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Vacation Rentals near Po'olenalena Beach

Makena Rd, Opposite from the Wailea Blue Golf Course, Wailea, Maui, Hawaii 96753
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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 132 Rentals in Wailea
    Wailea Orchid Villa - Panoramic Views!  3 Bd/3 Ba1 / 21
    (6)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei1 / 33
    (1)Excellent
    0.8 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Spectacular 3rd Row at Ho'olei with Ocean Views1 / 33
    (1)Excellent
    0.8 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Castaway Cove C201 at Wailea Beach Villas1 / 50
    (2)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 17, 2016
    Really cannot think of any negatives. The location of the villa was terrrfic; it was well appointed and staff was superb.
    Reviewed August 14, 2014
    We rented Castaway Cove, Unit C201 at the Wailea Beach Villas on Maui in July 2014. This unit is managed by Tropical Villas Vacations. Our first visit to Maui and...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0848-01 Tax Map Key #************ Castaway Cove C201 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Fantastic Location - Beautiful Oceanfront Condo -Makena Surf Resort # E-2051 / 24
    (7)Very good
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2014
    After hours spent on the net to search for THE place to stay, I found Alii's resort website, offering several condos in this residence.Prices are upscale but it is worth the...
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    About this property
    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass doors back into the wall and open the entire living...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Wailea Luxurious Beachfront  2br,2ba on Polo Beach Unit #4081 / 24
    (13)Excellent
    0.3 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 5, 2018
    Best location on Maui. Quiet, convenient with ocean and beach steps away from the condo.Pool, hot tub and barbeque grills on property. Underground parking, Full kitchen...
    Reviewed January 22, 2017
    Entering this condo takes your breath away. The palm trees, waves, beach, and whales! Yes, whales were waving welcome to us. Perfectly appointed from art to kitchen...
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    About this property
    ***Hawaii has established specific protocols for visitors to Hawaii. You can find specific instructions on various websites. We use an on-island agent for the maintenance of our home and to provide daily maid service and concierge services. The agent is part of Hyatt Properties and follows all of...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-1031 / 24
    (23)Very good
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 17, 2021
    Great location including semi private beach. If your desire is to relax this is the place for you. Probably the best kept tropical garden resort in Maui!! Mahalo!
    Reviewed January 10, 2020
    The condo was very private, quiet and very nice. Loved the shaded lanai. We will definitely visit again.
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Amazing Wailea Surf Villa at Wailea Beach Villas1 / 24
    (18)Excellent
    1.1 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unbelievable 2 bedroom plus den / 2 bath penthouse villa located in the prestigous Wailea Beach Villas. Second floor location with 2000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table...
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    Wailea, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxurious Oceanfront Corner Unit SURF RESORT, #F-2121 / 18
    (8)Very good
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 23, 2016
    simply everything we were hoping and more! The condo looks newly renovated and beautiful. loved the location and hope to stay here again in the future!
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Sweeping Ocean Views; Private High End Condo!1 / 22
    (1)Excellent
    1.1 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    We LOVE Maui and while we've only stayed in West Maui, this was the first time we stayed in South Maui and this is definitely a Wailea...wow! So many beaches to choose and only...
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    About this property
    Unit: Wailea Ekolu 507 | Maui Guidebook SPECIAL COVID-19 CANCELATION POLICY EXCEPTION If you can not travel to Hawaii due to COVID-19 during this time of national emergency, we are giving full dollar for dollar credits on any payments that would have otherwise been nonrefundable. This credit can...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Aqua Lani J305 Wailea Beach Villas1 / 50
    (8)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2014
    We booked Aqua Lani J305 through Cary Ritt at Maui Vacation Advisers, and the villa management is provided throught Tropical Villa Vacations. From beginning to end, top to...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-9680-01 Tax Map Key #************ Aqua Lani J305 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Fantastic Location - Beautiful Condo -Makena Surf Resorts # G-2041 / 24
    (3)Excellent
    0.7 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2021
    We loved the quieter location of Makena Surf, away from the crowds and noise in areas further north. The kitchen was well stocked with everything one could possibly need to...
