Vacation Rentals & Condos in Princeville

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1,509 condos

Kona View Estate

Holualoa villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing, Spectacular, Beautiful and Highly recommended!” We arrived at night to Kona View and just the drive there was awesome! Once we arrived we were greeted by Randy and atsumi. The house was lit up and we could see the infiniti pool and some of the beautiful vegetation in front of the house. The house was clean and bright and modern. Our first morning at Kona View Estates was quiet and we had fresh Kona ground coffee delivered hot to us by Randy. The next 12 days were full of rest and relaxation and its finest! We will definitely be returning next year if we can!!!

Match: Jacuzzi or hot tub Private outdoor pool (heated) Car not required

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$517

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MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

2 of 3 match: Car not required, Jacuzzi or hot tub, Private outdoor pool (heated)

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$497

WAIKIKI 1BD CRN,FREE PKG,WIFI,NETFLIX,YOU TUBE, BEACH ITEMS,CALLS,

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great” We arrived late after 3 weeks in usa mainland, where we did not stop. Getting our keys and into theunit was so easy. It was so close to get to everything from the unit. We had a family of five and with the sofa bed out it was quite tight. Maybe not so many little tables and trinkets. But that would be our only complaint. Everything was just as the photos showed and a great place for a family. We went and did food shopping at safeway, but then found Wallmart cheaper. Thanks heaps for having us

2 of 3 match: Jacuzzi or hot tub, Private outdoor pool (heated), Car not required

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$194

OCEANFRONT 1 BEDROOM CONDO SPECTACULAR VIEWS!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“You Should Be Here!!!” Within the pat 2 years, we have experienced an amazing time in Lahaina. Julie is an amazing person to deal with. Her hospitality has always been sincere and genuine. The condo location is ideal good people. Everything is within walk-in distance. Very clean, comfortable, relaxing with an amazing view of the sunset, sunrise, fresh crosswinds,turtles, whales, and that amazing sound of the ocean that serenade you 24/7. As I said before "You Should Be Here." I plan to every year!!!

2 of 3 match: Jacuzzi or hot tub, Private outdoor pool (heated), Car not required

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$395

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

2 of 3 match: Car not required, Jacuzzi or hot tub, Private outdoor pool (heated)

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$326

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$179

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$114

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 47 minutes

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$855

Aloha Hawaiian Beach Condo In The Heart of Kona, Island of Hawaii

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Good rental in the hart of Kona” Well equiped kondo, very clean and perfect located in the hart of Kona. Biggest disadvantage is the small kitchen. The pool is nice and the whirlpool great! Parking can be a problem when you arrive back from a trip after 5pm.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$194

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$689

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$263

Boutique hotel- great location in Waikiki!!

Kahala studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$172

South Maui 4 bdrm close to beaches, restaurants

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Exceptional home away from home!” Just as described, the kihei oasis is an excellent vacation rental. The layout of the home, furnitionings and it's convenient surroundings, I would definitely recommend staying here. The jacuzzi was a hit, but the real bonus was the little amenities that you don't really think of until you need it. I opened the kitchen cabinets and found foil, oil, shoyu sauce and lots of helpful seasonings. The bathroom cabinets also had additional body wash, shampoo, lotion and for kids too. Although we brought our own amenities, I'm glad you have them available especially for large families. Also a garage wall dedicated to fun in the sun activities, boardgames and so much more. Mahalo to the Morts ohana for providing such a lovely home away from home, We definitely enjoyed ourselves!

