Romantic hotels in Wailea

A carefully selected list of romantic hotels in Wailea, chosen for location, atmosphere, and overall quality.

Of these 11: 9 with air conditioning, 6 with a balcony, 4 with a hot tub, 4 with massage treatments.

Updated September 2026
Selected by Anna
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Wailea is a coastal community on Maui, Hawaii, developed in 1971 with a small permanent population. The area is oriented around shoreline and marine features, with beaches, reserves and offshore sites and calm coastal scenery.

Sun seekers Jun–Jul Warm-weather visits Aug–Sep Expect more rain Feb–Aug
  1. Ahihi-Kinau Natural Area Reserve
    Protected marine and coastal reserve conserving coral reefs and native coastal ecosystems. Tip: access is regulated, so check local restrictions before planning
  2. Keawakapu Beach
    Long sandy beach with calm waters, suitable for swimming, sunbathing and beach walks. Tip: bring sun protection and a towel for a relaxed visit.
  3. Molokini Crater
    Crescent-shaped volcanic crater known for snorkeling and scuba diving over rich coral reefs in clear waters. Tip: access is typically by boat, so book a boat tr
Weather snapshot
  • Warmest: Aug–Sep
  • Sunniest: Jun–Jul
  • Rainiest: Feb–Aug
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1

Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!

9.9Exceptional25 reviews
Kitchen
Cleanliness10.0Location9.6Value9.2
Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!
Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! photo 2Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! photo 341+photos
Spacious apartment. Outdoor pool. Fully equipped kitchen. Free parking. Aloha Moon offers a spacious one-bedroom apartment in Wailea, blending modern comforts with a tropical atmosphere. The unit includes a fully equipped kitchen, air-conditioning, and a washing machine, ideal for a self-catered stay. Guests can unwind on the terrace or enjoy the year-round outdoor swimming pool. Free WiFi and private parking add convenience. Located a short walk from Ulua Beach and close to the Wailea…Spacious apartment. Outdoor pool. Fully equipped kitchen. Free parking. Aloha Moon offers a spacious one-bedroom apartment in Wailea, blending modern comforts with a tropical atmosphere. The unit includes a fully equipped kitchen, air-conditioning, and a washing machine, ideal for a self-catered stay. Guests can unwind on the terrace or enjoy the year-round outdoor swimming pool. Free WiFi and private parking add convenience. Located a short walk from Ulua Beach and close to the Wailea Blue Course, this hideaway provides easy access to scenic attractions and outdoor activities. Kahului Airport lies 26 km away, making it a well-connected retreat for exploring Maui.

Good to knowCheck-in 16:00·Check-out 11:00·No pets

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2

Hotel Wailea, Relais & Châteaux - Adults Only

Stars: 59.4Superb145 reviews
SpaGymKitchen
Cleanliness9.7Location9.3Value8.2
Hotel Wailea, Relais & Châteaux - Adults Only
Hotel Wailea, Relais & Châteaux - Adults Only photo 2Hotel Wailea, Relais & Châteaux - Adults Only photo 341+photos
Ocean-view suites. Private decks. Island-to-table dining. Secluded luxury. Perched 300 feet above the sea, Hotel Wailea, Relais & Châteaux - Adults Only offers sweeping views of three Hawaiian Islands from spacious, elegant suites. Each accommodation features free WiFi, private furnished decks, plush bathrobes, and deep soaking tubs, creating a serene retreat in an intimate setting. Dining at Hotel Wailea is equally exceptional, with options including The Restaurant’s island-to-table…Ocean-view suites. Private decks. Island-to-table dining. Secluded luxury. Perched 300 feet above the sea, Hotel Wailea, Relais & Châteaux - Adults Only offers sweeping views of three Hawaiian Islands from spacious, elegant suites. Each accommodation features free WiFi, private furnished decks, plush bathrobes, and deep soaking tubs, creating a serene retreat in an intimate setting. Dining at Hotel Wailea is equally exceptional, with options including The Restaurant’s island-to-table cuisine served in either The Lanai with sunset ocean views or The Garden’s romantic al fresco environment. For a unique experience, guests can enjoy private meals in The Treehouse under a canopy of mangoes and avocados. The Birdcage Japanese grill complements the experience with expertly prepared sushi and grilled delicacies.