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    About this property
    A note from the owner: 'Our unit overlooks a beautiful cove, where in the late afternoon, we can see the turtles swimming on the surface of the ocean and popping their heads out of the water. We especially like to see how the color of the ocean changes during the day as the sun makes it's way...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Oceanfront Living 2 Bed 2 Bath Condo- MAKENA SURF RESORT, #E-1041 / 24
    (2)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2021
    We stayed at Makena Surf Resort for about a week and it was just perfect. Having coffee on the patio watching the humpback whales frolic in the ocean, the semi-secluded beach...
    Reviewed January 24, 2015
    This place was beautiful. The beach was literally steps away. Ali'i was very helpful and professional. I would definitely stay here again.
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Beautiful Beach Front 2 BDRM Condo - Makena Surf Resort # B-3041 / 24
    (9)Very good
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • DVD Player
    • Hot Tub
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2021
    We stayed in this unit a year ago, just before Covid struck the world. Now we are fully vaccinated and back in the unit. Nothing in the unit has changed except they added a...
    Reviewed March 7, 2020
    Great location! Quiet & only lightly populated. We had the pool and jacuzzi to ourselves many times. Whale watching was terrific right from our balcony. This unit is very...
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-2021 / 23
    (1)Terrible
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • DVD Player
    • Balcony
    • Hot Tub
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sun Splash C301 Wailea Beach Villas1 / 50
    (1)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-8688-01 Tax Map Key #************ Sun Splash C301 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    1.0 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-01 Tax Map Key #************ Royal Ilima A201 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Coral Gardens at Makena Bay1 / 50
    (1)Excellent
    1.1 miles from Po'olenalena Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2015
    This was our fourth trip to Maui and it was the best. Thanks to Coral Gardens in Makena. The luxury home is perched on Makena Bay ('turtle town') and did not disappoint. We were...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0368-01 County of Maui Short-Term Rental License #STKM 2013/0011 Tax Map Key #************ Coral Gardens Estate at Makena Bay is a legal permitted short-term vacation rental home The permit license number is: STKM 2013/0011 The...
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    Wailea, Maui
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-2061 / 25
    (11)Very good
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2021
    Incredible ocean-front condo in Maui! Listen to the ocean waves morning, noon and night. Close to all of the action in Maui but not in the middle of it. Great place for families...
    Reviewed June 27, 2021
    This condo is located at Makena Surf which, to us, is one of the best complexes to stay on Maui, especially if you like the Wailea/Makena area. The beach is great, and the area...
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    About this property
    A Note from the Owner: Of all the units in Makena Surf, the original developer of the resort kept this one for himself! This rare corner unit provides panoramic ocean and beach views and overlooks the historic landmark Heiau garden. The one of a kind location and large side windows combine...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Wailea Sunset Estate1 / 50
    (13)Very good
    0.2 miles from Po'olenalena Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-4976-01 County of Maui Short-Term Rental License #Hotel-Zoned Tax Map Key #************ Wailea Sunset Estate is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World...
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    Wailea, Maui
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 8
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    Grand Seascape K407 Wailea Beach Villas1 / 50
    (10)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-9024-01 Tax Map Key #************ Grand Seascape K407 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.6 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Amazing Ground Floor Beach Front Unit -MAKENA SURF RESORT, #B-1011 / 24
    (1)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-2071 / 24
    (4)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Balcony
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 12, 2021
    This is the most amazing place I have ever seen - incredible beach, luxurious accomodations, awesome staff.
    Reviewed May 3, 2016
    Rooms and view was exactly same as website.Room cleaning service was very well.We satisfied and love to go back there!