Responds fast! avg. 40 minutes

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$1,033

MAUI KIHEI BEST KEPT SECRET-Covid safe

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“In the Top 3!” We have been coming to Maui for over 30 years. In that time, we have stayed in many different condos and Ohanas(private cottages). This unit was definitely in our top 3. The location was perfect! We could easily walk out our door to grocery stores & post office or restaurants. The unit was a little more spacious than most. They have upgraded the kitchen & bathroom, doing an excellent job on the nice big shower. Being located on the ground floor, with a spacious lanai, & near the BBQs, offered us the opportunity to host a couple of gatherings for 10-12 people. The unit is pretty well stocked with almost anything you"ll need. We loved the king size bed and and the matching furnishings. Having a safe for our valuables was an added & well appreciated bonus.The grounds are well kept, with an excellent swimming pool and outdoor kitchen area. The beach is only a block away. The owners are very responsive to any problem that we had. There were only 2 negatives that we found but which we managed to work around. The w/d are not in the unit. Luckily, they are located right outside the door and there was a change machine at the pool, which helped immensely. The laundry so close, made it less of an inconvenience than we thought it would be & we were there for 6 wks, so we did do laundry. The most negative thing is that this complex bills itself as a nonsmoking complex but has no bylaws to enforce No Smoking on residents who choose to smoke on their lanais. All guests seem to follow the rules and restricted their smoking to the designated Smoking Areas. Unfortunately, the owner/neighbor next to us, even after implored by both the owners and ourselves to please not smoke because it drifted directly into our unit, persisted in doing so and was not reasonable when approached. Luckily, this will not deter us from returning to this unit. We had a mostly wonderful stay and sincerely look forward to more stays in the near future and for years to come.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$184

Large Studio Courtyard at Bamboo w/full kitchen. Minimum 2 nights.

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 19 minutes

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$167

Sunsets & Surfers - Kona Reef Ocean Front Unit

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“great location and views” awesome location, views, and accommodations. book early because from that calendar on the owners link it fills up fast. just an fyi when you arrive there is underground parking that i have noticed people don't realize. as in any vrbo please leave some pass it forward things. i left some spices, boggie board and a large fan. aloha.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$333

Beach Front With Sweeping Ocean Views - Sugar Beach #414

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Sugar Beach Best” This is an awesome condo. I just wish there was more availability! Other owners at Sugar Beach should take notice of the remodel. If you haven't updated, you really should! The bathrooms at Sugar Beach are so small and if they aren't renovated, the experience is not great. Love the lightness of the paned doors for the bedroom. Many of the Sugar Beach bedrooms feel like caves. This one is light and bright. Plus, a TV in the bedroom. Bonus!!

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$229

Garden Views & Gorgeous Interiors Await WAILEA ELUA, #0909*

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$349

Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location!” We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life very comfortable. The unit could use some updates such as a new dishwasher, but all in all things were good. The only complaints I had were we rented the unit assuming twin beds in rooms 2 and 3 and one had a queen which put a person on a roll away and the over powering security. The security was over the top in that it literally pursued people. A father and 5 year old playing catch with a nerf were told not to as were several others. When I questioned them I was told they "pursue" this conduct. Why have a nice grass area if people get kicked off. Sorry but Al and co need to hang lose on things. All in all a very nice place.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$2,558

Prime Oceanfront 1Bd/1Ba Condo WAILEA ELUA, #1309

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$709

Beautiful Ground Floor 2 Bed/2 bath - WAILEA ELUA, #1509

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$549

Beautiful 1 Bdrm Ocean Front Condo-Wailea Elua #1602

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$569

Gorgeous Ground Floor 1 Bedroom WAILEA ELUA, #2003

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“wonderful property, alii people very friendly and helpful” Was able to check in at 1:00 PM which was very helpful. The personnel from alii were, as usual very friendly and helpful. Condo comfortable and clean. Two bathrooms a good feature. Second year in this condo and reserved for next year.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$499

Second Floor 2 BDRM w/ Sweeping Views WAILEA ELUA, #2010

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$399

Beautiful Grounds with Ocean View WAILEA ELUA, #2101

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vary nice” Accomodations were modern and clean. Resort is beautifully kept. I want to particualry praise the cleaning staff. The two women who came daily were amazing.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$369

