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.
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2.7 Acres of Exceptional, Secluded Retreat - Close to Beach & Shopping!

Nestled on the slopes of Hualalai, the Keauhou Hideaway is a private retreat on 2.7 acres of lush tropical vegetation. The 800' elevation affords a spectacular view of the Kona coastline and ensures warm, sunny days and cool nights. Completely renovated in 2005 and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Maui Kamaole I217 2brm/2bath Executive Vacation Home

6th night free! Each 6th night free!! On all new reservations for nights between 5/15/25 and 8/1/25. Call or email for details. Discount applied at final payment. Treat yourself to luxury on a Budget in a custom furnished Wailea-quality executive vacation home in a...

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

IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!

“IMMACULATE"...."AMAZING"....."REFRESHING"...."SO CLOSE TO THE TURTLE SANCTUARY!".....are some of the descriptors from our Guest Reviews.... Located directly on beautiful Maalaea Bay, savor stunning sunrises over majestic Haleakala every morning in this newly...

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

Rainforest Stay w/ Hot Tub < 3 Mi to Nat'l Park!

From touring active volcanoes to wandering black sand beaches, this modern 1-bedroom, 1-bath vacation rental invites you on an island adventure. A hosted rental, the cozy home is tucked away in the tranquility of nature, yet just 3 short miles from the Hawaii Volcanoes...

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

Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Panoramic Ocean View Condo on Golf Course close to Beaches

Our townhouse in the Wailea Ekolu Place located on the Wailea Blue Golf Course. It has a spectacular view and large lanais to enjoy a panoramic views and Maui sunsets. It has 2 bedrooms, 2 full + 1 half bath townhouse. Our master bedroom has a king sized bed and ensuite...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Pineapple House: Ocean View Home in Keauhou Estates w/ Private Hot Tub, BBQ & AC

Discover the unique beauty of Hawai’i here at the luxurious Pineapple House. This 3 Bedroom 2 Bathroom home is furnished in true Hawaiian decor and sleeps up to 6 guests for a heavenly tropical vacation. With a multitude of soaring high ceilings, large windows,...

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

Studio condo #165 at the Kona Bali Kai in Kailua-Kona w/Ocean View

This phenomenal condo at the Kona Bali Kai in Kailua-Kona is a true gem for guests looking for a soothing retreat. With a cozy living room featuring a luxurious queen sized bed and a twin sofa sleeper, this amazing property offers a private oasis for relaxation. The...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Great location for exploring Hawaii.

Unobstructed ocean and coastline views.3 bedroom and 2 bath plantation style home.2 cal king and twin set nova form mattresses.All new appliances,utensils,furniture,linens,washer,dryer,BBQ,50 inch TV. Direct TV, WiFi. Ceiling fans throughout. Deck railing bar-top...

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

2 Bedroom Oceanview - Steps to the Pool and Ocean

FABULOUS LOCATION - Just 50 steps to the pool, the hot tub and the BBQ’s and a few more steps to the ocean-front lounge chairs. Grab a cool drink and head out to watch the sun set between Molokai and Lanai. Bring your binoculars for excellent whale watching December...

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

Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway

It is not just a dream! You really can have it all here “ 50 Shades of blue! Come relax and enjoy yourself in our UNIQUE, beautiful and extremely cozy ocean-front oasis, just steps away from the aqua blue ocean.Our contemporary, beautifully remodeled 975sf condo was...

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

Indoor-Outdoor living for three

Beautiful Indoor-Outdoor living for three at our peaceful stream side retreat with private gazebo. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place to recharge and rejuvenate. Hear the rush of our waterfall and enjoy our...

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

Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!

Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...

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

Ocean-view condo near beach & dining, beach chairs & gear provided

Kapa'a CaptivationOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make the most out of your time in Hawaii at this Kapa'a condo! Situated near the ocean, a number of beaches are...

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

Spectacular Wall of Glass!

Never have you stayed in a condo such as this. There is a wall of glass so you have a panoramic view of the ocean and beyond!Maui has been consistently ranked as the 'Best-Hawaiian Island' and '#1 Island Destination' by the readers of Travel & Leisure or Conde Nast for...

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

Gorgeous Oceanfront Condo in South Maui * Royal Mauian *

Fully remodeled and updated, our home is ideally suited for a romantic getaway, celebrating a special life milestone, those looking for a little laid-back downtime, and anyone wanting to enjoy Maui to its fullest potential. Our 1 bedroom 1 bath oceanfront condo is in...

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

Paradise Found: Spacious & Comfortable Hawaiian Cottage

Spacious, well-appointed comfortable cottage in a lovely garden setting has two large, well-appointed, sunny king and twin bedrooms, a large primary bath and a fully remodeled, enlarged guest bath. Bedroom walls are sound-proofed - no shoji doors. A large, enclosed...

