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

Kahala Oasis: 6BR Retreat with Pool, Spa & Near Beach

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 Kahala Oasis by Gather, an...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Wailea Ekahi Village | 51D

Wailea Ekahi Village tropical vacation condos are situated above Maui's beautiful Keawakapu Beach and close to all the top Wailea resort hotels.  Enjoy easy access from your vacation condo at Wailea Ekahi Village to the restaurants and spas of the Grand Wailea,...

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

𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Fun at KoOlina Club Resort+Amenities.STUDIO

Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Resort's Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...

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

Island Getaway: Room w/ Access to Beachfront

Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...

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

Lovely 2 Bedroom Condo in Makaha Valleyn

If you are looking for gorgeous less crowded beaches, unique hikes, and perfect surf this is your kind of place. 2 bedroom, one bath unit in Makaha Valley, West Side of Oahu. Just 1.5 miles from beautiful beaches, only sand, ocean, surf and majestic mountains! 12 miles...

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

Ocean Facing View - 3 Bedroom - Westin Nanea Ocean Villas - Full Resort Access

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

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

Fairway Villas Waikoloa Golf View 2 Bedroom + Loft

Golf View 2 Bedroom 2 Bath + Loft- Condo located on 3rd floor- Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Balcony with Golf course views- Master...

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

Wailea Beach Villas | PH404

Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho'olawe and...

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

Volcano Village Bungalow, 1 mile to Park

Poliahu is a newly built, modern bungalow designed for a refined and luxurious experience that is comparable to an upscale hotel stay. Featuring a king-sized bed, radiant heated floors, and contemporary lighting, this bungalow offers expansive forest views and a touch...

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

-NEW- Luxurious well appointed Hawai'i home with spectacular Mauna Kea Views

THIS PROPERTY CANNOT BE RENTED FOR LESS THAN 31 DAYSMonthly rent includes utilities (water, electric, wifi, landscaping) for rental periods of 1-3. Monthly rentals of 3 months or more are utilities included with a cap on electric. Rents under 6 months are subject to a...

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

Marine Surf 13th Renovated with Small Parking Space

Renovated studio on the 13th floor, easy access to the finest attractions in Waikiki. This modern and stylishly remodeled space is more than just a place to stay; it’s a one-stop shop for shopping, dining, or beach-going. Fully equipped kitchen with all the tools you...

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

The Ridge House at Mauna Lani - Brand New Champion Ridge Estate

Enjoy the Big Island in style in this sprawling 5-bedroom luxury estate in the prestigious Champion Ridge at Mauna Lani community. Newly completed in 2024, this ultra-modern estate offers privacy, a spacious floor-plan and plenty of fantastic amenities to make your...

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

Family House by the Waterfall - Private, Countryside, Waipio, Stream, WiFi, Laundry

You get the whole house! A super comfy family getaway, very private on the beautiful and peaceful Hamakua Coast - away from the tourist crowds of Kona and Hilo. We are a short walk to the Waipio valley overlook! Our house is great for adults and children. Come enjoy,...

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

Full duplex w/fast WiFi, expansive mountain views, 2 balconies, pool & grills

Paniolo #202 A & BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture-perfect views abound at this tropical retreat! This full duplex boasts stunning views of lush foliage and...

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

Enchanting Home in Wailuku with Ocean Views

Escape to this enchanting 5-bedroom house in Wailuku, offering a perfect retreat for families, groups, or those seeking a peaceful space for yoga, healing, and wellness retreats. Accommodating up to 15 guests, the home features three luxurious queen beds and four cozy...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 wailuku, Hawaii

Hale Wa'a | Luxury Kauai Vacation Home

Welcome to Hale Wa'a (House of the Canoe), a stunning 4-bedroom, 3.5-bathroom vacation rental nestled in the prestigious Kukui'ula community on Kauai's southern coast. This brand-new modern home, located in the Kaulu neighborhood, seamlessly blends contemporary design...

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

Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views, Sleeps 2

Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...

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

Manukai Hale: Luxe Golf View, Pool, Boho Charm, & Prime Location Near Heeia Bay

Welcome to Manukai Hale by Gather, a magnificent 3-bedroom, 3-bathroom home nestled on Manukai St. This luxurious retreat boasts a spacious floorplan perfect for hosting and entertaining loved ones, with modern updates and charming Boho styling throughout.What We Love...

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

Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views!

