Vacation Rentals & Condos in Princeville

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1,034 condos

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

Match: Shared outdoor pool (heated) Jacuzzi or hot tub Smoking allowed

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Price per night from

$194

Unique Artist Condo's Home refreshed Spring 2019

Kihei apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great island feel, clean, all the amenities you’d ever want, and close to it all.” We used this as the perfect spot to start and end our days. Stopped at Costco on way from the airport to get our basics. Had a homemade breakfast and dinner most nights and packed a few picnics. Great information supplied on which restaurants and attractions to see supplied by the owner. The decore was so adorable in the unit it was great to come home to. The unit was clean and had everything we needed. The pool and hot tub were immaculate as well. After exploring the island it was soothing to relax here. We even got a chance to see our beloved Toronto Maple leafs play thanks to the Great cable coverage. Walked across to the beach several times and saw turtles and whales. Can’t wait to come back.

Match: Shared outdoor pool (heated) Jacuzzi or hot tub Smoking allowed

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Price per night from

$292

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Shared outdoor pool (heated) Jacuzzi or hot tub Smoking allowed

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Price per night from

$3,901

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Large 2BD/2BA Kahala Beach Front Condo Furnished

Kahala apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Jacuzzi or hot tub, Shared outdoor pool (heated), Smoking allowed

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Price per night from

$384

3 Bedroom Deluxe Remodel!! Steps to the Pool, Walk to the Beach!

Kihei condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Comfortable for family vacation. Pool great for granddaughter. Beach close walk.” The condo was comfortable for our family vacation including 2 year old granddaughter. Quiet location most of the time. Convenient to beach - great sunsets every night. Staff quickly responded to replace leaking coffee pot; if you cook a good deal from scratch, the kitchen equipment might not have everything you want. We were able to make most meals easily.

Responds fast! avg. 1 hour 16 minutes

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$343

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$263

Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$803

Breachfront Oceanview King Bed Studio unit in Wailea Ekahi

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Smoking allowed, Jacuzzi or hot tub, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$344

Beautiful Property, on Ka'anapali Beach, Maui!!

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$345

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$155

Papakea oceanfront - totally renovated!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$573

SPECIAL! Closest to beach! King Bed

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$281

Exceptional,Ocean View,Beautiful New Kitchen& Bath

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

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Price per night from

$343

Oceanview Fabulous 2 Bedroom Condo,Great Location

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A wonderful, relaxing place to stay in Maui” Just what we wanted! The place is very convenient, and has the amenities needed for a relaxing beach vacation, including beach chairs & mats, towels, boogie boards etc. Parking is a breeze, and it's close to the bus line as well. The well equipped kitchen inspired us to eat in most evenings. I would recommend to my friends as family.

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

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Price per night from

$275

“Wonderful accommodations” We stayed at Jean's condo for 2 weeks in Feb/March 2014. The condo was outstanding on the quiet end of Kihei Rd. This is a very nice condo with an island color scheme. The furnishings were comfortable both inside and on the lanai. There is air conditioning but you can get a nice breeze moving if you use the ceiling fans and keep the windows open. Everything was there for our use. The only thing you need to bring is a change of clothes, perishable groceries and a toothbrush. The cupboards were well stocked with almost everything imaginable including aloe vera for my husbands nasty sunburn. Having a washer and dryer in the unit is a great advantage. The laundry detergent & fabric softener were provided. The kitchen has all kinds of stuff you might need including a mix master, food processor etc. We have made several trips to Maui and have never stayed somewhere that was so well stocked. The condo was very well cleaned without a speck of dust anywhere. The floors shined. The gardeners are meticulous. Not a single blade of grass was out of place. The area around the pool has several bbq's and an outdoor kitchen. The pool and hot tub were nice and didn't have excessive chemicals used. Jean was very attentive to our needs. She answered phone calls and replied to all emails within minutes. She provided a lovely gift basket for us filled with coffee, potato chips, chocolates plus other goodies. She has a book of information in the condo with recommendations for restaurants, activities, etc. I would highly recommend this condo for anybody that needs a two bedroom. I wish there was a way to leave more than 5 stars because this place is a 10. Thank you again Jean for sharing your lovely condo with us. I cannot wait to go back. We will most certainly rent from you again on our next trip.

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$431

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$172

South Maui is open! Come enjoy our brand new kitchen!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$252

Ocean Front Penthouse Best View in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazingly Remarkable Vacation Spot” We found our paradise !! My husband and I really enjoyed our stay at Sugar Beach Resort in Maui. The view is amazing! How wonderful to hear the waves crashing just below. Soothing and so romantic! So nice to be able to cook meals in and also use the Bbq's at the pool. My husband enjoyed meeting other guy's cooking at the Bbq's. It was quite the social atmosphere. We have been to Maui several times and really liked the location of your condo. So much better than staying in a motel with all the amenities you provided. Thank you so much for the wonderfully decorated tropical atmosphere we had an amazing vacation and will be booking again real soon.

