Find Hotels with a Swim-up Bar in Wailea, HI

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Check availability on Wailea Hotels with a Swim-up Bar

Top Wailea Hotels with a Swim-up Bar

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Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1000)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
$814 nightly
The price is $960
Nov 29 - Nov 30
Total with taxes and fees
Fairmont Kea Lani Maui
9 outdoor pools, cabanas (surcharge), sun loungers
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
9.0 out of 10, Wonderful, (1000)
"Great hotel "
United States
Suzi
$647 nightly
The price is $763
Nov 30 - Dec 1
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1001)
"Wonderful!"
United States
Xianjun
$755 nightly
The price is $891
Nov 30 - Dec 1
Total with taxes and fees
Four Seasons Resort Maui at Wailea
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities."
United States
David
$1,878 nightly
The price is $2,216
Nov 30 - Dec 1
Total with taxes and fees
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5.0 star property
Wailea
9.8 out of 10, Exceptional, (6)
"Good property "
United States
Itzamnan
$3,049 nightly
The price is $3,596
Nov 28 - Nov 29
Total with taxes and fees
Fairmont Kea Lani Maui Villa Experience
Beach nearby, sun loungers, beach towels
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach

Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach

South Kihei
10.0 out of 10, Exceptional, (7)
"My family and I had a great stay here. It was our first time in Maui so I wanted a good location for driving to lots of spots. This location was perfect. Easy driving to West Maui, RTH, Wailea, etc. Kam 1 was right across the way and a great beach. We drove over instead of walking because we had so much beach stuff, but it's easily walkable with two people's worth of stuff. We had three adults and two teens but never felt super crowded. The condo was quiet and well appointed. Having the beach...
United States
Leslie C.
$502 nightly
The price is $584
Dec 5 - Dec 6
Total with taxes and fees
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Interior
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds

Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds

South Kihei
$767 nightly
The price is $802
Dec 2 - Dec 3
Total with taxes and fees
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Private kitchen
3-Min Walk to Beach! Ground Floor - No Resort Fee

3-Min Walk to Beach! Ground Floor - No Resort Fee

South Kihei
10.0 out of 10, Exceptional, (1)
"This is our 2nd time staying in this condo, but our 6th time staying at Kamaole Sands. This is by far the best condo we have stayed in. The ground floor offers easy access to the grounds and a super quick walk to the beach. The condo was full of beach supplies, and kitchen/cooking needs. Check in was seamless and David the host checked on us a few times to make sure we had what we needed. We plan to come and start again!"
United States
Jill K.
$477 nightly
The price is $556
Nov 15 - Nov 16
Total with taxes and fees
3-Min Walk to Beach! Ground Floor - No Resort Fee
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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Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
May
February
$454
$539
Month
Price
January
$563
February
$568
March
$517
April
$408
May
$400
June
$420
July
$437
August
$467
September
$422
October
$421
November
$454
December
$539
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees.

Top Wailea Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"We stayed at the Fairmont Kea Lani for our honeymoon and from the moment we arrived everything was perfect. The lei and kukui nut necklaces were so fun and check in was a breeze, we were even able to check in early. Our room was huge and the ocean view from our balcony was a beautiful way to wake up every morning. Housekeeping was impeccable, the food was delicious and having a semi-private beach with chairs and umbrellas was amazing to sit and relax the day away. We also enjoyed the spa while we were there and the services we received were so relaxing, a perfect way to end our perfect honeymoon. We would definitely recomment the Fairmont Kea Lani and can't wait to come back again."
Tamra 6-night trip
Posted 4 days ago
Fairmont Kea Lani Maui

Frequently asked questions

How much do hotels with swim-up bars in Wailea cost?
Prices for hotels with swim-up bars in Wailea range between $556 and $3,596 per night. No matter your budget, Expedia will help you find the ideal place to enjoy a drink (or two) without getting out of the water!This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many hotels with swim-up bars are there in Wailea?
Drink cocktails without drying off at one of the 4 hotels with swim-up bars in Wailea. Whether you're vacationing with your partner or planning a weekend break with your buddies, Expedia will help you find the perfect place to sip mojitos in the pool.
Are there any family-friendly hotels with swim-up bars in Wailea?
The only thing better than enjoying cocktails by the pool is enjoying them in the pool, and Fairmont Kea Lani Maui is the perfect place to indulge. This family-friendly escape in Wailea comes with a swim-up bar for when the adults need some time to relax! Other amenities at this 4.5-star hotel are a children's pool and a nearby beach. Wailea has lots of family-friendly attractions to discover that'll keep the kids entertained. Wailea Beach and Kamaole Beach Park deliver fun for travelers young and old.
Are there any 5-star hotels with a swim-up bar in Wailea?
If you're craving a little indulgence on your Wailea vacation, you'll love Four Seasons Resort Maui at Wailea. This 5-star escape has a swim-up bar, a sauna and a resort, and is around 1 mile from the downtown area. Another 5-star option where you can raise a glass between laps is Ho'olei Villas at Grand Wailea. It's 0.6 miles from the city center and offers amenities such as beauty services and a swimming pool.
Why book your hotel with a swim-up bar in Wailea with Expedia?
Expedia makes it easy to find your ideal hotel with a swim-up bar in Wailea. After an upmarket stay where you can sip, swim and splash in style? Take advantage of our filters to search for properties with a 5-star rating. If you have a certain budget, select how much you want to spend and then browse our amazing options. We'll help you find the perfect place with a swim-up bar whatever your vacation looks like.
What is there to do in Wailea near my hotel with a swim-up bar?
There are lots of fun things to do in Wailea. Check out major attractions like Wailea Beach, Keawakapu Beach and Makena State Park Beach. Kamaole Beach Park, Maluaka Beach and Ulua Beach also lure many visitors.

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