Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
List
Map

Waipouli Beach Resort Gorgeous Luxury Oceanfront!

Gorgeous Oceanfront Waipouli Beach Resort G302, one of Waipouli Beach Resort's most desirable Ocean Front suites, offers spectacular 180 degree unobstructed ocean and sandy beach views. You can see the ocean from every room! Fall asleep to the sound of the waves every...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

Stunning Ocean View - Steps from the beach - Kahala 623

Kahala 623 is a 1,000 square foot condo overlooking the immaculately kept Poipu Kai greenbelt with barbecues and walkways leading down to Brennecke's Beach. Imagine yourself sitting on the lanai, your favorite beverage in hand, a gentle trade wind flowing over you as...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

A Tropical Paradise 2 Bed/1bath. Stunning Bay and Ocean Views

A Tropical Paradise on Hawaii's Big Island This updated 2bed, 1/bath penthouse has stunning views of both the bay and the ocean. Whether you are a lover of marine life or just a lover of tropical views, this home is the perfect spot for you. The penthouse's prime...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Hilo, Hawaii

Contemporary upgraded villa with ocean views

Kapalua Bay Villa 11G1 sits at the front of the resort, offering stunning views of Oneloa Bay and the island of Molokai. This one-bedroom, one-and-a-half-bathroom villa is the perfect getaway for a small family or couple, with a maximum occupancy of 3 guests—2 adults...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

A wonderful place to be.....

E 'Aka 'Aka Mau loosely translates as Laughs a Lot House in Hawaiian. Our two bedroom, two bath home is a perfect getaway for couples and families! Just 400 feet from the beach, and with a beautiful view of Mauna Kea and Mauna Loa, our house offers two sides of Hawaii,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kamuela, Hawaii

Two-story condo in central Poipu with lanai, pool & W/D - walk to Baby Beach

Waikomo Stream Villas 132Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tropical breezes, lush landscaping, and beautiful on-site amenities await at this two-story condo in Waikomo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Fairway Villas at Waikoloa Golf View 1 Bedroom

1 Bedroom Golf View- Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- 1 king bed or 1 queen bed - Queen sofa bed in living area- 950 sqft/89 sqm-...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waikoloa, Hawaii

Perfect Family Beach House. Walk out gate to Amazing Beach.

The Waialua Beach House is located on the North Shore of Oahu, just steps from the beach. It’s only 2 miles from Haleiwa and its shops and restaurants and a short drive to the famous surf spots of Sunset, Pipeline, Haleiwa and Waimea. This recently remodeled and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waialua, Hawaii

New Listing! Luxurious 4BR/3BA House with AC

Discover Elegance at Poipu: The Leilani House hosted by BlueTideVillasWelcome to The Leilani House, a beautifully designed 2,100-square-foot retreat set on a private half-acre just minutes from Poipu Beach and local dining. Celebrated as one of Poipu’s most desirable...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Kauai Loft Retreat PF-H307

Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to Kauai Loft Retreat, your perfect island escape! Nestled in the Kapaa, this charming one...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Kapa`a, Hawaii

Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8

Privacy for your family, but still close to town. Quiet beach at your doorWelcome to "Aloha Niulani"! Our 4-bedroom 2 bath Oceanfront Beach home comfortably sleeps up to 8. Conveniently located in the Old Kauai town of Kapa'a. Tucked away in a secluded neighborhood with...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapa?a, Hawaii

Easy Kauai Living! Lanai to Lawn, Full Kitchen, WiFi, Ceiling Fans–Kaha Lani 102

Castle Kaha Lani Resort #102 - Energy flows from the tropical decor living area onto the lanai and across expansive lawns of this 739 sq. ft. ground floor villa with beautiful ocean view. Dine in with meals prepped in the full kitchen. Other touches include ceiling...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 LIHUE, Hawaii

Views! Beaches and Shopping Right Next Door! A308

Discover your perfect Maui escape at Kihei Alii Kai A308, a stunning 2-bedroom, 2-bathroom oceanview condo that seamlessly blends comfort and tropical luxury. Recently refreshed with fresh paint, new living room furnishings and crisp white linens, this spacious retreat...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kona Isle D2 DIRECT OCEANFRONT, Best View!