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Bali Hai Pool Villa F102 at Wailea Beach Villas1 / 50
    (4)Very good
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-1360-01 Tax Map Key #************ Bali Hai Pool Villa F102 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Bella Luna D302 Wailea Beach Villas1 / 50
    (6)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2013
    One of the best vacation rentals we've ever had the pleasure of enjoying. When you calculate the price of nearby hotels, this 3 bedroom/3.5 bath condo was well worth the price...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0176-01 Tax Map Key #************ Bella Luna D302 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Washer
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-04 Tax Map Key #************ Wailea Seashore Suite K507 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Stunning Beach Front Condo Makena Surf Resort # E-2041 / 24
    (17)Very good
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 21, 2020
    What a truly magical resort! The condo itself is beautiful and has every amenity needed to make one's stay perfect. We felt extremely comfortable and were able to fully relax...
    Reviewed February 24, 2020
    Our family of 4 absolutely loved this condo! Lots of space including a big lanai with amazing views. We appreciated the well stocked kitchen, gas grill, washer and dryer...
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sandcastles Suite L509 Wailea Beach Villas1 / 50
    (6)Excellent
    1.1 miles from Po'olenalena Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 12, 2016
    We booked through Tropical Villas Vacations. Yvonne was so great fielding all of our questions beforehand and providing us with an amazing about of information on the property...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-03 Tax Map Key #************ Sandcastles Suite L509 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also...
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    Wailea, Maui
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Lovely Ground Floor Unit MAKENA SURF RESORT, #C-1021 / 25
    (1)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Grill
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy stunning Ocean Views while sitting on your sofa or lanai in this spectacular oceanfront condo. One of the few condos where you can watch the waves break along the beach while sitting inside on your own sofa! This spacious Ground Floor, 2 Bedroom, 2 Bathroom condominium, Makena Surf C-102,...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor Pool (Heated)
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MAUI IS OPEN FOR TRAVEL AGAIN! To avoid quarantine, travelers must agree to pre-travel testing through a state-approved travel partner within 72 hours before their departure flight to Maui. Use of amenities such as pools, hot tubs, BBQ grills, and other common areas may vary by complex; social...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Regal Mandalay M511 Wailea Beach Villas1 / 50
    (7)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 2013
    We had a wonderful time staying here. Tropical Villa Vacations does such a great job of taking care of the details. We loved the condo. So much so we had a hard time getting...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-6208-01 Tax Map Key #************ Regal Mandalay M511 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Mer Et Soleil K408 Wailea Beach Villas1 / 50
    (9)Excellent
    1.1 miles from Po'olenalena Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-7504-01 Tax Map Key #************ Mer Et Soleil K408 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted...
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    Wailea, Maui
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Sunny Surf E301 at Makena Surf1 / 49
    (7)Excellent
    0.6 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 25, 2015
    Once entering the property which is quite secure, and meeting the friendly and helpful owner, you are taken through a wonderful tropical and well maintained garden around a...
    Reviewed May 23, 2015
    When I was planning our family vacation for my wife and 2 adult sons, I spent countless hours researching, talking to friends, etc. As I am a supporter of Tripadvisor, I also...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-02 County of Maui Short-Term Rental License #Hotel-Zoned Tax Map Key #************ Sunny Surf E301 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Aloha Kai Suite at Wailea Beach Villas PH 2051 / 42
    (101)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Mountain Views
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2018
    This was a fantastic unit for a family of 4. Very clean and comfortable, well appointed within the resort. Would definitely book again and recommend to friends. Owners were...
    Reviewed July 20, 2018
    We stayed for 6 nights in Aloha Kai Suite-3 berdroom in the Penthouse in July 2018 with our 3 teenagers. The condo had a nice view of the ocean and was decorated really nicely...
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    About this property
    Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--sophisticated furnishings and spectacular art. Formal entry hall. Spacious living room. Formal dining with...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Floral Gardens Villa G102 Wailea Beach Villas1 / 50
    (9)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 1, 2015
    My husband and I, along with our baby stayed in this luxury unit in November. The unit has fabulous access to outside lanai's and grass areas. The kitchen was equipped as if it...