Good to knowCheck-in 15:00·Check-out 12:00·No pets

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3

Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian Style

9.5Exceptional44 reviewsFamily friendly
BeachfrontSpaKitchen
Cleanliness9.8Location9.6Value9.3
Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian Style
Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian Style photo 2Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian Style photo 341+photos
Beachfront access. Ocean views. Two bedrooms. Fully equipped kitchen. Set at the south end of Kihei adjacent to Wailea, this spacious two-bedroom condo offers direct beachfront access and stunning ocean views. The traditional Hawaiian-style accommodation includes two bathrooms, a fully equipped modern kitchen, and a balcony for serene sunsets. Guests benefit from free WiFi, a hot tub, and dedicated outdoor seating areas. With family-friendly spaces, full-day security, and private…Beachfront access. Ocean views. Two bedrooms. Fully equipped kitchen. Set at the south end of Kihei adjacent to Wailea, this spacious two-bedroom condo offers direct beachfront access and stunning ocean views. The traditional Hawaiian-style accommodation includes two bathrooms, a fully equipped modern kitchen, and a balcony for serene sunsets. Guests benefit from free WiFi, a hot tub, and dedicated outdoor seating areas. With family-friendly spaces, full-day security, and private parking, it delivers comfort and convenience. Nearby, Kamaole Beach and Wailea Emerald Course provide recreational options, while Kahului Airport is just 24 km away.

Good to knowCheck-in 16:00·Check-out 11:00·No pets

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4

9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH!

10.0Exceptional10 reviewsFamily friendly
BeachfrontKitchen
Cleanliness10.0Location10.0Value9.6
9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH!
9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH! photo 29B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH! photo 328+photos
Beachfront access. Garden views. Adults-only units. Pool and tennis courts. 9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW in Wailea offers direct access to the beachfront with picturesque garden views. This adults-only aparthotel features spacious units equipped with air conditioning, private bathrooms, kitchenettes, and private patios, ensuring a relaxing stay. Guests can enjoy a swimming pool with views, tennis courts, and shared outdoor spaces including barbecue and picnic areas.…Beachfront access. Garden views. Adults-only units. Pool and tennis courts. 9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW in Wailea offers direct access to the beachfront with picturesque garden views. This adults-only aparthotel features spacious units equipped with air conditioning, private bathrooms, kitchenettes, and private patios, ensuring a relaxing stay. Guests can enjoy a swimming pool with views, tennis courts, and shared outdoor spaces including barbecue and picnic areas. Conveniently located just a minute’s stroll from the beach, it’s also close to several golf courses and natural attractions like Iao Valley State Park.

Good to knowCheck-in 16:00·No pets

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5

Enjoy Your Oceanside Dream at Kihei Surfside

9.4Superb36 reviewsFamily friendly
BeachfrontKitchen
Cleanliness9.5Location9.7Value9.3
Enjoy Your Oceanside Dream at Kihei Surfside
Enjoy Your Oceanside Dream at Kihei Surfside photo 2Enjoy Your Oceanside Dream at Kihei Surfside photo 341+photos
Beachfront access. Sea views. Pool with garden. Fully equipped kitchen. Enjoy Your Oceanside Dream at Kihei Surfside offers direct beachfront access with captivating sea views. The holiday home features a swimming pool overlooking a lush garden and a spacious terrace perfect for quiet moments. Inside, air-conditioning and a fully equipped kitchen complement a comfortable living area. A washing machine, dishwasher, and balcony with outdoor furniture enhance convenience and relaxation.…Beachfront access. Sea views. Pool with garden. Fully equipped kitchen. Enjoy Your Oceanside Dream at Kihei Surfside offers direct beachfront access with captivating sea views. The holiday home features a swimming pool overlooking a lush garden and a spacious terrace perfect for quiet moments. Inside, air-conditioning and a fully equipped kitchen complement a comfortable living area. A washing machine, dishwasher, and balcony with outdoor furniture enhance convenience and relaxation. Located just a two-minute walk from Keawakapu Beach in Wailea, this property provides an ideal base to explore nearby attractions such as Wailea Emerald Course and Iao Valley State Park, with Kahului Airport 24 km away.

Good to knowCheck-in 16:00·Check-out 11:00·No pets

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6

Tiki Tiki - Gorgeous Boho Beach Hideaway!

