total
includes taxes & fees
18 Oct - 19 Oct
Aston Maui Hill
2 bedrooms, hypo-allergenic bedding, in-room safe, iron/ironing board

2. Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection
4.0 star property
Wailea
9.4 out of 10, Exceptional, (117 reviews)
"Most beautiful view"
United States
Vesselina
Makena Surf - CoralTree Residence Collection
Terrace/patio

3. Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (5 reviews)
"Clean everything great time great location! "
United States
Sean
The price is HK$2,247
HK$6,513 total
includes taxes & fees
29 Sept - 30 Sept
Grand Champions by KBM
Exterior

4. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (38 reviews)
"The room was rather small. Limited furniture other than beds. Bathroom was also small and very dated. Beds were verycomfortable though."
United States
Stacie
The price is HK$324
HK$3,951 total
includes taxes & fees
21 Sept - 22 Sept
Signature Residences at Maui Banyan
Beach nearby, sun-loungers, beach towels

5. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (163 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
The price is HK$1,161
HK$4,125 total
includes taxes & fees
19 Sept - 20 Sept
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Pool

6. Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches

Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches
Wailea
9.0 out of 10, Wonderful, (113 reviews)
"Would absolutely rent again! Great property!"
United States
taylor m.
Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches
Outdoor dining

7. Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi

Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi
Wailea
9.8 out of 10, Exceptional, (201 reviews)
"Nice place, great location and can walk to many restaurants and resorts. Well stocked with essentials for cooking (wine glasses, plates, cutlery, etc.). Upstairs living room can get warm at sunset so a better AC would be helpful. "
United States
Craig P.
The price is HK$2,526
HK$8,234 total
includes taxes & fees
21 Sept - 22 Sept
Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi
Property grounds

8. Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Wailea
10.0 out of 10, Exceptional, (38 reviews)
"Location location location! Just 1 block from the shops and Wailea beach…can’t beat that! "
United States
david k.
The price is HK$1,177
HK$3,437 total
includes taxes & fees
17 Oct - 18 Oct
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Outdoor dining

9. #708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Wailea
9.8 out of 10, Exceptional, (192 reviews)
"Amazing view, good size spaces nice proximity to the shops in Wailea. Overall great stay."
United States
Scott M.
The price is HK$1,836
HK$4,808 total
includes taxes & fees
20 Sept - 21 Sept
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
TV

10. Gorgeous Condo Two King Suites & Huge Ocean Views!

Gorgeous Condo Two King Suites & Huge Ocean Views!
Wailea
9.6 out of 10, Exceptional, (37 reviews)
"Great location. Clean, great lanai, family room was conformable. Enjoyed our time here and would stay again."
United States
Monica H.
The price is HK$2,644
HK$7,835 total
includes taxes & fees
22 Sept - 23 Sept
Gorgeous Condo Two King Suites & Huge Ocean Views!
Interior

11. 180 Degree Ocean View in Wailea! WE204

180 Degree Ocean View in Wailea! WE204
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"The location and view were fabulous. Walking distance to many restaurants and shops."
United States
Carolyn C.
The price is HK$1,094
HK$4,779 total
includes taxes & fees
18 Sept - 19 Sept
180 Degree Ocean View in Wailea! WE204
Pool

12. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
The price is HK$1,236
HK$2,951 total
includes taxes & fees
27 Sept - 28 Sept
Romantic 1 BR Condo with King Tempurpedic
Outdoor dining

13. Polo Beach Club POL-109 by KBM

Polo Beach Club POL-109 by KBM
3.5 star property
Wailea
8.0 out of 10, Very good, (1 review)
"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...
Canada
PAMELA
The price is HK$9,394
HK$16,032 total
includes taxes & fees
26 Sept - 27 Sept
Polo Beach Club POL-109 by KBM
Balcony

14. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
United States
George Lucas
The price is HK$696
HK$4,747 total
includes taxes & fees
20 Sept - 21 Sept
The Residences at Kamaole Sands Resort
Outdoor pool

15. Wailea Ekahi 24C, Summer in Paradise! Large 2 Bed 2 Bath, SLEEPS 6, beach access

Wailea Ekahi 24C, Summer in Paradise! Large 2 Bed 2 Bath, SLEEPS 6, beach access
Wailea
10.0 out of 10, Exceptional, (21 reviews)
"This condo was incredible. Really well stocked kitchen for serious cooks. The bedrooms and bathrooms are large and comfortable. The living/dining room has a large TV and lots of comfortable seating. The hosts (Simone) were terrific, accommodating and were easy to communicate with. My two adult Son’s and their partners loved this condo."
United States
Sandi G.
The price is HK$3,122
HK$7,713 total
includes taxes & fees
18 Sept - 19 Sept
Wailea Ekahi 24C, Summer in Paradise! Large 2 Bed 2 Bath, SLEEPS 6, beach access
Outdoor pool, a heated pool

16. DEAL $325 6/29-7/4 Gorgeous Walk to beach&pool! Contemporary Gem/Gallery/Bose

DEAL $325 6/29-7/4 Gorgeous Walk to beach&pool! Contemporary Gem/Gallery/Bose
Wailea
9.8 out of 10, Exceptional, (186 reviews)
"Proximity to ocean was amazing..great place to start a morning walk to Wailea Beach walk..well stalked condominium…amazing sound system..Comfortable bed and beautiful artwork..will definitely plan another visit here.."
United States
Tim T.
The price is HK$1,638
HK$4,386 total
includes taxes & fees
17 Oct - 18 Oct
DEAL $325 6/29-7/4 Gorgeous Walk to beach&pool! Contemporary Gem/Gallery/Bose
Property grounds

17. Wailea Garden-View Condo – Lanai, A/C, New Furnishings & Near Golf

Wailea Garden-View Condo – Lanai, A/C, New Furnishings & Near Golf
Wailea
9.4 out of 10, Exceptional, (10 reviews)
"Everything was as stated and the property was great!"
United States
Nicholas N.
The price is HK$4,342
HK$5,574 total
includes taxes & fees
30 Sept - 1 Oct
Wailea Garden-View Condo – Lanai, A/C, New Furnishings & Near Golf
On the beach, sun-loungers, beach towels

18. Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
Wailea
10.0 out of 10, Exceptional, (59 reviews)
"Location is excellent."
United States
Amund N.
The price is HK$1,961
HK$4,621 total
includes taxes & fees
21 Sept - 22 Sept
Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
Outdoor dining

19. Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225

Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225
Wailea
9.6 out of 10, Exceptional, (72 reviews)
"A fantastic place to stay! You can easily walk to shops, restaurants, and the golf course. Plus, the ocean view is amazing. "
United States
lily v.
The price is HK$1,306
HK$4,065 total
includes taxes & fees
28 Sept - 29 Sept
Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225
Beach nearby, sun-loungers, beach towels

20. Romantic, Luxury, Sensual Retreat - Couples Only

Romantic, Luxury, Sensual Retreat - Couples Only
Wailea
10.0 out of 10, Exceptional, (208 reviews)
"Just perfect! Amazing property and amazing location!"
United States
Jessica N.
The price is HK$2,506
HK$5,342 total
includes taxes & fees
20 Sept - 21 Sept
Romantic, Luxury, Sensual Retreat - Couples Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wailea-Makena Hotel Reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"great ocean view"
Kailey 8-night trip
Posted 3 days ago
Wailea Beach Resort - Marriott, Maui

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