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

Wai'ula'ula Condo at Mauna Kea - Luxury Vacation Rental

Welcome to Wai‘ula‘ula at Mauna Kea---a private, gated community on the Hapuna Golf Course. Relax in our 3-bedroom, 3-bathroom, 2,100 sqft. condominium and enjoy the many upgrades we’ve added to our home, including hardwood floors, new bedroom carpeting, an...

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

Hale Keani O-1203 stunning Views to relax

Welcome to Penthouse Hale Keani O-1203 at the Beach Villas at Ko Olina – Your Luxury Hawaiian EscapeIndulge in the splendor of our breathtaking two-bedroom, two-bath penthouse, located on the twelfth floor of the Ocean Tower at the prestigious Beach Villas at Ko...

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

Maui Westside Presents: Honua kai - Konea 312/314 3 bedroom/2 Bath sleeps 10

This is a unique listing for booking two individual condos under one booking. You'll be renting Konea 312 and Konea 314 side by side, creating a three-bedroom, two-bathroom combination that can sleep up to ten guests!Konea 314 is a luxuriously renovated one-bedroom...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kaanapali, Hawaii

Lovely condo with swimming pool and ocean view near Kona center

Refresh and recharge at this peaceful and centrally-located condo. You can reach the ocean and many choices of restaurants in 4 minutes walking. The big lanai facing the pool and ocean (partially) is a nice place to enjoy your morning coffee/tea and the sunset in the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach

Aloha and welcome to your oceanfront getaway at Kealia Resort!This beautifully updated, fully air-conditioned 1-bedroom condo offers stunning views of the ocean, West Maui mountains and tropical gardens, and is just steps from the beach and the oceanfront pool. Bright,...

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

Wailea Grand Champions | 31

Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and...

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

2 Bed Sleep 6 with Pool, A/C close to Poipu Beach with Discounted Golf Included!

***Discounted golf included with your stay!*** The sparkling new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. Rolling hills of golf course greens surround the estate, while the entrancing Ha’upu Mountains sail into the distant sky. With...

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

Watermark Waikiki Unit 901: Luxe Condo w/ Pool, Resort Amenities & Oceanviews

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into the world of comfort and elegance...

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

Newly Renovated Condo - Next to the beach!

This 1 bedroom unit is equipped with everything needed for an unforgettable vacation experience. Enjoy the ocean views and sunsets while relaxing and sipping on a glass of wine from the balcony/lanai. The condo is perfect for couples looking to take a break and enjoy...

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

Manualoha 303 - Ground Floor with Free Poipu Beach Athletic Club Membership

MANUALOHA 303 AT KOLOA KAI VACATION RENTALSTropical Garden Retreat Near Poipu BeachEscape to paradise at Manualoha 303, a beautifully upgraded 1-bedroom, 1-bathroom garden-view condo that combines comfort, convenience, and the lush beauty of Kauai. Located just 0.2...

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

Wailea Point | 3203 | 30+ Night Luxury Stays

Wailea Point #3203 offers a luxurious and serene retreat with stunning ocean views, located in the exclusive gated community of Wailea Point. This elegant condo is perfect for those seeking privacy and a minimum stay of 30 nights, providing an ideal setting for a...

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

YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI

Tucked within one of Wailea's most exclusive beachfront communities, SeaGlass Villa 810 at Andaz Maui Wailea Resort is a privately-owned and independently-managed 3 bedroom 4 bath pool-side ultra-luxury residence available for your next vacation dream. Experience "Your...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Plantation Style Studio & Courtyard Garden In Koloa

COUNTY APPROVED PERMIT # Z-IV-2015- 25TMK # 2-6-013-046-0000Come and Experience Kauai's Sunny South Shore & Beautiful Beaches. Towering Eucalyptus Trees Form the Famous Arch Known as the " Tunnel of Trees " as it Welcomes our Visitors and Marks the Official Entrance...

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

Sunrise House: Tranquil Oceanfront Escape in Aliomanu, Kauai with Stunning Views

Welcome to the Sunrise House, your ocean front split-level oasis in Aliomanu, Kauai! Escape to paradise and experience the ultimate retreat at our tranquil two-bedroom vacation rental. Nestled along the breathtaking shores, this peaceful haven offers everything you need...

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

Hoaloha Hale - Gorgeous Kihei Home Across from Beach

PLEASE READ PRIOR TO BOOKING: If you have more than 10 guests the cottage will need to be booked as Maui's rental permit law requires 2 guests per room. That includes children over the age of 2 years old. Children under the age of 2 can stay with their parents in the...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kihei, Hawaii

NEW LISTING - Waipouli G106 Oceanfront Ground Floor 2 Bedroom

This oceanfront ground-floor two bedroom, three-bath suite is just steps from the beach at top ranked Waipouli Beach Resort and Spa on the island of Kauai. Enjoy spectacular sunrises from the lanai while enjoying the tranquility the quiet side of the resort has to...

