Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Brand New Oceanfront Home - Enjoy Fabulous Sunsets & Whale Watching!
Enjoy the raw beauty of the Big Island from the luxury of Sunsets and Whales at Kohala Waterfront - a newly built four bedroom residence located above one of the most active whale coves in Hawaii, offering wintertime visitors front-row seats to leaping humpback whales....
Ocean & Sunset Views, FREE Parking & Washlet!
Waikiki Shore #1304 – 2161 Kalia Rd.How does it get better than being able to enjoy endless ocean and sunset views from your own private lanai? Come and stay in this high floor air-conditioned, ocean-view studio (360-sqft interior plus 61-sqft lanai with table/chairs)...
Paradise Perfected! Relax with Private Pool and Golf Course views.
When thoughtful design meets every expectation effortlessly, the vacationer encounters their Paradise. When the fine-tuning of taste, vision, and elegant artistry harmonizes into a chord of calm, the guest melts into their surroundings. This is why the love of discovery...
BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...
Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor
Our property IS NOT impacted by the recent news of potentially prohibiting Short Term Rentals (STR) in Maui. Ma'alaea Surf is zoned as a hotel property so is therefore exempt from any of the potential STR regulations being proposed by the County.Ma'alaea Surf, Unit D09...
Hilton Pool Pass for stays in thru June 2025. Golf Discounts. Waikoloa Beach Vil
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas L22Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedHilton Pool Pass: Valid for stays through December 31, 2025....
Ocean view, Country Club Villas 224, No stairs, 2nd floor unit.
Immersed in a haven of lush, tropical vegetation, this two-bedroom, two-bath condo at Country Club Villas invites you to unwind during your Big Island vacation. Conveniently located on the 2nd floor, you’ll find plenty of space to unpack your bags and call this place...
Newly renovated +Brand New Pool and Spa + Airy-Custom Ocean Bluff Home
Escape to your own slice of paradise in our fully renovated Princeville retreat! Be among the privileged first guests to experience the sheer luxury and comfort of this stunning home sitting atop the cliffs above Queen’s Bath. This 5 bedroom, 5 bath features 4...
AMAZING NEW 2 BR OV GOLF FRONT CONDO A111
Maui Eldorado Unit A111, a fully remodeled 2 bedroom 2 bathroom with new appliances and furnishings and 3 king beds, located on Kaanapali Golf Course front with ocean views! Be one of the first guests to make memories in this new modern and spacious condo.This lovely...
Na Hoku; upstairs oceanfront unit just steps to town and Hanalei Bay beach!
Na Hoku is the upstairs of a beach house duplex. There are two bedrooms, one bath, a kitchen, dining area and living room (Standard Occupancy is 4*). There is a good sized covered lanai and great ocean views from the living room and the lanai. Just walk down the stairs...
Makaha Sunset Retreat
This 5th floor beachside corner apartment offers 180 degree view of the ocean and the fantastic waves of world renown Makaha beach rich with ocean life. Enjoy the view from a wrap around lanai or from the queen sized bed. A full sized pull out bed in the living room...
White Sands Village 315 - Top Floor - Ocean Views
Hello ocean views! You can watch the sun sink into the ocean every night from your private lanai off this inviting top-floor condo. From this vantage point, you’ll get spectacular views of the sunsets and be able to hear the crashing of the waves on the beach below....
Aloha Awaits at the Southern Belle of Miloli'i
Create your own private paradise away from the hustle and bustle! Enjoy 180 degree ocean views and the comforts of a luxurious home all to yourself! Experience the scenic adventurous road first paved by Elvis to quaint Miloli’i, where the sun meets the sea! Enjoy the...
Lovely home with hot tub near Volcano National Park
Hale Ma‘ukele is a large, well decorated home located near the heart of Volcano Village and 1 mile from Volcano National Park. It has 2.5 baths, 3 bedrooms, 4 beds, a large living area, and a 4 person hot tub. We have a fully equipped kitchen, washer and dryer, hot...
Kona Makai 1-204: BEAUTIFUL spacious condo with OCEAN VIEWS! REMODELED
This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous Kona sunsets from your private lanai.The well appointed kitchen is fully equipped to comfortably prepare meals/drinks and the spacious living room is perfect for...
Hot Deal! Turtle Bay Villas 205/206 by Gather w/ Shared Pool, Spa, AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience the ultimate Hawaiian getaway at the Ocean Villas at Turtle Bay. This spacious four-bedroom lockout consists of...
Luxury 2-Bed/2-Bath Corner Waikiki Shore Condo w/ Ocean Views! FREE Parking!
Waikiki Shore #918 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach! This beautiful Balinese-inspired beachfront condo (renovated 2014) is sure to be your new favorite vacation...
