Search Vacation Homes in Wailuku

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Compare 355 Vacation Homes in Wailuku with updated reviews, rates, and availability.

Front of property
Kaiholo Hale
3.0 star property
9.4 out of 10, Exceptional, (179)
"This was an excellent trip. I would recommend this Plato any one! The hosts were very accommodating to our late flight out. "
Kaiholo Hale
Open floor plan for entertaining large groups.  With incredible ocean views
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (48)
"I came with my group of around 30 and we had such a lovely time! Everyone had a comfortable place to sleep and we all enjoyed the closeness to the beach. Also, the host were very communicative and helpful throughout our stay. Highly recommend this place to anyone who wants to stay in Maui!"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Private pool with in pool sunbathing shelf and slide.
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
10.0 out of 10, Exceptional, (73)
"We spent a wonderful week with our 6 adult children, their spouses and our young grandchildren. The home is very spacious and provided comfortable rooms and bathrooms for everyone. The backyard and pool were a fantastic addition to the beach time. It was perfect for the little ones to enjoy, as wells as the adults. The lanai provided a perfect place to enjoy breakfast and dinners. Napili is a great location. We were within walking distance of the beach and a short drive to the Kapalua Coastal...
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
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Beach
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, (58)
"Thai is a fabulous location. Truth about how close to beach! Our only issue was there was no table to sit at inside. No table for cards or coffee. Outside wasn’t always appropriate. Major construction going on next door was an eyesore…"
Spacious Hawaiian home 50 steps from Sugar Beach!
Living area
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, (37)
"My wife and I just enjoyed our third visit to this property, and once again it is was just perfect. This property is a gem. The hosts are great and we will keep going back. Highly recommended."
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Pool
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
10.0 out of 10, Exceptional, (2)
"After looking at dozens of home for rent, we decided on this property and do not regret the decision. It’s beautifully appointed with brand new furniture, plenty of room for a large group (we had 16) and my goodness, that beach across the street, divine! There are several areas to dine, a gorgeous pool with pool and beach toys included, and what felt like a private concierge with the manager (who lives close by). Thank you for an unforgettable vacation with my family. We will cherish the...
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
Private kitchen
Stunning Two Story Townhouse located in Ekahi Village!
10.0 out of 10, Exceptional, (26)
"Location and accommodation was excellent, thank you!"
Stunning Two Story Townhouse located in Ekahi Village!
Property grounds
Modern 3 Bedroom Tropical Kihei Home Near Beach
9.8 out of 10, Exceptional, (133)
"Lovely home in Kihei, well appointed, modern and comfortable. Easy walking distance to beaches, restaurants and the food trucks at South Maui Gardens!"
Modern 3 Bedroom Tropical Kihei Home Near Beach
One of the largest condo pools in Kihei!
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, (84)
"Clean, modern condo on a great location. Beautifully kept grounds. There’s a putting green right outside the back door and it’s only a few more steps to the pool and beach. Easy and open parking. Air conditioners worked great and we were never hot. Everyone we met at the resort was very friendly. Looking forward to returning soon. Highly recommend."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
The outdoor lanai (patio) has great ocean views and overlooks one of two landscaped courtyards with pool.
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
10.0 out of 10, Exceptional, (2)
"Loved everything about our stay here. Will book again."
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Stunning Koa Resort 3bd Villa w/ private Jet Spa
Stunning Koa Resort 3bd Villa w/ private Jet Spa
Our heated pool with the beach just 50 feet past our lava rock wall.
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (178)
"We loved our stay here! Our family of 17 had plenty of room and the house is very well stocked! We enjoyed being across from a great beach and absolutely loved having our own pool. We would stay here again in a heartbeat!"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Panoramic view from the deck.  Master bedroom view is even better !
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, (114)
"This property exceeded our expectations and was amazing. 10 out of 10. Everything was as it should be and there was no reason to contact the Owner Mark or property manager during our stay. The views from the mid deck are amazing and the perfect place to hang out. We didn't want to leave! Mark, the Owner, is excellent and answered all of our questions prior to our stay!"
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
10.0 out of 10, Exceptional, (114)
"The Summit house was just what we needed for our family of ten. Ample room for all. Communication excellent for all our needs. The welcome basket was a special treat. Wish we could live together there forever! There is no way we could have been soo comfortable renting separate condos. Game room and weight rooms were used by all and appreciated."
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Kitchen Area
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, (73)
"Dan & Kelly thought of everything with their home. It is beautiful, warm and welcoming. Had great family card games every night outside. Great location to any and everything. Would stay again for sure. Thank you!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Beach
Stunning Beach Front Townhouse
10.0 out of 10, Exceptional, (79)
"Property is a little dated but location and view more than make up for that drawback. You'd be hard pressed to get any closer to the water. Pool was an added bonus. Kitchen was well equiped with everything you would need to cook meals. Overall, we really enjoyed our stay here"
Stunning Beach Front Townhouse
Back yard view w/ Lots of Lushes Green Grass to enjoy the breath taking views.
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (198)
"We all (8 of us) liked the property. It had everything you need for cooking etc. Very nice appointments. We all enjoyed our stay there."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Pool
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
9.6 out of 10, Exceptional, (32)
"We came as a family of 10. 2 grandparents, 4 parents, 4 teens. This house fit us very well. It is as described in the listing, but so much more. Generous supplies (bathroom, kitchen, pantry, laundry, linens, bbq, including bath/beach towels), games, books, boogie boards, beach chairs galore, comfortable furniture, very clean, working order of all utilities. Our property manager Brinton was promptly and kindly accessible for questions (answered immediately), excellent recommendations and reponses...
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
Relax on your Private Lanai with Ocean Views
Panoramic Views - Fourth Row Ho'olei - One of a Kind
10.0 out of 10, Exceptional, (18)
"Beautiful property, great location, stunning views, very well appointed. Would definitely book this property again."
Panoramic Views - Fourth Row Ho'olei - One of a Kind
Pole House Overlooks West Maui Mountains and Ocean
Mountain to Ocean Views Pole House @ Maui Adventure Villa
9.8 out of 10, Exceptional, (195)
"The place was exactly what we were looking for - beautiful, open to nature, care in every detail and away from the touristy parts of the island. Reading in the hammock swing for hours looking out over the treetops to the ocean was an absolute dream, and John was incredibly gracious, communicative and helpful. We would love to come back!"
Mountain to Ocean Views Pole House @ Maui Adventure Villa
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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.

Other property types in Wailuku

View from your lani!
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (91)
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Light and airy. Beautiful view.
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, (96)
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Pool
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3011)
"Great for families or a couple's getaway. "
The price is SAR 891
SAR 1,162 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Aston Kaanapali Shores
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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