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Select your check-in and check-out dates above to see the latest Wailea hotel, resort and vacation rental home deals.
Prices may increase. Choose a book now, pay later room and lock in a great hotel room price in Wailea now. PLUS WE PRICE MATCH and its easy. If you see a cheaper price after you have booked just let us know via your online confirmation.
Our Wailea family hotels get it. You need space, a place to prepare meals or good onsite eateries, a babysitting service or kids club to give you a well-deserved break, some outdoor entertainment for the young-uns and preferably a nice wine bar for the adults!
To stretch your family budget even further, we can show you a great range of family hotels in Wailea and beyond.
What guests liked:
the property is beautiful, children's pool area is a bit of a walk from where the parents pool area is, so I could see some kids getting lost.
The kids pool is great...more
What guests liked:
We upgraded to a villa with a plunge pool and it was perfect for our family....more
Four Seasons Resort Maui is reimagining our Spa and Wellness Center in the lower lobby. During the transformation, guests can enjoy our beautiful inte...more
Situated in Wailea, 1.3 km from Ulua Beach, AC Hotel by Marriott Maui Wailea features accommodation with an outdoor swimming pool, private parking and...more
What guests liked:
Direct access to the beach was great for our family....more
Located on 40 acres of tropical landscape on the white sand of Wailea Beach, the Grand Wailea Resort Hotel and Spa, A Waldorf Astoria Resort boasts 5 re...more
Located on 15 acres of Mokapu Beach, Andaz Maui at Wailea Resort boasts 4 outdoor infinity pools, 2 restaurants and a full-service spa. Free WiFi is p...more
Situated in Wailea and only 500 metres from Kamaole Beach, Maui Kamaole B207 features accommodation with sea views, free WiFi and free private parking...more
Featuring air-conditioned accommodation with a pool with a view, Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adj...more
Offering 11 acres of beautiful tropical landscape, and situated moments from stunning beaches, this condominium-style property is located close to som...more
What guests liked:
We were a family of 4 with young kids but this place is also perfect for a group of friends and couples.
We were a family of 4 with young kids but this place is also ...more
Situated 200 metres from Kamaole Beach, 5.4 km from Wailea Emerald Course and 28 km from Iao Valley State Park, Castle At Maui Banyan features accommo...more
Situated in Wailea, 800 metres from Wailea Beach, Residence Inn by Marriott Maui Wailea features free WiFi throughout the property. Guests can enjoy t...more
Set in Wailea in the Hawaii region and Kamaole Beach reachable within 400 metres, Luxury Condo at Kameole Beach T106 offers accommodation with free Wi...more
Set in Wailea and only 300 metres from Kamaole Beach, Live da HI life--great beach and great views! offers accommodation with mountain views, free WiF...more
Located 5 minutes’ drive from Mokapu Beach Park, this Maui Resort features an outdoor pool, a tennis club and hot tub. Each villa offers an ocean, mou...more
Spanning the length of Ulua Beach in Wailea, Hawaii, this resort is 5 minutes' drive from the Wailea Blue Golf Course. It offers 2 outdoor pools and...more
Set on 18 landscaped acres next to the Wailea Blue Golf Course at the base of Haleakala, this upscale resort features 2 outdoor pools. A fully-equippe...more
Providing all the comforts of home, including full kitchens, along with state-of-the-art amenities and services such as in-room spa treatments, these...more
Set in Wailea, just 300 metres from Keawakapu Beach, Mana Kai 611C offers beachfront accommodation with an outdoor swimming pool, a terrace, a bar and...more
Situated in Wailea, 1.9 km from Wailea Beach and 1.5 km from Wailea Emerald Course, Wailea Sunset Condo - Ekolu #607 offers a garden and air condition...more
Situated in Wailea, 1.6 km from Mokapu Beach and 3.4 km from Wailea Emerald Course, Wailea Ekahi 52B offers a garden and air conditioning. With garden...more
Located on half a mile of Paipu Beach, this resort is adjacent to the Wailea Gold Golf Course. It offers 2 outdoor pools, 4 tennis courts, and spacio...more
