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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Sansei Hale, Overlooks Waikomo Stream, Ocean view

Sansei Hale (Third Generation House) is a luxury Hawaiiana vacation home. It overlooks the beautiful and private Waikomo Stream as it meets the ocean in secluded Turtle Cove, Poipu. Sansei Hale has three stream- and ocean-view bedrooms, and three bathrooms in a...

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

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Newly Remodeled in 2023! Come relax and enjoy the spectacular ocean and island views in this rare three bedroom condo perched on the very top row fourth tier in the Ho’olei community.This spacious unit has 3 bedrooms, 3.5 bathrooms, a large living room, fully equipped...

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

Recently Renovated Studio in Palms at Waikiki

Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...

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

Hale A Kai - Oceanfront Luxury Estate in Poipu with Pool & AC

Amazing Kauai oceanfront rentals from Parrish Kauai feature this beautiful home at sunny Poipu Beach. Highlights include Hawaii plantation style design and décor and all the must have comforts, including spectacular ocean views from almost every room, three bedroom...

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

Fairways at Ko Olina 24H by Gather: Resort Townhome w/ Pool & Spa

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 Fairways at Ko Olina 24H by Gather...

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

LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!

Wow! The perfect beach home w/ beautiful ocean views, Kona sunsets, newly renovated Hawaiian style home, "Kahalu'u Gem" is located right across Kahalu'u Beach Park and next to a surf shop!Total renovation by Kona Architect, Ali Ghalamfarsa, with Ohi'a wood, Opiuma wood,...

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

Lush Luxury Oasis w/Private Pool, Spa, AC, Yard & Coastal Views: OneOcean 1C

This golf course-adjacent luxury home in a gated oceanfront community is the premier destination for a once-in-a-lifetime Hawaiian getaway. Offering over 3,000 square feet of island elegance with stunning views, a private saline pool and hot tub, and central air...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Poipu Beach House with AC in Bayview Resort-Steps to Beach & Grand Hyatt

LOCATION: Hale Poipu is in an unbeatable location in the prestigious Poipu Kai Resort, adjacent to the world-class Grand Hyatt Resort. It’s a great home base for enjoying and exploring Kauai. Within a few short minutes, you can surf at Shipwreck’s Beach (lots of...

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

Wailea Beach Villas | PH406

Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view....

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

SPECTACULAR KAANAPALI BEACH FRONT VACATION

Sweeping views of Lanai and Molokai from the top floor wraparound lanai. This treasured beachfront Villa is truly a home-away-from-home. We provide comfortable accommodations right on the beach. Gaze through the sliding glass doors or step out onto your oversized...

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

Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!

Escape to Paradise – Oceanview 2BR Condo at Kihei HolidayEnjoy breathtaking ocean views from this beautifully remodeled 2-bedroom, 1-bathroom condo, perfectly situated across from Sugar Beach—Maui’s longest walking beach. Whether you’re relaxing on the lanai or...

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

Beachfront Beach Villas at Ko Olina O-501

Summary:Beach Villas at Ko Olina is about a couple miles stretch of coastline in this resort area. Four lagoon beaches that is shared with Disney Aulani, Four Seasons and the Marriott Vacation Club. But, the Beach Villas sits on "Honu" Lagoon which is basically...

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

Relax & Enjoy the Warmth of Hawaii in a 2 BR/2 BA.nGreat Rates for Long Stays!

Keauhou Punahele is located at the very south end of Ali'i Highway, a 5 minute walk to Keauhou Bay and the Outrigger. We are close to shops, restaurants, farmer's markets and many of the varied activities this island has to offer. Our condo is located at a quiet area of...

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

Comfortable condo with private shaded lanai, pool, tennis, steps to the beach

Kaha Lani 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the Coconut Coast of Kaua'i with a stay at Kaha Lani Resort #104, a charming condo located in Lihue, HI....

