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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.
Taking advantage of the hotel swimming pool is a must if you have the time. A two (2) or more night stay generally lets you have more time to really take advantage of hotel facilities like a nice indoor or outdoor swimming pool. Usually located near the gym (if the hotel has a gym) the hotel swimming pool is a great place to relax. Each of the Wailea hotels listed below have pools, enter your travel dates above to get prices and see the location of these Wailea hotels with pools.
Nestled on a cliff overlooking Maui's southern coastline on 15 landscaped acres, the Hotel Wailea, Relais and Chateaux - Adults Only features luxurious...more
Located adjacent to the Grand Wailea, this oceanfront property features an Outdoor pool and sandy beach children’s pool....more
The Wailea Canyon water park offers 9 outdoor swimming pools connected by a lazy river and features a water elevator, water slides, waterfalls, caves, children’s pool, sand beach and ...more
The property also offers modern fitness facilities, 2 Outdoor pools, and a billiards room.Spacious guest rooms at Wailea Beach Villas, A Destination Luxury Hotel feature luxurious lin...more
One of Fairmont Kea Lani, Maui’s 3 Outdoor pools is adult only and another has a 42-meter high waterslide. Canoe tours and walking cultural tours are available.The casual Kea Lani Res...more
Guests have access to the spacious swimming pools, and select pools offer water slides, as well as the dive pool for guests with scuba certification. Take advantage of the hotel''s on...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
Overlooking Wailea Beach, this luxurious Maui hotel offers 3 swimming pools and 3 restaurants on-site.
What guests liked:
Pool seating was not a problem!...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
Located in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 144 offers air conditioning. The property is around 3...more
Offering sea views, Grand Champions 122, 1 Bedroom, Pool Access, Spa, WiFi, Sleeps 2 is an accommodation set in Wailea, 1.6 km from Ulua Beach and 1.7...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
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
Located in Wailea, KBM Resorts: Wailea Elua Village WEV-2103 Spacious with Ocean Views Includes Rental Car provides accommodation with private pool, f...more
Situated in Wailea, KBM Resorts: Polo Beach POL-109 Ground Floor Steps to the Sand Sunset Views w Rental Car features accommodation with private pool,...more
Set in Wailea, Kihei Akahi by HI offers accommodation with a private pool, a balcony and garden views. This property offers access to a terrace, free...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
Located in Wailea, 200 metres from Kamaole Beach and 1.7 km from Cove Beach, Maui Banyan Q-109 Unit A offers a garden and air conditioning. Featuring...more
Situated in Wailea, 200 metres from Keawakapu Beach and 400 metres from Mokapu Beach, Hale Hui Kai offers a private beach area and air conditioning. T...more
Situated in Wailea and only 300 metres from Kamaole Beach, DELUXE PANORAMIC OCEAN VIEW - Dual AC - RENOVATED - FULLY EQUIPPED - SELF MGMT FREE PARKING...more
Set within 400 metres of Kamaole Beach and 1.9 km of Cove Beach, Condos in Maui Banyan offers rooms with air conditioning and a private bathroom in Wa...more
B-407 Haleakala Shores, a property with a terrace, is situated in Wailea, 1.3 km from Keawakapu Beach, 1.7 km from Mokapu Beach, as well as 5.5 km fro...more
Located in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions Golf Villas 94 offers an outdoor swimming pool and ai...more
6 km from Wailea Emerald Course in Wailea, Kamaole Sands 6-207 condo features accommodation with access to a fitness room. The air-conditioned accommo...more
Situated in Wailea, 1.1 km from Ulua Beach and 1.2 km from Wailea Beach, Wailea Elua #202 — Huge Views — Luxury Remodel offers air conditioning. The p...more
Set in Wailea, 200 metres from Kamaole Beach and 5.5 km from Wailea Emerald Course, Kamaole Sands 7307 offers air conditioning. This property offers a...more
Located in Wailea and only 1.6 km from Mokapu Beach, Wailea Ekahi 43D provides accommodation with sea views, free WiFi and free private parking. The a...more
Boasting air-conditioned accommodation with a heated pool, Wailea Beach Villas M312 condo is set in Wailea. This beachfront property offers access to...more
Located 5 minutes’ drive from Mokapu Beach Park, this Maui Resort features an Outdoor pool, a tennis club and hot tub....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, 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, 50 metres from Mokapu Beach and 400 metres from Keawakapu Beach, Wailea Ekahi 21F offers free WiFi and air conditioning. The prope...more
Set in Wailea, 300 metres from Keawakapu Beach and 800 metres from Mokapu Beach, Mana Kai 711C offers air conditioning. Boasting sea views and a swimm...more
Maui Banyan T-305 features beauty services and air-conditioned guest accommodation in Wailea, 200 metres from Kamaole Beach, 1.7 km from Cove Beach an...more
Boasting ski-to-door access and an outdoor swimming pool, Kihei Akahi C611 features accommodation in Wailea with free WiFi and sea views. It is locate...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
Mana Kai 710C is located in Wailea, 800 metres from Mokapu Beach, less than 1 km from Kamaole Beach, and 4.8 km from Wailea Emerald Course. Featuring...more
Located 800 metres from Mokapu Beach, less than 1 km from Kamaole Beach and 4.8 km from Wailea Emerald Course, Mana Kai 710A offers accommodation situ...more
It offers 2 Outdoor pools and private beach access.The accommodations at Wailea Elua Village, A Destination Residence feature views of the propert...more
It offers 2 Outdoor pools, 4 tennis courts, and spacious apartments.The accommodations at Makena Surf, A Destination Residence are equipped with flat-screen TVs in...more
Boasting an outdoor pool and a hot tub, Palms at Wailea 1306 is set in Wailea, 31 km from Iao Valley State Park and 45 km from Lahaina Boat Harbor. Th...more
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations is set in Wailea and has a heated pool and sea views. This beachfront prop...more
Situated in Wailea and only 1.6 km from Mokapu Beach, Wailea Ekahi 40E features accommodation with sea views, free WiFi and free private parking. The...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
Boasting an outdoor pool and a hot tub, Grand Champions 163 is situated in Wailea, 31 km from Iao Valley State Park and 46 km from Lahaina Boat Harbor...more
MAKENA SURF, #C-103 condo has sea views, free WiFi and free private parking, situated in Wailea, a few steps from Po’olenalena Beach. The property is...more
Situated in Wailea and only 1.4 km from Wailea Beach, KBM Resorts FREE CAR Wailea Beach Villa WBV-PH412 Spacious wsweeping Ocean Views features accomm...more
Set in Wailea and only 1.6 km from Ulua Beach, Grand Champions 124 offers accommodation with mountain views, free WiFi and free private parking. This...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
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