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$488

Aloha! 2 Bed Room, 2 bath Sleeps Six MAUI

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$251

Ilikai Collection # 2. Beachfront Condo with ocean views from every room!

Honolulu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Beautiful, clean, spacious condo with amazing views and location” My husband and I stayed in this condo with our 2 boys as well as his parents. We found that we had lots of room for all of us. The unobstructed views from the 2 lanais were absolutely beautiful. The pictures do not do it justice. The kitchen was well stocked and we had more than enough towels and linens. ( bring your own beach towel though or buy some for a souvenir) Our boys enjoyed using the snorkelling gear. The double beds were a touch hard for my tastes but comfortable enough. The location was perfect for us. The beach was within easy walking distance and we enjoyed swimming in the lagoon as well. I would absolutely recommend this condo, we would love to return! Thank you Dainora for a wonderful stay and ease of rental.

Responds fast! avg. 1 hour 52 minutes

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$856

Beautiful Ocean Front/View 2 bedroom condo resort

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay” Took a chance on a different rental and glad we did. Condo is very well equipped with necessities, clean and in walking distance to beach. There's lots off good restaurants to venture to, plus fast food if care to go that way. Grocery stores near by. Really enjoyed our stay.

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$332

Ko Olina Beach Villas Beachfront (Beach Tower 709)

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent Location and Home” Our family of four had an absolutelly wonderful week at this condominium. The ocean, with the lagoon, is fantastic to swim and play in, all the time knowing that the kids are safe. The condo was excellent with all of the current amenities, a fantastic view, and a spatious design.

Responds fast! avg. 2 hours 6 minutes

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$907

Honua Kai Resort-Beautiful Mountain View Condo 432*Great rates*

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$689

Gorgeous 2 Bedroom, 2 Bathroom Partial Ocean View

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$545

Waikiki Beach, Hawaii: One Bedroom, Two Bath Condo

Honolulu apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 28 minutes

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$259

Fully Remodeled Beach Front Condo - Hale Mahina, # A-201

Lahaina condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$701

Maui Vacation Condo - 2BR\2BA Corner Unit, Steps from the Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$223

Affordable Luxury; Immaculate, 36th Floor Condo

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$259

2BR Westin Nanea Maui

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$1,066

Maui oceanfront with Lanai and Molokai island view and spectacular sunsets

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$229

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$304

Renovated! Ocean views! New AC! 2 bedroom ,Top Floor!!

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$488

Honua Kai! HUGE 1 BED (248)

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Our First Maui Vacation” My girlfriend and I have used Vrbo before, for properties in Europe and have never had an issue. Jill and Terry did not disappoint! The Honua Kai property and more specifically the unit we stayed in owned by Jill and Terry was absolutely incredible! I think it's rated as 4 stars, but clearly it was closer to 5 stars in our opinion. The description and photos on the unit were quite accurate. Jill was amazing with customer service and always helped us when needed. The amount of local information made available to us in the form of a very big binder or two in their condo was awesome. The condo unit was very clean and tidy when we arrived. We highly recommend a visit to Honolua Bay to go snorkling. It's only about a 15 minutes drive from the property, and worth the visit! It's a rocky beach, so leave the beach chairs at home and just take towels and snorkel equipment with you. Also, if you're a foodie, check out Roy's, about 5 miles south of Honua Kai. As well, Duke's is on the Honua Kai resort property and it's an awesome restaurant for drinks, lunch and dinner-highly recommend both Dukes and Roy's. We also went to the Old Lahaina Luau one night, and boy it was just amazing! Great entertainment and food. We would recommend this property to anyone, and have already done so with our friends.

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$457

Amazing Ocean View Condo in Kihei, Maui

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$194

1 Block from Beach, Great Price in Kihei, Maui HI.

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$344

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$418

Honua Kai -Luxurious Ocean View Resort #H 208*Great location in the resort**

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise - very luxurious” This is a very luxurious condo. It is brand new, on a nice beach. We felt like we were at home. It was beter than we expected. The location is perfect, lots of restaurants and stores nearby. We will certainly go back soon. We will recommand it to our friends.

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$727

Kaanapali Beach Studio- Maui El Dorado

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Shared outdoor pool (heated), Jacuzzi or hot tub

2 of 3 filters match

Price per night from

$258

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