Updated kitchen and bathroom! D2 at the Kona Isle is a beautiful DIRECT OCEANFRONT property on the 1st floor of building D! No stairs! Cook in the full kitchen or on the grill! Enjoy dinner with a sunset view from your living room, lanai, or picnic tables! Feel the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

60% OFF April - June/25, Ocean & Garden Views, Kaanapali Beach, Air Conditioned

Thank you for checking us out! The condo has been updated and new pictures are coming. Current pictures do not show the updates. NO resort fees!!! Resort fees are covered by us!!!We are located North Kaanapali beach and this is a legally permitted vacation rental and is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Ocean View - 1 Bedroom - Marriott's Kauai Beach Club - Full Resort Access

Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lihue, Hawaii

Whale Watching! Spectacular Ocean Views – Newly Remodeled Maui Condo!

Newly remodeled, fully air-conditioned, ocean view condo. Ocean, Island, Sunset, and Whale Watching Views! Our unit is on the third floor of Building G at Papakea Resort with pool view and unobstructed ocean view with year-round sunsets.We want to provide our guests...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Just renovated and right on the ocean! No hidden fees.

Book with Confidence! If there is any government restriction in the United States which prevents you from travelling to Kauai, or which imposes an isolation period for travellers upon arrival in Kauai, I will refund 100% of your payment (I can't speak to VRBO's policy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapaa, Hawaii

Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!

Discover a breathtaking retreat perched "on top of the world" with wide-open ocean views that showcase Magic Island and Ala Moana Beach Park. Experience the perfect blend of indoor and outdoor living with a stunning, usable lanai to savor paradise every day.LIVING...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Spectacular Oceanview Condo: Stylish, Serene, Modern

Enjoy contemporary sophistication in a tropical setting from our top-floor, corner oceanview condo in the Waikoloa Beach Resort on the Big Island of Hawai'i. Sunlight fills the space and the lanai faces west, providing a shaded breakfast area as the day blossoms, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

NEW LISTING! ~ Napili Point with Amazing Views

Book 4 or more nights for stays between June and September, and enjoy 1 night FREEWelcome to Napili Point C35, a stunning 2-bedroom, 2-bathroom condo nestled in the heart of Napili. Spanning 1,059 square feet, this spacious oceanfront retreat comfortably accommodates up...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Papakea Paradise, G102, 2 Bedroom & 2 Bathroom, Ground Level, Air Con, Specials!

The much coveted ground floor, one level, 2 bedroom - 2 bathroom floor plan at Papakea. No steps! Also, brand new ductless air conditioning system in both bedrooms and living room / kitchen area. An amenity not all of the condos have! AND PAPAKEA IS NOW A NO FEE...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!

"Kihei Oasis On Maui” is a LEAGALLY permitted vacation rental home located in Kihei, Maui, and not included as a property in Maui County's phase out bill. Permit #STKM 20130014. Please know that you can book this legal, permitted home and will not have you booking...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Cool retreat at the entrance to Lanikai. Very Close to Beach. 3 Primary Bedrooms

Live your best life! An opportunity for beach living in this renovated and updated luxury rental with views of Kailua Beach and Kailua Beach Park - it's brilliant turquoise blue ocean, sandy beach, large grassy areas and tall ironwood trees. Fine craftsmanship abounds...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

BEACHFRONT/GROUND Floor B-103: Renovated, LARGER unit, & steps from the sand.