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

The Sugar House - Luxury Anini Beach Home

Impeccably Renovated Anini Beach Retreat: Complete with 3 Ensuite Bedrooms, 3.5 Baths, Sleeper Sofa, Front Lanai, Spacious Screened Back Lanai, Serene Fruit Grove, Ocean View from Master Suite. and only steps to the serene waters edge of Anini Beach. Experience The...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kilauea, Hawaii

Private Villa, Golf Course Front with Newly Renovated Pool and Spa!

Brought to you by Abita Luxury Rentals.This luxurious resort home is situated on the Mauna Lani North Golf Course, with views of the 4th fairway from the private pool and spa that were renovated in the summer of 2023! The additions include new surfacing, beautiful tile...

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

5 STAR Ocean Front Air Conditioned Condo, With Views You Won't Forget, sleeps 4

Royal Kahana 907 is located on the northwest side of the building which is the quiet side of the building that offers both sun and shade onto the lanai. With the opposite side of the building there is no escaping the sun or the sound coming up from the pool area. A...

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

🏖️Ocean Front | AC | Private Pool | Unbelievable View! | vrKCV

vrKCV - Holua Kai 23, Professionally Managed by Kona Coast VacationsHukilau Hale at Holua Kai – Oceanfront Luxury in Kailua-KonaExperience an unforgettable Hawaiian escape at Hukilau Hale, a stunning oceanfront home offering unobstructed 180-degree ocean views....

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

Hilton Waikoloa Pool Pass for stays through 2025. ML Beach Club Pass. Palm Villa

Mauna Lani Palm Villas F4. Includes Mauna Lani Beach Club Pass. Please scroll down for detailed informationPLEASE NOTE: The swimming pool at Palm Villas Mauna Lani will be closed for renovations from September 7 through October 4, 2025. Exact dates are subject to...

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

Golf Villas G-2 at Mauna Lani

Situated on the beautiful Kohala Coast in the heart of the luxurious, world renown Mauna Lani Resort, we welcome you to the Golf Villas at Mauna Lani, a collection of exquisite town homes.Poised alongside the 9th Tee, this Balinese style, luxuriously furnished three...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Wailea Grand Champions | 104

Villa 104 at Wailea Grand Champions Villas is a beautiful Maui vacation rental that offers an exceptional blend of style, comfort, and convenience. This modern and hip condo boasts stunning golf course views and thoughtfully curated interior design elements that create...

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

A Tropical Retreat with Garden & Water Views + Resort Amenity Access

Welcome to Maui Kamaole C-109, a serene ground-floor condo located in the heart of Kihei, Hawaii. Perfect for a small family or a couple’s getaway, this inviting vacation rental comfortably accommodates up to 4 guests with its spacious primary bedroom and a queen...

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

New 2 Bedroom Guesthouse with Mountain & Ocean View!

This comfy, stylish guesthouse is located near Kealakekua Bay and the Captain Cook Monument. Here you can enjoy snorkeling, hiking, kayaking, boat tours and scuba diving. Our Guesthouse offers 2 bedrooms with queen beds, a full-size kitchen, lanai, laundry room and BBQ...

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

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Do you like an unobstructed panoramic view of the ocean and sunsets? Comfortable beds? Air conditioning in 4 zones? Quiet neighborhood? Excellent location in the heart of Kona? Free WiFi? This house has it all. Wake up in the morning and have a coffee on the very large...

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

NP B28 March price drop! 1BR gorgeous, private spot, full AC, well stocked

Whether your idea of the perfect Hawaii vacation includes snorkeling, surfing, golfing, paddle boarding, hiking, or just relaxing on the covered lanai, by the ocean or by the pool with a good book, Napili Point condo B-28 is your perfect home base. Our luxurious and...

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

WOW! WHALER's BEST-10th Fl. 1 BR- SLEEPS 6 -PANORAMIC Ocean Views 365 SUNSETS!!!

