Find Hotels with Connecting Rooms in Wailea, HI

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Pick from 9 Wailea Hotels with Connecting Rooms and compare room rates, reviews, and availability. Most hotels are fully refundable.

Wailea Beach Villas
2 outdoor pools, free cabanas, pool umbrellas
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, 154 reviews
"Incredible! Excellent from start to finish!"
Wailea Beach Villas
Four Seasons Resort Maui at Wailea
Club Suite, 1 Bedroom | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, 1,002 reviews
"Top notch. Every need met. Special thanks to the pool and club personnel. They really go out of their way. "
The price is $995
$1,174 total
includes taxes & fees
Jun 26 - Jun 27
Four Seasons Resort Maui at Wailea
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, 37 reviews
"Best property in Maui "
The price is $2,154
$2,600 total
includes taxes & fees
Jun 14 - Jun 15
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui
View from room
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, 999 reviews
"Best customer service and food"
The price is $815
$1,021 total
includes taxes & fees
Jul 7 - Jul 8
Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
9.2 out of 10, Wonderful, 1,000 reviews
"Absolutely loved our stay at the Andaz!!! One thing we did not enjoy was that it was $50/day for parking which we were not expecting. Breakfast was also $50/day (per person) along with a $50/day resort fee. Seemed like there wasn't much included in the price of the hotel. Overall, a stunning hotel and great service but we will these prices were a little more clear when booking."
The price is $713
$900 total
includes taxes & fees
Jun 19 - Jun 20
Andaz Maui at Wailea Resort - a concept by Hyatt
Residence Inn by Marriott Maui Wailea
Property amenity
Residence Inn by Marriott Maui Wailea
3.5 star property
9.2 out of 10, Wonderful, 929 reviews
"Free breakfast, clean property, small kitchens. Great service. "
The price is $559
$660 total
includes taxes & fees
Jul 7 - Jul 8
Residence Inn by Marriott Maui Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, 1,008 reviews
"Amazing Resort!"
The price is $875
$1,090 total
includes taxes & fees
Jul 9 - Jul 10
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers
Wailea Beach Resort - Marriott, Maui
4.5 star property
9.0 out of 10, Wonderful, 837 reviews
"All of the staff were very helpful and my overall experience was great. Special shoutout to Ron at the adventure sports kiosk and Mario who provided great service while we were at the pool. Also Norma took great care of our room and was very friendly and hospitable. All around great place. Definitely coming back. "
The price is $647
$828 total
includes taxes & fees
Jun 19 - Jun 20
Wailea Beach Resort - Marriott, Maui
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See all available properties in Wailea
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.

Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
September
January
$335
$420
Month
Price
January
$807
February
$527
March
$433
April
$388
May
$425
June
$335
July
$420
August
$350
September
$323
October
$350
November
$419
December
$607
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.

Wailea Hotels with Connecting Rooms information

 

Hotels with Connecting Rooms in Wailea

9

Highest price
$2,154
Cheapest price
$559
Number of guest reviews
5,948
Total number of hotels in Wailea
1,149

 

Frequently asked questions

How much do hotels with connecting rooms in Wailea cost?
You’ll pay from $559 to $2,154 per night for hotels with connecting rooms in Wailea. Whatever your budget, you’ll find the perfect stay on Expedia. 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 adjoining rooms are there in Wailea?
Wailea has 9 hotels with adjoining rooms. To help you book the perfect digs, use our handy filters to search for other amenities or perks you want.
Are there any family-friendly hotels with connecting rooms in Wailea?
Spend your family vacay at Wailea Beach Villas, A Destination By Hyatt Residence, a 4.5-star option just a quick drive from downtown. Conveniences here include a children’s pool and childcare services. Another family-friendly hotel with connecting rooms is Four Seasons Resort Maui at Wailea. A swimming pool and a nearby beach help make this 5-star stay a traveler favorite. After checking in and chilling out in your comfy digs, it’s time to visit some of the local sights. Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe are among the family-friendly attractions in Wailea.
Why book your hotel with connecting rooms in Wailea with Expedia?
Vacationing with the family should be hassle-free, so if you’re on the lookout for hotels with connecting rooms at a competitive price, Expedia has got your back. Keep costs down and select an all-inclusive resort with connecting rooms, or book a 5-star hotel and pamper your loved ones. Use our convenient search filters to find a stay in Wailea that fits your needs.
How can I find cheap hotels with connecting rooms in Wailea?
Expedia is here to help you search for cheap hotels with connecting rooms in Wailea. To find a superb stay in just a few clicks, simply use our convenient filter tool to refine your search results by star rating, amenities and budget.
What is there to do in Wailea near my hotel with connecting rooms?
Wailea has enough sights and activities to keep you entertained for weeks (or months!), beginning with Wailea Beach. Keawakapu Beach, Makena State Park Beach and Kamaole Beach Park are other terrific attractions. If you’re sticking around a while, Maluaka Beach and Ulua Beach are great additions to your itinerary.

Recent reviews of Wailea hotels
Expedia verified reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5/5 Excellent
"All of the staff were very helpful and my overall experience was great. Special shoutout to Ron at the adventure sports kiosk and Mario who provided great service while we were at the pool. Also Norma took great care of our room and was very friendly and hospitable. All around great place. Definitely coming back. "
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
Posted 3 days ago
Wailea Beach Resort - Marriott, Maui