This fantastic 3-bedroom/3-bathroom "penthouse" offering delivers stunning 8th-floor ocean views in addition to views of the majestic West Maui Mountains. This tandem pairing combines one of the finest two-bedroom deluxe ocean view corner suites with a neighboring...

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

Ko Olina Kai 1027A: 2BR Retreat, Open Plan Living, Easy Access to Golf & 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.Embark on an exquisite Hawaii getaway at Ko...

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

Couple Retreat | Room w/ Relaxing Waikiki View & Free Daily Hot Breakfast

Discover the heart of Waikiki – pristine beaches and electric nights await, all within a short walk to the ocean’s embrace and premier venues.Just steps away from the soft sands of Waikiki Beach, our welcoming room offers the perfect retreat for those looking to...

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

Shores at Waikoloa Beach Resort 315

Summary:This tropical top floor penthouse offers beautiful resort views and peek a boo ocean views that look towards the Hilton Waikoloa hotel. The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, a fitness room, and BBQ stations to...

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

Royal Kahana Maui Oceanfront 2 Bedroom

Ocean Front 2 Bedroom 2 Bath- Lanai with 254 square feet- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Master bedroom with 1 king bed and en-suite...

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

Experience the Ultimate Family Fun at Wyndham Waikiki Beach Walk- 2 Bd. Dlx. LL

Looking for a family vacation where paradise meets excitement? Look no further than Wyndham Waikiki Beach Walk in beautiful Honolulu, Hawaii! Located just steps from the world-renowned Waikiki Beach, this resort offers the perfect blend of tropical relaxation and...

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

Kumukehu 15 – Best Location & Ocean Views | Onsite Staff & Daily Housekeeping

Kumukehu 15 – Unbeatable Location & Deluxe Ocean View Hualalai HomeTreat yourself to the best location on the resort with white-water ocean views from this designer appointed 3-bedroom, 3.5 bath custom home. The beach, restaurants and all of the services and amenities...

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

Kiahuna Plantation Resort 318 Partial Ocean 1 BD

- Private, third floor, end unit condo with partial ocean view and Moir Gardens below from spacious lanai- Walk-up, no elevators- Tiled flooring with cozy carpet in living and bedrooms- Kitchen and appliances newly refreshed and includes full size stove, oven,...

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

Private Paradise: Ocean-View Kukuiʻula Luxury Home With Pool and Spa

Welcome to Ke Kai Nui (“The Great Sea”), an extraordinary 4-bedroom, 4.5-bath island sanctuary in the exclusive community of Kukuiʻula, on Kauaʻi’s spectacular southern coast. With its soothing blue tones and coastal touches throughout, the home embodies...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 11
📍 Koloa, Hawaii

Mauna Lani Point | H102

Welcome to Mauna Lani Point H102, a stunning ground floor residence that offers the perfect blend of luxury and comfort. Step outside your door to your private lanai, where you can soak in breathtaking ocean and golf course views, enjoy the gentle breeze, and witness...

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

Kaanapali Alii | 231

This stunning Maui ocean view residence offers a perfect blend of contemporary design and island charm, creating an inviting retreat for up to four guests. The spacious 1,544 sq ft layout features a one-bedroom plus sleeping den configuration, providing ample room for...

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

Gorgeous Kekaha Beachfront Home!

Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful luxury plantation-style beachfront estate offers 3 bedrooms located in Kekaha Kauai. The estate is located just 20 minutes west of Poipu, a few minutes to the fabulous...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kauai County, Hawaii

New Listing: Boutique-Inspired Tropical Décor

Shores of Maui 123 is a beautifully updated one-bedroom condo featuring an open-concept living space and tile flooring that flows seamlessly out to the private lanai. This ground-floor unit comfortably accommodates up to four guests, with a king bed in the bedroom and a...

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

Soothing resort with WiFi in Kihei - Perfect for a relaxing getaway

Kihei is waiting for you at this terrific 1-bedroom resort. Enjoy the phenomenal king bed in the bedroom and the sofa bed in the living room. With amenities like an iron, washing machine, and WiFi, guests can relax and unwind after a day at the beach. Experience what...

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

Beautiful 2 bedroom, 2 bath OCEAN VIEW villa JUNE 14-21 2025 on Kaanapali Beach

2 bedroom/ 2 bath/2 balcony suite in tropical paradise awaits you at Marriott Maui Ocean Club - Lahaina & Napili Towers. Boasting an unparalleled location on Maui's world-famous Ka'anapali Beach, the resort welcomes you with spacious, tastefully designed suite and a...