9.4Superb35 reviewsFamily friendly
PoolKitchen
Cleanliness10.0Location9.7Value8.7
Tiki Tiki - Gorgeous Boho Beach Hideaway!
Tiki Tiki - Gorgeous Boho Beach Hideaway! photo 2Tiki Tiki - Gorgeous Boho Beach Hideaway! photo 341+photos
Boho beach apartment. Garden views. Fully equipped kitchen. Outdoor pool. Tiki Tiki - Gorgeous Boho Beach Hideaway offers a serene one-bedroom apartment in Wailea, featuring a terrace with garden views and year-round outdoor swimming pool. The space includes air conditioning, free WiFi, and a fully equipped kitchen, complemented by thoughtful touches such as bathrobes and a coffee machine. Set within a secure property with private parking, guests have access to tennis equipment and a…Boho beach apartment. Garden views. Fully equipped kitchen. Outdoor pool. Tiki Tiki - Gorgeous Boho Beach Hideaway offers a serene one-bedroom apartment in Wailea, featuring a terrace with garden views and year-round outdoor swimming pool. The space includes air conditioning, free WiFi, and a fully equipped kitchen, complemented by thoughtful touches such as bathrobes and a coffee machine. Set within a secure property with private parking, guests have access to tennis equipment and a kids' pool. Nearby attractions include Ulua Beach, Wailea golf courses, and Iao Valley State Park, making it a well-situated retreat for both relaxation and outdoor activities.

Good to knowCheck-in 16:00·Check-out 11:00·No pets

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7

Fairmont Kea Lani, Maui

Stars: 59.1Superb141 reviewsAdults onlyFamily friendly
PoolBeachfrontSpaGym
Cleanliness9.8Location9.7Value8.2
Fairmont Kea Lani, Maui
Fairmont Kea Lani, Maui photo 2Fairmont Kea Lani, Maui photo 341+photos
Oceanfront suites. Full-service spa. Three pools. On-site dining. Fairmont Kea Lani, Maui, offers luxurious cabana-style suites overlooking the Pacific Ocean. Each suite features free Wi-Fi, flat-screen TVs, DVD players, and deep soaking tubs with iPod docking stations. The resort boasts three outdoor pools, including an adult-only pool and a waterslide. Guests can enjoy a 24-hour gym with fitness classes and unwind at the full-service spa. Dining options range from the casual Kea…Oceanfront suites. Full-service spa. Three pools. On-site dining. Fairmont Kea Lani, Maui, offers luxurious cabana-style suites overlooking the Pacific Ocean. Each suite features free Wi-Fi, flat-screen TVs, DVD players, and deep soaking tubs with iPod docking stations. The resort boasts three outdoor pools, including an adult-only pool and a waterslide. Guests can enjoy a 24-hour gym with fitness classes and unwind at the full-service spa. Dining options range from the casual Kea Lani Restaurant's breakfast buffet to seafood specialties at Nick's Fishmarket Maui, complemented by live entertainment and crafted cocktails at The Luana Lounge. Wailea Golf Club and The Shops at Wailea are conveniently nearby.

Good to knowCheck-in 16:00·Check-out 12:00·No pets

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8

Wailea Sunset Condo - Ekolu #607

9.2Superb7 reviewsFamily friendlyPet friendly
BeachfrontSpaKitchen
Cleanliness10.0Location10.0Value9.0
Wailea Sunset Condo - Ekolu #607
Wailea Sunset Condo - Ekolu #607 photo 2Wailea Sunset Condo - Ekolu #607 photo 341+photos
Beachfront access. Stunning sea views. Pool and garden. Fully equipped kitchen. Wailea Sunset Condo - Ekolu #607 offers direct beachfront access with breathtaking views over the ocean. The one-bedroom condo features a spacious living area, two bathrooms, air-conditioning, and a fully equipped kitchen, ideal for a comfortable stay. A balcony invites quiet moments overlooking the sea, while free WiFi ensures connectivity. Guests can unwind by the swimming pool surrounded by lush gardens or enjoy…Beachfront access. Stunning sea views. Pool and garden. Fully equipped kitchen. Wailea Sunset Condo - Ekolu #607 offers direct beachfront access with breathtaking views over the ocean. The one-bedroom condo features a spacious living area, two bathrooms, air-conditioning, and a fully equipped kitchen, ideal for a comfortable stay. A balcony invites quiet moments overlooking the sea, while free WiFi ensures connectivity. Guests can unwind by the swimming pool surrounded by lush gardens or enjoy the nearby family-friendly restaurant serving diverse international cuisine. Located near Wailea Beach and several renowned golf courses, the condo provides a tranquil base with easy access to local attractions. Kahului Airport is approximately 26 km away.