Offering garden views, South Maui 1 BR Guest Suite - Kamaole Beach Area is an accommodation situated in Wailea, 5.2 km from Wailea Emerald Course and...more
Upscale Wailea! 2-2 with Ocean View, a property with a garden and barbecue facilities, is set in Wailea, 31 km from Iao Valley State Park, 46 km from...more
Located on the secluded Polo Beach in Wailea, the Polo Beach Club - CoralTree Residence Collection, features an oceanfront pool and apartments with fu...more
Located in Wailea, 200 metres from Kamaole Beach and 5.4 km from Wailea Emerald Course, Maui Banyan Q-109 offers a garden and air conditioning. Featur...more
Boasting air-conditioned accommodation with a private pool, Makena Surf G303, Maui on the Beach is situated in Wailea. This beachfront property offers...more
Located adjacent to the Grand Wailea, this oceanfront property features an outdoor pool and sandy beach children’s pool. Villas include private elevat...more
Featuring a patio with mountain views, water sports facilities and pool with a view, Polo Beach Club can be found in Wailea, close to Polo Beach and 1...more
Situated in Wailea, Kamaole Sands 1BR 2BA, Smart TV, Walk to Beach and Free Parking features accommodation with private pool, free WiFi and free private...more
Situated in Wailea, 5.4 km from Wailea Emerald Course and 28 km from Iao Valley State Park, Kamaole Sands 5-311 offers air conditioning. The property...more
Located in Wailea, 200 metres from Kamaole Beach and 5.4 km from Wailea Emerald Course, Maui Banyan Q-109 Unit B offers a garden and air conditioning....more
Featuring an outdoor pool and mountain views, Kihei Akahi C-513 is located in Wailea. The air-conditioned accommodation is 100 metres from Kamaole Bea...more
Featuring air-conditioned accommodation with a terrace, Luxury Suite, Pool, Walk to Beach is located in Wailea. This apartment also has a private pool...more
Located in Wailea, The Villas at Fairmont Kea Lani offers beachfront accommodation less than 1 km from Polo Beach and provides various facilities, suc...more
Set in Wailea, 200 metres from Kamaole Beach and 5.4 km from Wailea Emerald Course, Maui Banyan T-305B offers a garden and air conditioning. With gard...more
Set in Wailea, 200 metres from Kamaole Beach and 5.5 km from Wailea Emerald Course, Kamaole Sands 8-402 offers a garden and air conditioning. Featurin...more
Situated in Wailea and only 1.9 km from Wailea Beach, Wonderful Wailea Condo with Lanai Water Views features accommodation with sea views, free WiFi a...more
Situated in Wailea, 1.6 km from Mokapu Beach and 3.4 km from Wailea Emerald Course, Beautifully remodeled ocean view condo in Wailea WE27B features ac...more
Featuring a year-round outdoor pool and a hot tub, Steps to Beach Shops and Dining with Pool and Hot Tub is set in Wailea, 200 metres from Kamaole Bea...more
Set in Wailea and only 400 metres from Kamaole Beach, Maui Kamaole H-101 offers accommodation with sea views, free WiFi and free private parking. The...more
Located in Wailea, 200 metres from Kamaole Beach and 5.4 km from Wailea Emerald Course, Maui Banyan Q-109 Unit A offers a garden and air conditioning....more
Located in Wailea and only 600 metres from Kamaole Beach, Maui Kamaole F-204 provides accommodation with sea views, free WiFi and free private parking...more
Set in Wailea in the Hawaii region, with Kamaole Beach nearby, Top 5 Home with King Bed Plus Steps to Beach and Shops offers accommodation with free WiF...more
Boasting air-conditioned accommodation with a private pool, Ocean View Penthouse: Steps to Beach, Fast Wi-Fi is situated in Wailea. This property offe...more
Featuring air-conditioned accommodation with a private pool, mountain view and a patio, Maui Paradise Townhouse is set in Wailea. The property feature...more
Set in Wailea and only 600 metres from Kamaole Beach, Maui Kamaole C-208 offers accommodation with sea views, free WiFi and free private parking. The...more
Featuring air-conditioned accommodation with a pool with a view, Cool and Quiet Wailea Oasis, Big Lanai + Two Pools is located in Wailea. This property...more
Located in Wailea and only 300 metres from Kamaole Beach, Kihei Akahi C-410 provides accommodation with mountain views, free WiFi and free private par...more
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