Unit 1059 is truly one of the absolute nicest 1 bedroom units at the Whaler. Unit 1059 is on the 10th floor and has one of the most spectacular views anywhere in Kaanapali. This total remodeled and professionally decorated 10th floor suite is one of the VERY nicest one...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Lahaina, Hawaii

Honua Kai Luxury in Paradise 2BR / 2BA Sleeps 6

Aloha! Welcome to our suite at the Honua Kai Resort and SpaUnit 212 Hokulani TowerWe do not charge a resort or parking fee. The quote listed is all in.We also have a 1 BR available in the same building one floor below. See VRBO # 1308715. One minute walk down the...

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

Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!

Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of just seven properties in the quaint "Pu'uwai Ali'i" subdivision. The gated entrance, majestic surrounding trellises, and...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Kailua Kona, Hawaii

Lowest Rates-Amazing Romantic Getaway- Studio On top of the ocean-Cold AC

Fall in love with The Hula Hideaway—a newly remodeled oceanfront studio just 10 feet from the water in Kahana, Maui. Enjoy stunning sunsets, whale watching, and island views from your private lanai. Includes king bed, full kitchen, AC, Wi-Fi, washer/dryer, and beach...

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

Kaulana Naue – Luxury Beachfront Home on Kauai’s North Shore

Exclusive Luxury Beachfront Home located around the point from Tunnel’s Beach. More secluded not so populated gorgeous beach which is just a beach walk from Tunnels.Imagine an island, a lush green paradise in the far-off reaches of the deep blue sea. Mango trees sway...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Hanalei, Hawaii

Fresh, Bright, New! Near Hanalei. Walk to the ocean in minutes.

Aloha and Welcome to Hale Honu O Hanalei ~ House of the Turtle.This hidden jewel sits on the ridge above the Hanalei Valley on Kauai's tropical North Shore. Tucked away on a quiet side road, and walking distance to one of the North Shore's best-kept secret beach trails....

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

5★Tropical Oasis, Heated Pool, Waterfall, Gazebo, OceanView,❤️of Kona,NEW Remodel

Located in a quiet, gated community, this house ticks off all the boxes. Located all on one level, there is room to spread out with the primary bedroom separated by a lovely open living/kitchen area from the second and third bedrooms. New furnishings and appliances...

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

Bright & modern dog-friendly oasis on two lush acres with generous patio & W/D

Orchid Land | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this charming, newly built home in Keaau, Hawaii available for long-term stays....

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Keaau, Hawaii

KOLEA 6D ~ OCEAN VIEW GARDEN HOME

Welcome to Kolea 6D ~This 3 bedroom, 3 bathroom condo has a prime location just steps from the Kolea Beach Club.  While it offers the convenience and ease of access to a large 3 bedroom home, it is extremely special as you wont need to sacrifice enjoying a lovely...

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

Pukalani a Marriott Grand Residence

Our second home is located 100 feet above the Pacific Ocean, with mountain views across the bay, and two ocean front golf holes of the 18 hole Jack Nicklaus, now called Hokuala, golf course in front of you. Even the back door has a great view of the 38 acre Kauai...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lihue, Kauai, Hawaii

Christmas 2023 Maui! 2 Bedrooms-Sleeps 8-Dec 22 thru Dec 29 Friday-Friday

This year make it a very MAUI CHRISTMAS!!For years MAUI HAS BEEN VOTED #1 ISLAND IN THE WORLD. Come see for yourself...All of the amenities of a resort, with the comforts of home! The Westin Ka'anapali Ocean Resort Villas is all about the details, which makes it such a...

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

Kaanapali Alii | 445

Natural light and colorful garden views fill the residence of Kaanapali Alii 445. This two-bedroom vacation condo steps from Maui’s famous Kaanapali Beach is the perfect retreat for the dream Hawaii vacation. Modern features like wood flooring, stainless steel kitchen...

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

Idylliic beachfront private guest suite on the beautiful North Shore of Oahu

Beachfront property just walk onto the beach any time, located on a quiet cul-de-sac. The minimum length of stay is 14 days and I will block a 30 day period as the law regarding this property state that it may not be rented for fewer than 30 consecutive days; however...

