Kailua Vacation Rentals

Hale Alapi 'i - 4BR Home

• 4 Bed
• 3 Full Baths

From $2100.00 / night

Welcome to Hale Alapi'i, our home in fabulous Lanikai! This is a 3b/2b 1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island breezes. It has been recently fully renovated and has all the necessities to enjoy a wonderful vacation for an extended family. The studio with queen and full bathroom (350 sq. ft.) accommodates 2 extra people and rents for an additional fee. The space The ho

Kaapuni Kainani- Steps away from beach

Rating: 5

• 3 Bed
• 3 Full Baths

From $800.00 / night — Total price: $2400.00

Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is designed for a comfortable, casual way of life, whether you just want to kick-back and relax at world-famous Kailua Beach (consistently voted one of the worlds top beaches) or participate in the many ac

Kakela Kai - 4BR Home

Rating: 4.9

• 4 Bed
• 3 Full Baths

From $1700.00 / night — Total price: $5100.00

MINIMUM RENTAL PERIOD: Minimum stay requirements vary by property. On Oahu, the City and County of Honolulu regulations require a minimum 30-day rental agreement for properties outside of resort-zoned areas. Therefore your rental agreement will be for a minimum of 30 days. Monthly rates range from $26,000 - $30,000, depending on season. Well maintained beachfront home set in a security-gated neighborhood. Decorated with island style rattan furnishings, ceiling fans through out. Complemente

Lanikai Cottage - 2BR Home

Rating: 5

• 2 Bed
• 2 Full Baths

From $1350.00 / night

This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean, open tranquil feel. Lanikai is the place to stay in Kailua, still close to all amenities such as restaurants, shopping. Honolulu is but a drive over the mountain about 15-20 minutes and your back in th

Lanikai Ohana Hale - 1BR Home Garden View + Private Pool

• 1 Bed
• 1 Full Baths

From $225.00 / night — Total price: $675.00

Discover your private island retreat at Charming Cottage in Lanikai by Gather, a beautifully renovated 1-bedroom, 1-bath home surrounded by lush tropical gardens. Fully remodeled in 2021, this peaceful hideaway blends modern comfort with the timeless charm of Lanikais coastal lifestylejust a short stroll from one of Oahus most beautiful beaches. What Youll Love About This Lanikai Cottage Newly renovated in 2021 with brand-new furnishings and appliances Peaceful tropical setting with privacy a

Makana's Place

Rating: 4.9

• 1 Bed
• 1 Full Baths

From $600.00 / night

Makana's Place is a one bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1400 square feet living quarters, which is equivalent to a three bedroom home. Beautifully decorated with fine quality furniture (Koa). Makana's Place features a full kitchen plus an extra queen sofabed and single bed. Wonderful for children. The beach, yes the beach. It is about a 5 minute drive away or 15 minute walk. It has been rated the #1 beach in "best beaches" survey. Most pe

Makana's Place 3 Bedroom 2 bath home

Rating: 4.7

• 3 Bed
• 2 Full Baths

From $1200.00 / night

Makana's Place is a 3 bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with fine quality furniture (Koa). Makana's Place features a full kitchen plus kitchenette with 2 rooms, 1 bath an extra queen sofabed and single bed located in the extra large spacious living room. There is a very cozy patio area with a fountain and beautiful cooper lighting to enjoy out

Manuela Place

Rating: 5

• 3 Bed
• 3 Full Baths

From $1485.00 / night

Manuela is a quiet spacious home, in charming Kailua town. This non-smoking home has 1400 square ft of living quarters. It is a 3 bedroom 3 bath home with a front patio and small yard safe for your children. Living and Dining room equipped with a spit A/C for your comfort. All bedrooms have air conditioning as well!!! Kailua beach is about a 3 minute drive or 10-15 minute walk. We take pride in our home and will make sure you enjoy your stay with us. There are many places to go see, ea

Monet Room - Studio Cottage

Rating: 5

• Studio
• 1 Full Baths

From $235.00 / night — Total price: $705.00

Enjoy our Hawaiian sunshine and one of the most beautiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining area. There is a breakfast bar which includes a hotel sized refrigerator micro-wave oven, coffee maker, toaster, small rice cooker and a gas BBQ grill outside. This is truly island living at its finest. Residence has its own private entrance, private patio with umbrella table, parking and a large

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