Best price vacation rentals in Wailea, HI, USA • 150 Listings
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Wailea, HI, USA Vacation Rentals | 

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United States Hawaii Kihei vacation rental compare prices direct by owner 32533062
Verified Host
5.0 (27)
Remodeled, Prime Oceanfront, Private corner condo
Up to 2 guests
EstimatedVerified Host$147
Airbnb$147
Vrbo$171
Booking.com$440
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 33005839
Verified Host
5.0 (22)
Remodeled, 6th floor, Oceanview, AC, walk to beach
Up to 4 guests
EstimatedVerified Host$147
Airbnb$147
Vrbo$180
Booking.com$466
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 33431840
Verified Host
5.0 (6)
KAS 7307 Remodeled Condo Across Beach w Pool AC
Up to 4 guests
EstimatedVerified Host$194
Airbnb$302
Vrbo$194
Booking.com$472
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 35767516
Verified Host
5.0 (1)
KVL 105 20%Discount AirBnB New Listing Promotion
Up to 4 guests
EstimatedVerified Host$238
Airbnb$238
Vrbo$258
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 26633845
Verified Host
5.0 (116)
Remodeled, Ground floor, Oceanview, steps to Beach
Up to 4 guests
EstimatedVerified Host$136
Airbnb$136
Vrbo$217
Booking.com$427
Average Nightly Rate
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United States Hawaii Kihei vacation rental compare prices direct by owner 33465788
Verified Host
5.0 (39)
Updated oceanfront views, AC, 6 mile sandy beach
Up to 4 guests
EstimatedVerified Host$177
Airbnb$177
Vrbo$324
Booking.com$513
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 28883204
Verified Host
5.0 (97)
Direct oceanfront gem @ Sugar Beach Resort
Up to 4 guests
EstimatedVerified Host$176
Airbnb$176
Vrbo$202
Booking.com$501
Average Nightly Rate

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United States Hawaii Wailuku vacation rental compare prices direct by owner 32291060
Verified Host
5.0 (48)
Oceanfront! Modern Hi Tech condo. Activities close
Up to 4 guests
EstimatedVerified Host$382
Airbnb$382
Booking.com$442
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 26551343
Verified Host
5.0 (21)
MAK 803 Updated BeachFront 2BD Whale Watching Pool
Up to 4 guests
EstimatedVerified Host$647
Airbnb$647
Vrbo$1,793
Average Nightly Rate

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United States Hawaii Kihei vacation rental compare prices direct by owner 33466070
Verified Host
4.9 (50)
Oceanfront, amazing view, AC, private lanai & more
Up to 4 guests
EstimatedVerified Host$177
Airbnb$177
Vrbo$310
Booking.com$538
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 33174555
Verified Host
4.9 (19)
Top Floor, remodeled, oceanview & steps from beach
Up to 4 guests
EstimatedVerified Host$262
Airbnb$265
Vrbo$262
Booking.com$594
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 24930637
Verified Host
4.9 (58)
Ground floor, oceanview, updated coastal style gem
Up to 2 guests
EstimatedVerified Host$130
Airbnb$130
Vrbo$240
Booking.com$427
Average Nightly Rate
United States Hawaii Wailuku vacation rental compare prices direct by owner 28343757
Verified Host
4.9 (32)
KAN 211 Remodeled OceanFront 2BD for Whale Watch
Up to 4 guests
EstimatedVerified Host$217
Airbnb$383
Vrbo$217
Booking.com$580
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 32563125
Verified Host
4.9 (16)
MV 3202 Remodel Condo Near Year Round Sandy Beach
Up to 3 guests
EstimatedVerified Host$214
Airbnb$280
Vrbo$214
Booking.com$448
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 32571993
Verified Host
4.9 (5)
PUN 202 Oceanfront Condo w Stunning Ocean Views
Up to 4 guests
EstimatedVerified Host$228
Airbnb$341
Vrbo$228
Booking.com$518
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 27935653
Verified Host
4.9 (48)
Updated Oceanfront 3 bedroom, AC, steps to beach
Up to 8 guests
EstimatedVerified Host$471
Airbnb$471
Vrbo$500
Booking.com$1,114
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 35716084
Verified Host
4.9 (41)
KBR 506 20%Discount AirBnB New Listing Promotion
Up to 4 guests
EstimatedVerified Host$185
Airbnb$311
Vrbo$185
Booking.com$477
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 26622159
Verified Host
4.9 (23)
KAS 5401 Quiet Peaceful Remodeled 2BD Across Beach
Up to 6 guests
EstimatedVerified Host$393
Airbnb$435
Vrbo$393
Booking.com$657
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 32480461
Verified Host
4.9 (20)
Beachfront Spacious Condo, Ocean View from Lanai
Up to 4 guests
EstimatedVerified Host$165
Airbnb$165
Vrbo$253
Booking.com$397
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 32489738
Verified Host
4.9 (34)
Family Friendly 3 bedroom, AC, walk to the beach
Up to 6 guests
EstimatedVerified Host$277
Airbnb$277
Vrbo$340
Booking.com$770
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 29200147
Verified Host
4.9 (48)
Kamaole Sands spacious, updated, and Oceanview!
Up to 4 guests
EstimatedVerified Host$115
Airbnb$136
Vrbo$115
Booking.com$770
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 32533785
Verified Host
4.8 (20)
Remodeled 2 bedroom oceanfront gem on 6 mile beach
Up to 6 guests
EstimatedVerified Host$245
Airbnb$283
Vrbo$245
Booking.com$701
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 23677560
Verified Host
4.8 (61)
Maui Mountain and Ocean Views Await!
Up to 2 guests
EstimatedVerified Host$167
Airbnb$167
Vrbo$210
Booking.com$487
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 10198983
Verified Host
4.8 (32)
WEK 43D Remodeled Wailea 2BD w AC Pool Near Beach
Up to 6 guests
EstimatedVerified Host$394
Airbnb$627
Vrbo$394
Booking.com$841
Average Nightly Rate
United States Hawaii Kihei vacation rental compare prices direct by owner 33466050
Verified Host
4.7 (58)
Partial ocean view studio right across from beach
Up to 3 guests
EstimatedVerified Host$112
Airbnb$112
Vrbo$127
Booking.com$326
Average Nightly Rate
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  4. Wailea Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Wailea, HI, USA

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