Great Location - Beautiful Grounds - 2 Bedroom Two Bath - Wailea Elua #2106

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Clean and spacious with attentive service” This is a nice condo rental for Wailea. While the furnishings and mattresses are not that up to date, the cleanliness and location are very good. I found the kitchen in particular to have very good supplies. When I complained about the terrible coffee maker, it was replaced immediately. I should have complained during our stay instead of afterwards, and we might have been able to make good coffee while there. The cleaning service was very good. I would have appreciated a second set of beach towels as one set is not nearly enough for a beach vacation. I also would say that the master bedroom mattress was not supportive and is probably too old. This unit is on the row closest to the road so if your 2nd bedroom sleepers are light ones, they might be bothered by traffic noise. Overall this is a great condo village to stay at, but these units are old and you are paying for proximity to the beach, not high end units.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$429

Stunning Views- Renovated 2 Bedroom Condo- WAILEA ELUA, #2202

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$529

Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-103

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful week in paradise!” The staff at ali'i Resorts is fantastic and helped us to plan fun adventures for our family throughout our stay. The housekeeping staff was attentitive and worked hard each day to help make our stay great. The property and condo were both very well maintained and beautiful- with spectacular views throughout. One of our favorite features was the patio and the amazing view that we enjoyed while dining outdoors. The beach access was convenient, just a short walk down a paved path to the beach that offered kid friendly boogie boarding waves and rock outcropings for snorkeling. We have stayed in a few of the luxury hotels in Wailea and prefer the relaxed environment of Makena Surf.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$529

Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-206

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Stay at Makena Surf” We would definitely return to this property, if not exact condo, at Maken Surf. Great location and ideal building on the big beach.Make sure you see the development plan so you pick the right building - it's worth being beachfront. And when the west coast was in the clouds, we were always sunny. Lovely beach, quiet with just the right amount of action close by. Easy drive to area shops and restaurants. Condo was ideal and services were terrific. If you are looking for beach and pool bar, resort services - this is not your place. There is a beach and pool but no blended drinks being served. But you'll spend three times the money for a hotel room versus having the luxury of spreading out at "home" with your family for meals, movie night and morning breakfast on the lanai. A much nicer way to go and then eat dinner in all the great restaurants. Who wants to shower and dress for breakfast anyway? I'd rather eat on the lanai and relax. The condo has everything you would want for a lovely stay from good bedding, spacious bathrooms,beach chairs, daily maid service, to streaming Netflix and fully stocked kitchen. Rent a car and you are all set.You won't want to leave and you feel more like you live there rather than just being another tourist. Oh and having a washer dryer in the unit was super convenient. Overall... a lovely spot.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$799

Gorgeous Fully Remodeled Beach Front - Sugar Beach #329

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Truely a wonderful time, morning, noon and night.” We were here two weeks, we loved our home on the beach. We would definitely stay in 329 again, we went walking on the beach everyday, twice a day. It was clean, and the maids came in once a week to change your linens for you. The best is waking up in the morning, having a cup of coffee and watching the whales you can see from your lanai. Great for a couple who wants a quiet get away together. Only complaint I have is it needs a new couch. Other than that you'll love it.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$229

Stunning Condo on the Golf Course - WAILEA GRAND CHAMPION #90

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$299

Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$219

Beautiful Golf & Ocean Views - WAILEA GRAND CHAMPION #148

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$229

Lovely Ground Floor 2 BDRM Condo Wailea Elua Village # 105

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!!!” Our stay at Wailea Elua was absolutely great. Our accommodations were spacious and beautiful with a breathtaking view of the ocean. The grounds were remarkable with close access to beach and private sitting areas. The condo had everything you needed. The staff on hand were very accommodating. And close to shopping and restaurants.

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$599

Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$639

Stunningly Remodeled 1 BDRM Wailea Elua #302

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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$449

Prime Wailea 2 BDRM Condo Wailea Elua Village # 801

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$649

Beautiful Ocean Views - Wailea Elua Village #802

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Jacuzzi or hot tub, Car not required

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Price per night from

$519

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