Good to knowCheck-in 15:00·Check-out 11:00·Pets allowed

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9

Wailea Beach Resort - Marriott, Maui

Stars: 59.0Superb254 reviewsFamily friendly
BeachfrontPrivate beachSpaGymKitchen
Cleanliness9.1Location9.6Value8.0
Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui photo 2Wailea Beach Resort - Marriott, Maui photo 341+photos
Ocean views. Multiple pools. On-site dining. Beach access. Wailea Beach Resort - Marriott, Maui offers luxurious accommodations with balconies or patios overlooking the ocean and nearby islands. Each room features air-conditioning, a refrigerator, a coffee machine, and a work desk, ensuring comfort and convenience. Guests can enjoy several swimming pools, including water slides and a certified dive pool, as well as on-site spa services and a kid's club. Dining options range…Ocean views. Multiple pools. On-site dining. Beach access. Wailea Beach Resort - Marriott, Maui offers luxurious accommodations with balconies or patios overlooking the ocean and nearby islands. Each room features air-conditioning, a refrigerator, a coffee machine, and a work desk, ensuring comfort and convenience. Guests can enjoy several swimming pools, including water slides and a certified dive pool, as well as on-site spa services and a kid's club. Dining options range from casual beach bars to fine dining at KAPA Bar & Grill and HUMBLE MARKET KITCHIN. The resort’s prime location allows easy access to Wailea and Ulua Beaches, golf courses, nature trails, and The Shops at Wailea Mall, perfect for a tranquil and active Hawaiian stay.

Good to knowCheck-in 16:00·Check-out 12:00·No pets

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10

Hale Li'ili'i at Keawakapu #201

9.0Superb20 reviews
Kitchen
Cleanliness9.6Location8.9Value8.5
Hale Li'ili'i at Keawakapu #201
Hale Li'ili'i at Keawakapu #201 photo 2Hale Li'ili'i at Keawakapu #201 photo 319+photos
Sea views. Kitchen-equipped. Private balcony. Near Keawakapu Beach. Hale Li'ili'i at Keawakapu #201 in Wailea offers comfortable accommodations with sea views and private balconies overlooking garden and mountain scenery. Each unit is thoughtfully appointed with a kitchen, private bathroom, and modern amenities including streaming services and free WiFi. The outdoor seating area invites relaxation, while private entrances and sofas add convenience and comfort. Situated just a…Sea views. Kitchen-equipped. Private balcony. Near Keawakapu Beach. Hale Li'ili'i at Keawakapu #201 in Wailea offers comfortable accommodations with sea views and private balconies overlooking garden and mountain scenery. Each unit is thoughtfully appointed with a kitchen, private bathroom, and modern amenities including streaming services and free WiFi. The outdoor seating area invites relaxation, while private entrances and sofas add convenience and comfort. Situated just a five-minute walk from Keawakapu Beach, the property is an ideal base for exploring nearby attractions like the Wailea Emerald Course and Iao Valley State Park. Kahului Airport lies 24 km away, ensuring easy access to this tranquil retreat.

Good to knowCheck-in 16:00·Check-out 10:00·No pets

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11

Mana Kai 710A

9.0Superb11 reviews
PoolGymKitchen
Cleanliness9.3Location9.9Value8.5
Mana Kai 710A
Mana Kai 710A photo 2Mana Kai 710A photo 320+photos
Outdoor pool. Free WiFi. Beach nearby. Fully equipped kitchen. Mana Kai 710A in Wailea offers a serene retreat just a short stroll from Keawakapu Beach. Guests enjoy access to an outdoor swimming pool and complimentary WiFi, blending relaxation with connectivity. The apartment is thoughtfully appointed with a fully equipped kitchen featuring modern appliances, a washing machine, and convenient amenities like a dishwasher and coffee machine. Situated 24 km from Kahului Airport,…Outdoor pool. Free WiFi. Beach nearby. Fully equipped kitchen. Mana Kai 710A in Wailea offers a serene retreat just a short stroll from Keawakapu Beach. Guests enjoy access to an outdoor swimming pool and complimentary WiFi, blending relaxation with connectivity. The apartment is thoughtfully appointed with a fully equipped kitchen featuring modern appliances, a washing machine, and convenient amenities like a dishwasher and coffee machine. Situated 24 km from Kahului Airport, it provides easy access to nearby golf courses and coastal attractions, making it an ideal base for exploring the charm of Wailea.

Good to knowCheck-in 15:00·Check-out 11:00·No pets

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