Pocket sliding doors from the large 2 living room areas to the large lanai to the white sandy beach! Open concept with amazing ocean views everywhere in the large room, which includes the dining room area plus well equipped kitchen with subzero fridge and marble counter...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Hawaiian Treehouse, Peaceful Glamping Retreat

BAUMHAUS - a fully off-grid 12 feet high tree house on 2 acres of tropical rainforest on the Big Island of Hawaii. Experience stargazing like no where else in the world, while warming up at the fire pit. Chill out in the large hanging net or spend rainy days in the hot...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Fern Acres, Hawaii

Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!

Gracious comforts of yesteryears and featured in the coffee table book, The Hawaiian House Now, the home is an historic 1895 structure, modified in the 1940s. Retaining the charm of old Hawaii with architecture and furnishings of the day, while satisfying the needs and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Holualoa, Hawaii

Modern Waikiki Studio, 2 Beds, AC, WiFi, Pool & Fitness room

Escape to this fabulous studio in Waikiki, Honolulu. This welcoming retreat offers a peaceful atmosphere for up to 4 guests to unwind. With a cozy living area with 2 beds (1 Queen & 1 Full), a relaxing bathtub, and convenient amenities like WiFi and AC, this studio is...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Luxurious Upgraded 2 master BR 2 private BA Fairway views, 200 yards from Ocean

We invite you to enjoy the peaceful, old-Hawaiian feel of Kauai’s North Shore and the upscale yet understated elegance of Princeville with a visit to our beloved home. Located on the 8th fairway of the world-class Makai golf course, our second story corner unit...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Princeville, Hawaii

LOOKING FOR A LUXURY CONDO WITH FAB VIEWS? THIS IS IT! Located in Hotel Zone.

Just steps away from the famous Kamaole I beach is our luxury 3 bedroom/2 bathroom condo. This extra large unit boasts luxury furnishings. We have amazing views of the Ocean and West Maui from almost every room! Relax and enjoy breakfast on the double lanai viewing the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kalo Homes ~ Sunset Retreat

Escape to our enchanting vacation rental nestled in the picturesque Makaha Valley. Ideal for nature lovers and beach enthusiasts, our cozy retreat offers the perfect blend of tranquility and adventure. With more than enough room for a large family or multiple small...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waianae, Hawaii

Grand Island Paradise on Golf Course w/Ocean Views

🌅 Relax and enjoy sunset ocean views every night!🏖️We are

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Wailea-Makena, Hawaii

Includes Beach Gear! 518 Villages at Mauna Lani

Villages at Mauna Lani 518. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: Two Queen BedsGuest Bedroom Downstairs: One King BedMauna Lani Beach Club Pass: Your stay will...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Mauna Lani Resort, Hawaii

❤️PiH❤️ House of Manta ★ Hilton Waterslide & Pool Passes ★ Bikes ★ Golf Clubs

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to House of Manta, a part of our Hawaiian Luxury Collection. House of Manta at KaMilo is a wonderful new single level 3 bedroom home. We pride ourselves on provide some of the most sought after homes on the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

Steps to Beach at Maui Banyan-resort style amenities-AC, WIFI, Full Kitchen

Cozy 1BR Condo in the Heart of Kihei – Walk to Beach!Escape to sunny Kihei, where this charming one-bedroom condo puts you just a short walk from Kamaole Beach Parks 2 & 3—perfect for sunbathing, swimming, and catching breathtaking sunsets. With beach gear provided...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Experience Luxury Living in our Penthouse Condo with Free Parking-Book Now!

Our luxury one bedroom condo is a penthouse (top floor) mountain and pool facing condo with vaulted ceilings, new appliances and Keurig. We are situated at the beautiful ocean front Waipouli Beach Resort. The large main bedroom features a King size bed (with a brand new...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapa'a, Hawaii

Best Maui Adventure!! Explore the island while you sleep under the stars

Ready for a unique experience on Maui? Want to explore the entire island and stay over in the most remote and beautiful spots? Want to spend a fraction of the price of staying at a hotel/resort? You've found the best accommodation with Epic Maui Camping :)Whether you...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Kahului, Hawaii

Private, Peaceful, Perfect!

