Find Adventure Hotels in Wailea, HI

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Our top choices for Wailea adventure hotels

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is AED 6,718
AED 8,213 total
includes taxes & fees
8 Jan - 9 January 2026
Ho‘olei Villas at Grand Wailea

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.6 out of 10, Exceptional, (63)
"Great place for a beach vacation! All the supplies you need for the beach!"
United States
Chelsey N.
The price is AED 896
AED 3,394 total
includes taxes & fees
16 Dec - 17 Dec
Ekahi Ocean View Escape and close to beach (21F)

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Wailea
8.6 out of 10, Excellent, (37)
"No issues at all. Clean. Across the street from the beach. Several pools and tennis courts "
United States
Lauren H.
The price is AED 716
AED 1,952 total
includes taxes & fees
19 Dec - 20 Dec
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Wailea
9.8 out of 10, Exceptional, (185)
"Great spot to stay"
United States
Jacob B.
The price is AED 918
AED 2,319 total
includes taxes & fees
15 Dec - 16 Dec
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (54)
"Quite nice place, had everything we needed for our trip: air conditioning, laundry, well equipped kitchen to cook in"
United States
John P.
The price is AED 881
AED 1,784 total
includes taxes & fees
5 Jan - 6 January 2026
Romantic 1 BR Condo with King Tempurpedic

Fabulous Condo with Amazing Ocean Views - Building 22! Remaining 2025 $350

Fabulous Condo with Amazing Ocean Views - Building 22! Remaining 2025 $350
Wailea
10.0 out of 10, Exceptional, (12)
"The unit was located close to the pavilion and had wonderful views. Clean and quiet :)"
United States
Nadine H.
The price is AED 826
AED 3,498 total
includes taxes & fees
14 Dec - 15 Dec
Fabulous Condo with Amazing Ocean Views - Building 22! Remaining 2025 $350

Polo Beach - CoralTree Residence Collection

Polo Beach - CoralTree Residence Collection
3.5 star property
Wailea
9.0 out of 10, Wonderful, (62)
"Looking forward to booking again"
United States
robert
The price is AED 2,380
AED 4,117 total
includes taxes & fees
4 Jan - 5 January 2026
Polo Beach - CoralTree Residence Collection

Prime Wailea: Split AC, Wailea Ekahi 36E

Prime Wailea: Split AC, Wailea Ekahi 36E
Wailea
9.2 out of 10, Wonderful, (57)
"Awesome. Will stay again"
United States
Terry
The price is AED 904
AED 2,798 total
includes taxes & fees
4 Jan - 5 January 2026
Prime Wailea: Split AC, Wailea Ekahi 36E

Walk to white sandy beaches - Palms 501

Walk to white sandy beaches - Palms 501
Wailea
9.4 out of 10, Exceptional, (16)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Awesome and relaxing in a well equipped condo."
United States
Stephen Q.
The price is AED 1,069
AED 2,955 total
includes taxes & fees
15 Dec - 16 Dec
Walk to white sandy beaches - Palms 501

Ekahi 27A: Priceless Ocean View from a Private Lanai

Ekahi 27A: Priceless Ocean View from a Private Lanai
Wailea
10.0 out of 10, Exceptional, (41)
"We had a wonderful time. The condo is beautiful and clean, very accommodating. Communication with the host was efficient, we had no issues. The view from the front patio is breathtaking. Can’t wait to come back again. Thank you Simone! "
United States
Tatyana S.
The price is AED 1,465
AED 3,071 total
includes taxes & fees
31 Dec - 1 January 2026
Ekahi 27A: Priceless Ocean View from a Private Lanai
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.

Top Wailea Hotel Reviews

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