    Reviewed October 30, 2013
    Very spacious, perfect for a family. This villa is finished with high quality furniture/appliances etc. it had everything you need and more! the property is secure, quiet and...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-1168-01 Tax Map Key #************ Floral Gardens Pool Villa G102 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Azure Azul M212 at Wailea Beach Villas1 / 50
    (2)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2017
    Everything about this condo and resort is 1st class. The location of the unit itself (450) is perfect. The huge lanai overlooks the pool if you are trying to keep your eye on...
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    State of Hawaii Transient Accommodations Tax License #TA-*******-1360-02 Tax Map Key #************ Azure Azul M212 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Orient Pacific Suite J505 at Wailea Beach Villas1 / 50
    (1)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 25, 2017
    It was my family's second time staying at the Wailea Beach Villas in J505 and it was perfect as usual! There were 3 spacious, luxurious bedrooms, each with their own bathroom...
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    State of Hawaii Transient Accommodations Tax License #TA-*******-9936-01 Tax Map Key #************ Orient Pacific Suite J505 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sea Breeze Suite J405 at Wailea Beach Villas1 / 50
    (2)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 16, 2017
    My wife and I along with our 2 sons and their wives, just returned from a week at Wailea Beach Villas J405. From the moment I first contacted Tropical Villa Vacations all the...
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    State of Hawaii Transient Accommodations Tax License #TA-*******-7632-01 County of Maui Short-Term Rental License #Hotel Zoned Resort Tax Map Key #************ Sea Breeze Suite J405 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News &...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sandy Surf K508 at Wailea Beach Villas1 / 50
    (1)Excellent
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-4016-01 Tax Map Key #************ Sandy Surf K508 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted #2...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Golden Mandarin D102 Wailea Beach Villas1 / 50
    (3)Very good
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 30, 2015
    We have been coming to Wailea for the past 15 years and the Golden Mandarin was by far the best place we have ever stayed. The Villa was exquisite and was stocked with every...
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    State of Hawaii Transient Accommodations Tax License #TA-*******-0880-02 Tax Map Key #************ Golden Mandarin Pool Villa D102 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Blue Horizons K308 Wailea Beach Villas1 / 50
    (11)Excellent
    1.1 miles from Po'olenalena Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2015
    Our family had such a wonderful vacation here, been going to Maui for over 20 years this was definitely our favorite place, everyone was comfortable with their accommodations...
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    State of Hawaii Transient Accommodations Tax License #TA-*******-3120-01 Tax Map Key #************ Blue Horizons K308 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was also voted...
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    Wailea, Maui
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Coco Palms Pool Villa D101 at Wailea Beach Villas1 / 50
    (2)Very good
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-6368-02 Tax Map Key #************ Coco Palms Pool Villa D101 is located on Maui island ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19 2018! Maui island was...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!1 / 19
    (42)Excellent
    1.8 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Parking
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
    The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!1 / 50
    (88)Excellent
    1.1 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Washer
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location1 / 50
    (3)Excellent
    1.1 miles from Po'olenalena Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    • DVD Player
    • Patio
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    SPECIAL WINTER RATES AVAILABLE NOW! WAILEA SEASHORE K507! OCEAN VIEWS!!1 / 50
    (10)Very good
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Impressive 2 Bdrm+2 Ba Paradise Condominium at Wailea Grand Champion Villas1 / 19
    (18)Excellent
    1.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    I.P.M PRESENTS: Penthouse J105 - FLEXIBLE REBOOKING! Great Location + Rates!1 / 43
    (6)Very good
    1.1 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Balcony
    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    NEW!!!** Wailea Oceanfront Complex True Paradise 41B**1 / 32
    (9)Excellent
    1.8 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Terrace
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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