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

New Luxury Penthouse! Sky Ala Moana 2bd/2ba

Summary:*30 DAY MINIMUM*Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 43rd floor of Sky Ala Moana. Get a charming view of the island and take advantage of the convenience of being close to...

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

Alohilani Resort – Serene Mountain Gaze – Walk to Waikiki Aquarium

Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...

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

Marriott Ko Olina Beach Club - On The Beach- Family Friendly - Mountain View

Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...

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

Quiet Studio Vacation Rental on the Beautiful Puna Coast

This private studio and thoughtfully equipped with everything you need for a comfortable stay. You’ll have your own entrance, a comfortable (new) queen bed, and bathroom. The space also features an outdoor shower — perfect for tropical climate. The studio includes a...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Pahoa, Hawaii

A charming, secluded, off-grid, quiet and a 180 degree view of the ocean.

This delightful studio in Southpoint of Naalehu is a charming retreat for guests looking to unwind and relax. Situated on a 23 acres of rolling grass lands with no neighbors, no cocky frogs, no roosters to disturb one’s well being and is a smoke free environment. This...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Naalehu, Hawaii

3 Awesome Units, Pool, 3 Restaurants, Spa, Minutes to Waikiki Beach Walk

Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Hilton Hawaiian Village Lagoon Tower Ocean View 1-Bed, 1-Ba Condo

1 Bedroom Plus (1LP)Size 600 sqft Accommodates: 4This spacious one-bedroom, one-bathroom ocean view suite with balcony features a primary bedroom with king-size bed and bathroom with a standard shower/tub combination and TOTO washlet. The suite includes a generous...

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

3rd-floor 1bd condo, near shopping and beaches

Papakea C301 is an exquisite 1-bedroom,1-bathroom condo on the 3rd floor with split air conditioning that can accommodate up to 4 guests. With garden and ocean views from your private lanai, you will enjoy the picturesque backdrop of the neighboring island of Molokai in...

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

New Listing!! Beautiful Newer Luxury Home Centrally Located

The perfect executive home!! Much Aloha to my future guests. I've created a beautiful and tranquil Hawaiian style home offering much comfort and convenience. Truly our place in paradise. Ideal location because we are centrally located to all. Within minutes to all areas...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Mililani Mauka-Launani Valley, Hawaii

Direct Oceanfront! Sugar Beach Resort, Penthouse in paradise, AC, TV, WIFI, POOL

Welcome to Sugar Beach - the longest white sand beach on Maui! This fully remodeled OCEANFRONT condominium is a Penthouse unit at Sugar Beach Resort (6 floors total) in Kihei, Maui. All new flooring, kitchen, bathroom and appliances!Our condo is one bedroom, one bath...

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

Maui Kaanapali Villas 110: This sprawling ground-floor condo awaits at the heart

Maui Kaanapali Villas 110: This sprawling ground-floor condo awaits at the heart of Maui Kaanapali Villas Resort. It boasts spacious rooms with high ceilings and tropical furnishings. This suite can accommodate up to six (6) people. There is a King bed in the primary...

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

Marriott Maui Ocean Club | Two 3BR/3BR Villas

Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 24
📍 Lahaina, Hawaii

Maui Resort Rentals: Honua Kai Hokulani 634 – Spacious Corner 2BR w/ Panoramic West Maui Mountain Views!

One of the absolute best values available at Honua Kai, Hokulani 634 is a full 2 bedroom suite with an upgraded interior and panoramic views of the lush West Maui Mountains from its fantastic corner location.When nightfall comes and it is time to rest and recharge for...

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

Kapalua Bay Villa 19G2 Gold Oceanfront 2 Bedroom

- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Travertine tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher,...

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

Gorgeous Mauna Lani Townhome: Near Beach / Luxury Amenity Center

Gorgeous townhome in the Kulalani at Mauna Lani community. This sleek, well decorated two-story home offers private Beach Club access, close proximity to the luxurious Kulalani Amenity Center, a patio with a gas BBQ and an expansive lawn surrounding the building for...

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

On the Golf Course, Close to Pool, Beautifully Decorated

Welcome to your Waikoloa Beach Resort retreat, perfect for a relaxing Hawaiian escape! • Lagoon-style pools, relaxing hot tub, tennis court, and fitness center • Private lanai with golf course views, no upstairs or downstairs neighbors • Two king bedrooms + queen...

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

Showing 314 of 323 pages.