Our lovely townhome is a hidden gem located in the Fairways development at the Mauna Lani Resort. The small Fairways complex surrounds a large pool, hot tub and common area. The outer perimeter borders golf course and open space. The gated complex is private, peaceful,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waimea, Hawaii

Maui Kamaole A205 Remodeled with spectacular Ocean Views

Stunning ocean views from this spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo is amongst 14 of the largest floor plans at 1,224 square feet, and features high ceilings and lots of room to entertain. The fully equipped kitchen is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Beach View Condo - Few Steps from Napili Beach - The Napili Bay Resort #111

The Napili Bay Resort Unit 111 is a ground level studio right on the shores of Napili Beach. Immerse yourself in the tranquility of this crescent-shaped beach, celebrated for its calm, crystal-clear waters. Ranked among Maui’s top two beaches by both Tripadvisor and...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Lahain, Hawaii

Oceanfront tranquil views with refined finishes

Welcome to Mahana 806, your 1-bedroom, 1-bathroom getaway that offers central AC, ocean views, and an in-unit washer/dryer. Unit 806 can accommodate 2 guests. The bedroom features a king-size bed strategically placed to offer ocean views and direct access to the lanai....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Corner Unit With Views From Every Window--Awesome Reviews

**CLICK ON THE PHOTO ABOVE TO ENLARGE AND SCROLL THROUGH THE GALLERY. AFTER THE LAST PHOTO IS A VIDEO YOU WILL ENJOY.A Day in the Life at Sugar BeachStart your morning with a barefoot stroll along the surf on Hawaii’s longest beach and feel the warm white sand between...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

"Island Time" at Plantation Hale D4* New to our Management**Special Rate**

"Island Time", a freshly updated, ground-level condo at Plantation Hale, offering comfort, style, and space just steps from Kauai's Coconut Coastline. With two full size beds in the bedroom and a full size sofa sleeper, this unit is perfect for families or friend groups...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapaa, Hawaii

Aloha! Come enjoy paradise in our tranquil & relaxing beach villa.

Welcome to O-313! Our 2 Bedroom, 2 Bath Villa is custom fitted with high end furnishings and great detail to the household items. The villa has all stainless appliances (including a wine cooler) new small appliances and all new kitchenware, as well as new linens...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Ground floor 1 bedroom, Ocean Front Condo with 150 ft access to beach

Please come to Maui! The tragic losses in Lahaina left the community devastated and forever changed. Despite the tragic loss, the locals on Maui still need your support. Local restaurants and business are open. Please come support the local community on Maui. Your...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Waipouli Beach Resort Exquisite Luxury Garden View Large Yard Perfect for Fam

Our Most Popular Garden View! This well decorated, Luxury condo is ideal for Families! A two Bedroom/three Bath condo located on the ground floor with easy pool, beach and garden access and a view of the beautiful mountains. Enjoy your evening meal on the private...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapaa, Hawaii

Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access

Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Welcome back to Maui! Gorgeous 2br/2 ba Luxury condo

Welcome to our beautiful 2-bedroom, 2-full bath corner unit condo at the award-winning Honua Kai resort. Our luxurious vacation home promises an unforgettable experience with its ample space, incredible views, and prime location. With its huge windows, abundance of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Hale Kona A'ekai – Kona Bay Hawaii Tropical Paradise Home

STVR-19-352032 NUC-19-651Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

🌈 aLOooHA! 🏖 Happy Hawaiian Holiday! 🌺

🌺 Aloha and welcome to sunny Kihei! Our modern and well equiped, air conditioned 1 bedroom condo is located just south of the brand new Hilton Grand Bay Villas Resort and is situated directly across the street from the beach. Our home is within short walking distance...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Showing 15 of 323 pages.