Nani's Cottage - 2BR Home

Rating: 4.8

• 2 Bed
• 2 Full Baths

From $450.00 / night — Total price: $1350.00

This unit is brand new to the Vacation Rental market. A quaint 2 bedroom, 2 bath cottage is perfect for a small family. Enclosed property with front yard space for playing on the grass. A beach access is just 1 house over, so in about 1 minute walk you will be on the sand at a portion of beautiful Kailua Beach. Downstairs has a split system AC which cools the living area, kitchen and master bedroom. Extra person Fee of $25 per night per person after the 4th guest. This property is a le

Ocean Dreams Villa 2203 at Montage Kapalua Bay

Rating: 5

• 3 Bed
• 3 Full Baths

From $2199.00 / night — Total price: $6597.00

Aloha and welcome to Ocean Dreams Premier Grand Residence Villa 2203 at The Resort at Kapalua Bay, a 3.5 bedroom and 3.5 bathroom direct oceanfront and panoramic ocean view private residential vacation rental villa with combined total of 3,532 square feet of living space that comfortably accommodates up to 8 guests, set within the iconic Kapalua Bay Resort and Spa in the prestigious building 2 location. As of March 2026, the former Montage Kapalua Bay on Maui has transitioned to The Resort at K

Ocean Escape - 5BR Home

Rating: 5

• 5 Bed
• 4 Full Baths

From $3150.00 / night

This is a legally established property, please read below for more info... Hawaiiana home just steps from the world famous Kailua Beach. This Hawaiiana house second of two homes of the beachfront property. It is the perfect place to relax and enjoy paradise. The tropical large living room opens onto a spacious private lawn leading out directly via a secure gate beteen the two homes to a sandy walkway, steps to breathtaking Kailua beach. A rear private courtyard lanai with 15ft x 32ft

Oceanfront Bungalow Waimea Bay - 3BR Home

Rating: 4.7

• 3 Bed
• 2 Full Baths

From $3135.00 / night

Private, ocean front home on the North Shore of Oahu just steps from beautiful beaches - Waimea Bay and 3 Tables. (No roads to cross, so safe for kids...) Great snorkeling, swimming,...white sand beaches. Open-beam ceilings. High end finishes, sub-zero refrigerator. Spectacular views, lush landscaping, lanais with sliding doors from each of the 3 bedrooms. (3rd bedroom has a queen-size futon so it will sleep 6- room can also be opened up to be used as an extension off the living/dining/kitche

Portlock Paradise - 3+BR Home

Rating: 4.9

• 3 Bed
• 3 Full Baths

From $1300.00 / night — Total price: $3900.00

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

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 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

• 2 Bed
• 3 Full Baths

From $8400.00 / night

At once laid-back and quietly refined, Kilauea is Kauais soulful countryside, rolling hills, organic farms, and ocean-view ridge-lines that seem to stretch forever. The towns historic charm blends seamlessly with modern artistry, from boutique cafs to farm-to-table restaurants and the locally loved Kilauea Lighthouse. Homes here capture a sense of space and privacy, often nestled among lush acreage or perched with panoramic coastal views. Kilauea offers a slower rhythm, an authentic slice of isl