Waikoloa Fairway Villas - Ground Floor On Golf Course - Walk to Shops & Beach
The larger 2 Bed/2 Bath 1170sf Ground Floor Golf Villa - Mauna Kea Sunrise & Moonrise Views.Discount opportunity for monthly rental starting Feb 22nd 2025.Tucked away in the quiet enclave of Fairway Villas within Waikoloa Beach Resort, unit #C2 offers privacy, comfort...
Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four
Lovely, Kihei Maui condo, just steps from the sand. Ocean side of road, one bedroom, two bath condo. Enjoy the ocean view from the lanai of this 4th floor condo and all the amenities of the highly acclaimed Maui Sunset resort, including swimming pool, hot tub, gas BBQ...
🏖️Concierge Included | Ground Floor with AC | Walking Distance to Restaurants | vrKCV
vrKCV - Waikoloa Beach Villas L3, Professionally managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!This beautifully appointed ground-floor 2-bedroom, 2-bathroom villa offers a serene escape with sweeping golf course views...
RENOVATED PROPERTY!! Book now! E101
Beautiful Garden Hawaiian Condo on the Kona Coast - New Rates!!!!Find Paradise at the Vista Waikoloa! Experience the beauty and interest of the Kohala Coast of the Big Island in this lovely traditional Hawaiian condominium. This spacious ground floor condo (newly...
Base of Diamond Head, Full Ocean View, 8th Floor, Private, 6 month special
Book 'em, Danno30 Night minimum booking is required. Available Oct 1-Nov 30, 2025 and June 1-Nov 30 2026.Experience TRUE ALOHA in this condo that was home to James MacArthur, the original Danno of Hawaii Five-0, and is still owned by the MacArthur family. This premiere...
Relaxing Kailua-Kona 2 bed/2 bath condo with central AC across street from beach
The comfort of home with this two bedroom, two bathroom condo located in the perfect location for your Kona vacation. The ocean is located directly across the street from the complex. Walking distance to Magic Sands Grill and the Poke Shack! The interior decor provides...
Maui Resort Rentals: Honua Kai Konea 710 – Top Floor 1BR w/ Ocean & Mountain Views
Konea 710 is a luxurious top floor one-bedroom partial ocean view suite that offers epic sunrise and frequent rainbow views. This penthouse 1BR/1BA suite offers expansive vistas of the West Maui Mountains coupled with glimpses of the Pacific. The suite is ideally suited...
Prime Poipu Location Home - Air Conditioning, Well-Stocked Kitchen, near Hyatt
Our spacious garden view 4 bedroom 3 bath Poipu Garden Villa with its private tropical landscaped yard, is one of the exclusive Lanai Villa private homes of Poipu Kai. Our Villa guests have access to the Poipu Kai Swim and Tennis Club and you will find the key fob and...
Upscale comfort at Punahele B304, looking at the Pacific ocean beyond the Kona Golf Course
Upscale comfort awaits discerning guests in this brand-new two-bedroom plus loft/three-bathroom rental. This spacious paradise getaway has undergone a meticulous renovation, featuring new LVT floors and an open beamed ceiling. Brand-new furnishings adorn the living...
Ocean view Maui paradise - Maui Vista 1315
This beautiful, well-appointed One-bedroom/One-bath condo at Maui Vista is your personal paradise—just a short stroll from the beach! Enjoy warm sunsets, golden sands, and unforgettable adventures on Maui’s breathtaking coastline. Whether you're swimming,...
Hale Kai O Kihei Condo w/ A/C, Ocean View-Close to Beaches
Hale Kai O Kihei 312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Unobstructed ocean view 2Br/2Ba - upscale at a budget price
Stylish, upscale and super clean condo. Beautifully and tastefully decorated. Hotel zoned, (so not affected by potential Maui short term rental ban)- Fantastic Ocean View: unobstructed 180 degree view from kitchen and living room/dining area- Close to the famous South...
Seventh-floor oceanfront condo with gym, pool & high-speed WiFi
Mana Kai Maui Resort 701COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful wide view of the beach, ocean, and mountain from this corner condo! This retreat is a...
Hale Ohana
Maui County Permit No. STLA 2016/0001 Step back into the charm of Old Hawaii in an authentic renovated plantation home of Hale Ohana which means Hawaiian for Family Home. Hale Ohana is unique because it retains "Old Hawaiian Style", but offers all the modern...
One Bedroom Apartment With Full Kitchen And Yard Five Minutes From The Ocean
Located just five minutes from downtown Kailua Village and the ocean we offer a beautiful one bedroom apartment that has a full kitchen, living room, covered lanai, large yard, outdoor BBQ, lounge chairs for sunbathing and private parking and entrance. This apartment is...
The Perfect Kauai Getaway!