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

Hualalai Waiulu Villa 133B ~ Updated, Spacious with Great Views!

This spacious 2 bedroom, 2 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and the ocean beyond. With 1854 square feet of living space, additional...

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

Luxury Upcountry retreat with breathtaking views!

PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.Aloha, sorry but at this time we are not hosting to families with children younger than 16. Mahalo.This is a NO SMOKING property. No smoking is...

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

Updated 2 Bedroom Condo Walk to the Beach & Shops.

Aloha! We would like to welcome you to our little piece of paradise on the Big Island of Hawaii on the South Kohala/Kona Coast. A 20 minute drive north from the Kona airport, the South Kohala area is upscale and close to some of the islands most beautiful white sand...

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

Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Moana Lani, a captivating...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

Newly listed luxury home - great location, views, AC + free toys

With its wrap-around lanai and amazing views, this newly remodeled 3 bedroom/3 bath home in Princeville will make you want to move to Kauai. The skylights and sliding glass doors in every room remind you of the tropical paradise just outside. The open-concept, airy...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands...

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

3BR Oceanfront Napili Tower Penthouse July 19-26, 2025 and August 02-09, 2025

Fantastic Ocean Front 3BR + 3BA villa on the top floor of the new Napili tower. The Napili tower is the newest tower at the Maui Ocean Club. All rooms in the villa face the ocean and beach and provide spectacular views of the ocean, beach, Lanai and Molokai. The lanai...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

4 BDRs with their own baths! Modern decor! Privacy! Best Ocean View in the Hood!

Imagine relaxing in your very own pool, listening to the quiet hum of the distant surf, watching the perfect sunset. All that and more can be enjoyed in HALE KEANI ('House of Gentle Breezes')--a gorgeous modern home in a private, gated community.Welcome to Keahou...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Great Price-Amazing Ocean View-Walk to Beach-Poipu Kapili #29

Enjoy your stay in paradise in the comfort of our spacious, ground floor contemporary, island-style 1 bedroom, 2 bath condo. Whether you’re in the living room, kitchen, dining area, or lanai, our ocean views will enchant you! Enjoy your morning breakfast or evening...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Koloa, Hawaii

Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.

If you are looking for a modern, luxurious retreat for families in Wailea with BRAND NEW EVERYTHING, look no further! This unit was completely renovated. Guests can enjoy:— Modern, deluxe kitchen with all new appliances. Fully stocked with everything you need to cook...

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

Malaekahana Beachfront Oasis Steps from Excellent Sandy-Bottom Swimming

Completely restored in 2024, this light-filled, 2,800-sq-ft, open concept home features breathtaking views of Malaekahana Bay. Enjoy the fully equipped modern kitchen, living/dining room for easy entertaining and a recreation room that has a ping-pong table, a game...

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

Paradise found, only 50 feet from the ocean!

On our first visit to Papakea we knew we had found our home in paradise. Papakea Resort is an oceanfront resort with a true feeling of Aloha, From our ground floor unit, in the desirable G building, you can walk out 50 feet to the ocean or the pool, recline on a lounge...

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

Hilo Studio Retreat with Gorgeous Park View, AC, WiFi, Pool

Welcome to your cozy getaway! This inviting studio is thoughtfully designed for comfort and convenience, making it the perfect home base for your adventures.Step inside to find a bright and airy living space, complete with a comfortable bed and stylish furnishings. The...

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

Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!

This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers.Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa. You will awaken each morning to the sounds of ocean waves and tropical birds...

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

Kilohana Makai | Luxury 4br Kauai Residence

Discover the perfect Garden Island retreat at Kilohana Makai, Hawaiian for “Unsurpassed Excellence near the Ocean.” This four-bedroom, three-and-a-half-bath villa truly lives up to its name, offering a picture-perfect tropical family retreat on Kauai’s sunny south...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Lovely Family & Friends Hawaii Getaway | Two Spacious Rooms w/ Outdoor Pool

Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.Wake up to the sound of the ocean in our cozy room. Here, every morning begins with the breathtaking sight of Kahului Bay, offering a serene...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahului, Hawaii

New Listing | Beautiful 2bed/2bath Oceanfront Unit 105

This 2 bedroom, 2 bathroom condo located on the ground floor, offers majestic ocean views and is fronting a beautiful golden sandy beach. Fully finished and equipped with everything you need in your home away from home, this is the perfect spot to enjoy with your...

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

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