Hawaii Vacation Homes

Portlock Paradise - 3+BR Home

Rating: 4.9

• 3 Bed
• 3 Full Baths

From $3300.00 / night

Set on the slopes of Koko Kai Crater, this spacious two story family-style home offers panoramic ocean views and breathtaking sunsets over Diamond Head. Large full kitchen, two living room areas and lots of lanais providing plenty of room for families and friends to relax. Decorated with a touch of island decor, the perfect house for indoor/outdoor living. The downstairs ocean view living room has a large TV complete with card table. Enjoy a swim in the private solar heated swimming pool or

Pualani Villa - 3BR Villa Garden View

• 3 Bed
• 2 Full Baths

From $375.00 / night — Total price: $1125.00

Escape to Pualani Villa by Gather, a stunning three-bedroom + den, 2.5-bathroom townhome in the heart of Princevilles prestigious resort community. Offering a beautifully designed living space, this two-story retreat combines modern luxury with island charm, creating the perfect getaway for families, groups, or long-term stays. Thoughtfully appointed with island-inspired dcor, spacious interiors, and high-end amenities, Pualani Villa is ideal for both relaxation and entertainment. What We Love

Rainbow Hale Estate - 3BR Home plus Den

Rating: 5

• 3 Bed
• 3 Full Baths

From $5025.00 / night

Maui's Premier Vacation Home! Rainbow Hale Estate Kaanapali a Family Retreat or Private Honeymoon Get -away. Surrounded by 5 acres of Maui tropical plantation, lies a spectacular estate like you've always dreamed of, with the lifestyle you've always dreamed of living. Secluded and in a private, gated community, it is convenient to all of West Maui's famous beaches, restaurants and activities. This property has 3 bedrooms, all with ensuite bathrooms, a bath, plus a 4th den/library, that is comp

Sea Breeze by the Sea - 3BR Home

Rating: 5

• 3 Bed
• 3 Full Baths

From $1350.00 / night

The Sea Breeze Villa is a 3-bedroom, 3-bath home located in Kaneohe. 3 bedrooms are upstairs. The living room has bay windows with sitting area. Extra futons are provided. The 1 bedroom upstairs has an attached bathroom. Each room has its own AC units. Two cars can be parked directly out in front of the unit. The kitchen has basic utensils that you can use including pots, pans, plates, cups, silverware and others. There are also paper towels, toilet paper, bath towels, and beach towels availa

Sea Glass - 3BR Home Mountain View

• 3 Bed
• 3 Full Baths

From $329.00 / night — Total price: $987.00

Nestled in the exclusive gated community of Villas of Kamalii in Princeville, Kauai, Sea Glass by Gather is a serene, fully renovated three-bedroom, three-bath luxury townhome offering 1,825 square feet of modern comfort and mountain-view tranquility. Designed for six guests, this stylish retreat seamlessly blends sophisticated design with the lush beauty of the Garden Isle. What Youll Love About Sea Glass Elegant interiors with open, airy spaces and abundant natural light Three private lanai

Sea La Vie L510 at Wailea Beach Villas

• 2 Bed
• 2 Full Baths

From $1395.00 / night — Total price: $4185.00

Situated on the 5th TOP FLOOR of the penthouse/tower building of the Wailea Beach Villas Resort, Sea La Vie L510, a fully redecorated and remodeled 2.5 bedroom, 2 bath suite, offers expansive and superlative direct west-facing panoramic views of the Pacific Ocean, Wailea Beach and the Wailea Resort area. Only a few residences on the upper floors of the Wailea Beach Villas offer such exceptional views. This villa is well above the family pool where birdsong and the rustling of palm tree fronds pr

Sea Shells Beach House on Ka'anapali Beach

Rating: 5

• 3 Bed
• 3 Full Baths

From $2195.00 / night — Total price: $6585.00

Sea Shells is an updated and beautifully sprawling family-friendly beach-front vacation residence with a heated lagoon pool, jacuzzi, powerful air conditioning, 3 bedrooms and 3.5 bathrooms, all set directly west Maui's astoundingly beautiful Kaanapali Beach. NEW PHOTOS of new appliances, decor and furnishings are forthcoming eventually, as the current ones do not do this one-of-a-kind, all-around guest-favorite vacation residence justice. The west-facing home serves up glorious scarlet sunsets

Sea Song at Kahili Bay - 3BR Home

• 3 Bed
• 3 Full Baths

From $8400.00 / night

Nestled on a spectacular ocean bluff, this exquisitely designed residence offers guests an opportunity to enjoy one of Kauai's most breathtaking ocean, mountain and river views. Situated amidst lush tropical gardens, this 12 acre estate is a 10 minute walk down our private beach path to Kahili Bay, one of Kauai's most secluded and scenic beaches. Great care was taken in the design and construction of this remarkable home built with the help of many of Kauai's finest craftsmen. Beautiful materia

SeaSpirit 811 at Andaz Maui at Wailea Resort

• 3 Bed
• 4 Full Baths

From $2495.00 / night — Total price: $7485.00

SeaSpirit Villa 811 at Andaz Maui at Wailea Resort is a contemporary styled, privately-owned and independently-managed luxury 3 bedroom, 4 bath ocean view second floor resort residence. SeaSpirit is set in a prime location within the resort just steps from Mokapu Beach and the resort's swimming pools and dining venues. Experience this tropical paradise on the beach where you can rest and relax within SeaSpirit Villa 811, “Your Own Private Paradise”, with spacious surroundings, exqui

Secret Cove - 4BR Luxury Home with Private Infinity Pool and Spa

• 4 Bed
• 4 Full Baths

From $13500.00 / night

This beautiful, brand new, modern oceanfront luxury home is situated on the bluff above Secret Beach. It features panoramic ocean views, beautiful landscaping, and ample indoor and outdoor living and dining areas. This "pod-style" home features an airy master suite, and 3 guest bedroom suites, all with private lanais, ocean views and en suite baths. The property also features a stunning infinity pool and spa, along with a private path to Secret Beach. Amenities Large Chef's Kitchen Indoor