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

Newly Remodeled Modern Condo + Free Parking Waikiki

Welcome to our spacious, modern one bedroom condo located on the 6th floor above the swimming pool/jacuzzi. Renovations on the condo were completed in January 2021. Along with 24 hr. security, amenities include free secured parking (hotels charge up to $50 a day), with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Stunning Oceanfront Elegance 4 Bedroom 4.5 bath, tropical oasis, AC, pool.

Maui’s Oceanfront Luxurious Family Dream Home, Puamana 192-1, is a spectacular front-line four-bedroom, four-full-bath, and one-half-bath, two-story townhome just 30 feet from the water’s edge. The spacious, light-filled, open floor plan offers a picture-perfect...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 7
📍 Lahaina, Hawaii

3-bedroom lovely unit just across the street from beautiful beach.

Discover this fabulous 3-bedroom gem in Ewa Beach, Hawaii. This updated delightful apartment is fully furnished and in a convenient location for island fun. The cozy living room is the perfect for relaxing after a day of exploring. An open floor plan with plenty of...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 EWA BEACH, Hawaii

Lae Nani 534 Fantastic view is what we have, none better on the island of Kauai

COMPLETELY REMODELED AND NEWLY INSTALLED SPLIT SYSTEM AC!! Come and enjoy this beautiful condo with unparalleled view of the Wailua Bay and Pacific. One our most requested condos. Very tastefully decorated and updated (just  remodeled spring 2014), this condo offers...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapa?a, Hawaii

This is the spa for your soul

Queen size bed, one bathroom with exquisite glass block enclosed walking shower with beautiful tile work depicting a swimming dolphin with tile floors and granite countertop.Living room features a queen sleeper sofa with a 52" flat screen TV. Cable is provided as well...

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

Remodeled 1BD/2BA in Best South Kihei Location, split A/C, 3 min from the beach!

Aloha and welcome to Tranquil Turtle Retreat at Maui Banyan! Our recently remodeled owner-managed condo is located right in the heart of South Kihei close to world-class beaches, shopping and amazing restaurants. We have thought through all the details to make your...

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

Townhome in Waikoloa Resort - Close to Pool & BBQ Area!

Enjoy resort living at Colony Villas 201, a spacious two-story townhome located at the renowned Waikoloa Beach Resort. This 2-bedroom home is perfect for families or friends, and is close to all the best beaches, restaurants and shopping on the Kohala Coast. The home...

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

New Listing! Kona Isle Oceanfront|1 BR|Pool,Lanai

Oceanfront Paradise at Kona Isle E32 – Cozy 1BR | Steps from the Sea!Escape to the tranquil beauty of the Big Island and make yourself at home in Kona Isle E32, a top-floor oceanfront condo nestled in one of Kailua-Kona’s most beloved communities. This thoughtfully...

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

Special ~ Kapalua Golf Villa 24T8 - 1BD Luxury

Book 4 or more nights for stays between June and September, and enjoy 1 night FREEIndulge in the tranquil beauty of Maui at Kapalua Golf Villa 24T8, a beautifully appointed 1-bedroom, 2-bathroom villa that perfectly blends luxury, comfort, and panoramic ocean views....

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

Puu Poa 211 Air Conditioned and Best View Too

Aloha Unit 211 is on the far right side of the complex and faces almost due west, thus having the best Bali Hai view. You can enjoy Bali Hai sunsets while dining, reclining in the living room, seated in the atrium, lying in the master bed, or of course, while relaxing...

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

Hoku Hale – Ainamalu at Waikoloa Beach Resort

***Luxury Golf Course Estate with Private Pool, Daily Hilton Waikoloa Pool Access, Concierge Services & Game Room | Sleeps 10+ in Waikoloa Beach Resort***Welcome to Hoku Hale at Ainamalu, your ultimate luxury retreat nestled in the heart of Waikoloa Beach Resort....

🛏 4 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 10
📍 Puako, Hawaii

Home with mountain views, lanai, & near the ocean

Star of Waikoloa - Ainamalu House with Guest House - October Triathlon SpecialsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll be wowed by this newer-built home in the new...

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

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