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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.
If you are looking for short term accommodation in Wailea an apartment is the best option if you love the comforts of home. These 2 bedroom Wailea apartments are a good space to share with a coworker on a business trip or with your family on holiday. Being self-contained each apartment allows guests to have own room and their own space which is usually more comfortable than a hotel room which can sometimes feel cramped on longer stays.
Apartments have differentiated spaces such as a living room, a kitchen and a bathroom. Sometimes two bathrooms if you are lucky enough to get an ensuite with the main bedroom. Some 2 bedroom apartments come with a balcony or even a backyard if the apartment is located at street level. Street level apartments are often helpful if you have issues with stairs or need disabled access to your room.
If you are looking for a quick 1 or 2 night stay in a 2 bedroom apartment in Wailea, doing the some research will lead you to some great properties. Some apartment buildings offer extra services like a gym, pool or 24 hour reception who control the access to the property. And even playgrounds for kids if you are traveling with your family.
The best feature you can get out of your 2 bedroom apartment is the solace and comfort your own personal space. Also a little more private than a hotel which may have room service and housekeeping staff running around more frequently during the day and night.
Overlooking the Pacific Ocean, Fairmont Kea Lani, Maui features a full-service spa and on-site dining. It offers free shuttle service to the Wailea Go...more
186 m² Two-Bedroom Penthouse with Garden View
186 m² Two-Bedroom Penthouse with Ocean View
Providing all the comforts of home, including full kitchens, along with state-of-the-art ...more
167 m² Elite Presidential Two-Bedroom Suite
Four Seasons Resort Maui is reimagining our Spa and Wellness Center in the lower lobby. During the transformation, guests can enjoy our beautiful ...more
167 m² Two-Bedroom Villa - Oceanfront
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
167 m² Two-Bedroom Ocean View Villa with Two King Beds
167 m² Two-Bedroom Ocean View Villa with One King and Two Queen Beds
167 m² Oceanfront Two Bedroom Villa with Two Kings Be...more
130 m² Apartment - Ground Floor
115 m² Apartment - Ground Floor
115 m² Apartment with Pool View
115 m² Apartment with Sea View
115 m² Apartment with Sea Vie...more
146 m² Two-Bedroom Apartment
Located in Wailea, KBM Resorts FREE CAR Wailea Elua Village Ocean view Spacious 2-Bedroom Condo WEV-2103 provides accommodation with private pool, fre...more
115 m² Two-Bedroom Apartment
Situated in Wailea, KBM Resorts FREE CAR Polo Beach POL-109 Ground Floor Steps to the Sand Sunset Views features accommodation with private pool, free...more
71 m² Apartment
Set in Wailea, 300 metres from Keawakapu Beach and 4.8 km from Wailea Emerald Course, Top Floor Oceanfront location with great swimming and snorkeling...more
98 m² Two Bedroom Apartment
84 m² Two-Bedroom Apartment
94 m² Apartment - Ground Floor
107 m² Apartment with Balcony
Set in Wailea, 1.5 km from Ulua Beach and ...more
110 m² Two Bedroom Condo
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
111 m² Garden View Villa 2 Bedroom 2 Bath
111 m² Garden View Deluxe Villa 2 Bedroom 2 Bath
111 m² Ocean View Villa 2 Bedroom 2 Bath
Located 5 minutes’ drive from Mokapu B...more
124 m² Two-Bedroom Apartment with Garden View
124 m² Two-Bedroom Apartment - Oceanfront
124 m² Two-Bedroom Apartment with Ocean View
Spanning the length of Ulua Beach in...more
96 m² Two-Bedroom Apartment - Oceanfront
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 spac...more
71 m² Apartment
Mana Kai 311C is set in Wailea, 4.8 km from Wailea Emerald Course, 29 km from Iao Valley State Park, and 42 km from Lahaina Boat Harbor. Featuring sea...more
71 m² Apartment
Mana Kai 710C is located in Wailea, 4.8 km from Wailea Emerald Course, 29 km from Iao Valley State Park, and 44 km from Lahaina Boat Harbor. Featuring...more
109 m² Apartment
Featuring ski-to-door access and an outdoor swimming pool, Kihei Akahi A104 provides accommodation in Wailea with free WiFi and sea views. The propert...more
83 m² Apartment
Situated 200 metres from Kamaole Beach, Maui Banyan G310C features accommodation in Wailea with access to an outdoor pool, free WiFi and a lift. The p...more
71 m² Apartment
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
71 m² Apartment
Set in Wailea, 300 metres from Keawakapu Beach and 4.8 km from Wailea Emerald Course, Mana Kai 711C offers air conditioning. Boasting sea views and a...more
83 m² Two Bedroom Apartment
Maui Parkshore 110 is situated in Wailea, 28 km from Iao Valley State Park, 43 km from Lahaina Boat Harbor, and 47 km from Whalers Village Shopping Ce...more
Apartment with Garden View
96 m² Two-Bedroom Apartment
Set in Wailea, Kamaole Sands provides a restaurant and garden views, 200 metres from Kamaole Beach and 5.5 km from Wailea Eme...more
98 m² Two-Bedroom Apartment
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
110 m² Two-Bedroom Apartment - Oceanfront
Located on the secluded Polo Beach in Wailea, the Polo Beach Club - CoralTree Residence Collection, features an oceanfront pool and apartments with...more
140 m² Two-Bedroom Apartment with Garden View
140 m² Two-Bedroom Apartment with Ocean View
Located near upscale shopping, dining and golf courses in Wailea, the CoralTree Residence...more
100 m² Two-Bedroom Apartment
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
110 m² Two-Bedroom Apartment
Offering 11 acres of beautiful tropical landscape, and situated moments from stunning beaches, this condominium-style property is located close to som...more
84 m² Two-Bedroom Apartment
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
65 m² Two-Bedroom King Suite
73 m² Two-Bedroom Suite
65 m² Two-Bedroom Suite with Ocean View
65 m² Two-Bedroom Suite with Ocean View
Situated in Wailea, 800 met...more
103 m² Apartment
Situated in Wailea, 500 metres from Kamaole Beach and 5.5 km from Wailea Emerald Course, Hale Kamaole offers an indoor pool and air conditioning. The...more
97 m² Two-Bedroom Apartment
Offering sea views, A-304 Haleakala Shores is an accommodation located in Wailea, a few steps from Kamaole Beach and 5.5 km from Wailea Emerald Course...more
97 m² Two-Bedroom Apartment
Offering sea views, A-312 Haleakala Shores is an accommodation situated in Wailea, a few steps from Kamaole Beach and 5.5 km from Wailea Emerald Cours...more
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