Hale Maluhia is a large, fully equipped condominium/studio unit fronting on a tree lined walking path leading down to Anini Beach. It has a large, look well equipped kitchenette, Queen size bed, Wi-Fi, Smart TV, a full bath, beach towels, beach chairs, beach umbrella,...
🏖️Direct Ocean Front | AC | Concierge Included | vrKCV
vrKCV - Hali'i Kai 15F, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 15F – Your Oceanfront Oasis Above the Surf!Perched dramatically above the rhythmic surf, Hali'i Kai 15F offers an unforgettable oceanfront experience. This two-story,...
Kauai Sunsets - Hanalei Bay Resorts 5303
Hanalei Bay Resort 5303: This beautiful spacious 2 bedroom is located on the top floor with high open-beam ceilings. It is surrounded by tropical foliage and spectacular views of Hanalei Bay and Bali Hai. On your private lanai, you will capture the true Hawaiian Aloha...
Kahaluu beach condo with infinity pool & spa, lanai, sunset view - walk to beach
Kahaluu Beach Villas 1-203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set right across the street from Kahalu’u Beach, this three-bedroom condo is within steps of one of the...
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
Kahana Sunset is an amazing, private ocean front resort located 1 mile from Kapalua on Maui's beautiful west side. "Keoni Nui" Bay is lovely, and home to many majestic sea turtles and tropical fish. "Hale 'O Honu," House of Turtles, has unobstructed views of the Pacific...
Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing, paddle boarding and golfing. Ours is an unit on the ground floor in the back with views of...
Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
Located in the lower village, ground floor unit #20C has two lanais and a patio. The condo is surrounded by a private, tropical lawn area where children may securely play. The very light and airy 1700 square foot unit is situated on the corner of the building and...
Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available
We think our condo will be everything you are looking for to have a perfect vacation. #214 is located on the second floor; close enough to the ground to watch all the local bird and quail activity across the property grounds and yet high enough to offer extensive views...
Direct Ocean View in the Heart of Kailua-Kona/ At startline for Ironman!
Kona Plaza, located right in the heart of Kailua-Kona, is a quiet and private condominium building within walking distance of everything you want to do in Kona. Just across the street, you can go to the beach, the pier, shopping, and to the best restaurants in town....
Maui Resort Rentals: Honua Kai Konea 831 - Stunning 8th Floor Ocean View Studio
Peace and tranquility await your arrival to Konea 831, a spacious and luxurious oceanview studio that provides awe-inspiring views of the Pacific Ocean and solitude from the prevailing trade winds. Truly the best studio for rent by owner available in the highly sought...
Modern loft condo on golf course with ocean view
E Komo Mai “welcome” to Kapalua Golf Villa 22T2. This unit includes 1-bedroom, 1.5-bathroom retreat with stunning ocean views. In the living room, you'll find a comfortable queen sofa bed, perfect for accommodating extra guests or children. Relax here while gazing...
Mahana Resort 215 - Direct Oceanfront! 1 bed with extra 2nd bath - perfect spot for whale watching
Mahana 215 is a wonderful 2nd floor direct ocean front one bedroom with two baths condominium. Your spacious private lanai offers an intimate perspective of ocean and beach, especially for watching turtles, spinner dolphins, and, of course, humpback whales during the...
Kamaole Nalu 603: Top Floor Haven w/ Stunning Ocean Views & Awesome Beach Access
Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...
Steps from the Beach in North Kihei
Wailana Kai is located in North Kihei just a short distance from Sugar Beach. This is the perfect location for somebody who wants to be near the water. Sugar Beach is in an ideal spot in the middle of Maui allowing for easy drive times to Wailea in the south or Ioa...
Poipu Shores 207A Oceanfront Sanctuary, Corner Unit, w/AC
POIPU SHORES 207A AT KOLOA KAI VACATION RENTALSBreathtaking Oceanfront RetreatImmerse yourself in the beauty of Kauai’s southern coastline at Poipu Shores 207A, a stunning corner-unit condo offering unparalleled oceanfront views. Relax on the private lanai with your...
Fantastic Ocean View Steps to Kamaole Beach 3
Hosted by VacaMauiWe chose Hale Kamaole due to it's fantastic location directly across the street from Kamaole Beach Park 3. Kamaole 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. Vaulted ceilings throughout, stainless...
2br Oceanfront Poipu Cottage w/AC by Alekona Kauai - TVNC 1120
Updated with modern touches, the Lani Kai Cottage vacation rental in Poipu is just steps from the ocean and enjoys stunning ocean views from the primary bedroom, living area and kitchen. With two bedrooms and two bathrooms, this vacation rental can accommodate up to...
Oahu North Shore Serene Home with Ocean & Mountain Views
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the...